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  • Articles  (470)
  • Coleoptera  (464)
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  • Springer  (470)
  • Chemistry and Pharmacology  (470)
  • 1
    Electronic Resource
    Electronic Resource
    Chemically Mediated Predator-free Space: Herbivores Can Synergize Intraspecific Communication Without Increasing Risk of Predation (2000)
    Springer
    Journal of chemical ecology 26 (2000), S. 1923-1939 
    Details
    ISSN: 1573-1561
    Keywords: Ips pini ; ipsdienol ; lanierone ; Thanasimus dubius ; Platysoma ; Enoclerus nigrifrons ; kairomone ; aggregation pheromone ; synergism ; Coleoptera ; Scolytidae ; Cleridae ; coevolution ; pest management
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Natural enemies of herbivores often locate cryptic insects by responding to volatiles associated with the prey's feeding and mating. For example, predators of bark beetles (Coleoptera: Scolytidae) exploit the aggregation pheromones that their prey use to attract mates and secure hosts. Bark beetles are cryptic insects that feed and develop in the subcortical tissues of trees and spend all but a portion of their life history within this habitat. The pine engraver, Ips pini, produces the pheromone ipsdienol throughout its transcontinental range. Predators of I. pini exploit this chemical as a kairomonal cue. Eastern and Midwestern I. pini populations also produce lanierone, which synergizes their attraction to ipsdienol. We evaluated the effects of varying amounts of lanierone, in combination with a constant amount of racemic ipsdienol, on the relative attraction of I. pini and its major predators in Wisconsin. Higher numbers of I. pini were captured with increasing release rates of lanierone. In contrast, the numbers of the major predators, such as Thanasimus dubius, Enoclerus nigrifrons, Platysoma cylindrica, and P. parallelum, did not differ among different lanierone release rates. The response of I. pini but not their predators to lanierone at ecologically realistic release rates may be part of a coevolving interaction between predators and prey and offers new strategies for semiochemically based pest management by selectively removing pests and leaving predators.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1005505009408
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  • 2
    Electronic Resource
    Electronic Resource
    Aggregation Pheromones of Two Geographical Isolates of the New Guinea Sugarcane Weevil, Rhabdoscelus obscurus (2000)
    Springer
    Journal of chemical ecology 26 (2000), S. 2763-2780 
    Details
    ISSN: 1573-1561
    Keywords: Aggregation pheromones ; Coleoptera ; Curculionidae ; cytochrome oxidase I ; 2-methyl-4-heptanol ; (E2)-6-methyl-2-hepten-4-ol ; 2-methyl-4octanol ; mitochondrial DNA ; New Guinea sugarcane weevil ; palm weevil ; Rhabdoscelus obscurus ; rhynchophorol ; sibling species ; sugarcane
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The aggregation pheromones were studied from two geographical isolates (Hakalau, Hawaii, and Silkwood, Queensland, Australia) of the New Guinea sugarcane weevil, Rhabdoscelus obscurus. Coupled gas chromatographic–electroantennographic detection (GC-EAD) and GC–mass spectrometric (MS) analyses of Porapak Q volatile extract from male and from female Hawaiian R. obscurus revealed a single EAD-active, male-specific candidate pheromone, which was identified as 2-methyl-4-octanol (1). Corresponding volatile analyses from male and from female Australian R. obscurus consistently revealed three EAD-active, male-specific candidate pheromone components that were identified as 1, (E2)-6-methyl-2-hepten-4-ol (rhynchophorol) (2), and 2-methyl-4-heptanol (3). In field experiment 1 in Hakalau, Hawaii, traps baited with a stereoisomeric mixture of synthetic 1 (3 mg/day) plus sugarcane captured more weevils than did traps baited with 1 or sugarcane alone or no bait, indicating that 1 is the pheromone of the Hawaiian R. obscurus population. In field experiment 2, conducted in Silkwood, Australia, traps baited with stereoisomeric mixtures of synthetic 1, 2, and 3 (3 mg/day each) plus sugarcane caught more weevils than did unbaited traps or traps baited with 1, 2, and 3 or sugarcane. Testing candidate pheromone components 1, 2, and 3 in experiments 2–5 in all possible binary, ternary, and quaternary combinations with sugarcane, indicated that 1 and 2 in combination, but not singly, are pheromone components of the Australian R. obscurus population. Weevils from several locations in Australia and Hawaii could not be differentiated using traditional morphological characters or ultrastructural comparisons with scanning electron microscopy (SEM). However, comparisons of mtDNA sequences (cytochrome oxidase I; regions I1 to M4; 201 base pairs) revealed 5.5% variation between the Hawaiian (N = 2) and the Australian (N = 4) samples. There was no intrapopulation variation in sequence data from the weevils from Hawaii versus Australia, suggesting that they are sibling species.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1026437809875
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  • 3
    Electronic Resource
    Electronic Resource
    Inhibitory Effect of Monoterpenes on Response of Pityogenes bidentatus to Aggregation Pheromone Released by Piezoelectric Sprayer for Precision Release of Semiochemicals (2000)
    Springer
    Journal of chemical ecology 26 (2000), S. 1795-1809 
    Details
    ISSN: 1573-1561
    Keywords: Host selection ; dispenser ; release rates ; Coleoptera ; Scolytidae ; Pityogenes bidentatus ; Pinus sylvestris ; Scotch pine ; conifers
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A piezoelectric sprayer for dispensing semiochemicals was developed and used for a field test of bark beetle semiochemicals. The sprayer consists of a geared pump that pushes a syringe slowly to dispense semiochemicals in solvents through a microtube to a glass micropipet fixed to a piezoelectric high-frequency vibrator. The frequency is adjusted via a function generator to about 120 kHz until the harmonic properties of the glass micropipet, drawn by an electrophysiological pipet puller, cause vibrations that atomize the solvent from the micropipet tip. The sprayer, syringe, pump, function generator, and power supply were hung on one arm of a rotating trap pair (traps 6 m apart) that was slowly rotated at 2 revolutions per hour (rph) to even out the position effects on trap catches. The aggregation pheromone components of Pityogenes bidentatus, grandisol and cis-verbenol, were released by standard tube dispensers in one trap and compared to the release of similar amounts by the sprayer in the other trap. No significant differences in catch were observed. No effect of the solvent hexane on aggregation could be observed. The trap pair also caught approximately equal numbers of bark beetles when the baits were identical. The release of (+)and (−)-α-pinene, (+)-3-carene, and terpinolene, monoterpenes of host Scotch pine, Pinus sylvestris, at increasing rates from 0.01 to 10 log-equivalents in decadic steps (each at 0.1–100 μg/min) resulted in decreasing responses to aggregation pheromone (only 9% at highest rate). Inhibition by the individual monoterpenes tested at the 100 μg/min rate was significant for (+)and (−)-α-pinene and terpinolene (12, 13, and 15% of control, respectively). The inhibition by the host Scotch pine monoterpenes may allow P. bidentatus to avoid resistant trees that release large amounts of toxic monoterpenes in their resin and instead colonize dying and diseased limbs or slash, the usual host substrate. The piezoelectric sprayer should prove generally useful to dispense precise amounts of semiochemicals in field and laboratory experiments.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1005536421703
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  • 4
    Electronic Resource
    Electronic Resource
    Identification of Pheromone Synergists in American Palm Weevil, Rhynchophorus Palmarum, and Attraction of Related Dynamis Borassi (2000)
    Springer
    Journal of chemical ecology 26 (2000), S. 155-187 
    Details
    ISSN: 1573-1561
    Keywords: Coleoptera ; Curculionidae ; Rhynchophorus ; plant kairomone ; pheromone synergist ; volatile collection ; GC-MS ; EAG ; olfactometry ; field trapping
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Thirteen host-plant kairomone blends, including 28 compounds, were tested and showed moderate to high synergy with rhynchophorol. The blends plus rhynchophorol also attracted the related Dynamis borassi. Ethanol–ethyl acetate blends in various ratios showed moderate synergy. Two blends, including "characteristic coconut" odor molecules, were as efficient as sugarcane in synergizing rhynchophorol and field luring American Palm weevils (APWs). Preliminary olfactometer tests of natural host-plant volatiles demonstrated the role of fermentation in primary APW attraction. The synergists were chosen from a comparative study of the odors emitted by four plant materials attractive to the APW: sugarcane, coconut, Jacaratia digitata tree and Elaeis guineensis (Oil palm). The volatiles were isolated during 6 days of sequential trappings onto Supelpak-2 adsorbent. The highly volatile fraction of sugarcane volatiles was sampled by solid-phase microextraction (SPME). Odors were analyzed and identified by gas chromatography and mass spectrometry. Electroantennogram responses to the plant odors were recorded to help in screening for bioactivity. The odor compositions between plants prior to and during fermentation were compared using a principal component analysis (PCA) to determine common odor features of the plants and to design simplified blends for field activity screening. About 100 components were identified in the 〉4-carbon fraction of the odors, among which 65% were fermentation volatiles. Fermentation generated a strong increase in the amount and variety of the volatiles emitted. The palm materials emitted two- to threefold greater odor amounts than the other plants. The odors from each plant were distinct according to PCA, with few common abundant components: isopentanol, 2-methylbutanol, their acetates, acetoin, isobutyl acetate, 2,3-butanediol, and 2-phenylethanol. Ethanol and ethyl acetate accounted for 80–90% in the highly volatile fraction of sugarcane odors. Coconut odor was mainly characterized by phenol, guaiacol, 1,2-dimethoxybenzene, ethyl esters of tiglic and 3,3-dimethylacrylic acids, 2-hexanone, 2-nonanone; and, to a lesser extent, by 2-heptanone, menthone, β-phellandrene, ethyl octanoate and decanoate, which were also present in other plants.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1005497613214
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  • 5
    Electronic Resource
    Electronic Resource
    Effects of Host Tree Species on Attractiveness of Tunneling Pine Engravers, Ips pini, to Conspecifics and Insect Predators (2000)
    Springer
    Journal of chemical ecology 26 (2000), S. 823-840 
    Details
    ISSN: 1573-1561
    Keywords: Ips pini ; Coleoptera ; Scolytidae ; aggregation pheromone ; Thanasimus dubius ; Cleridae ; Platysoma cylindrica ; Histeridae ; kairomone ; host attraction
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The effect of host tree species on the attractiveness of tunneling Ips pini to flying beetles and their insect predators in Wisconsin was investigated. Tree species influenced the flight response of both predators and prey in the same rank order. Ips pini and its major predators, Thanasimus dubius and Platysoma cylindrica, were more attracted to I. pini males boring into bark–phloem disks of Pinus strobus L. than Pinus banksiana Lamb, and least attracted to I. pini males boring into bark–phloem disks of Pinus resinosa. Sources of within-tree, between-tree, and between-species variation in the degree of attraction elicited by tunneling beetles were quantified. A bioassay for evaluating host tree effects on pheromone based communication among bark beetles under conditions of controlled beetle entry was developed. Possible mechanisms of host species effects on the dynamics of predator and prey interactions in bark beetle ecology are discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1005495806100
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  • 6
    Electronic Resource
    Electronic Resource
    Pheromone Components in the Larch Bark Beetle, Ips cembrae, from China: Quantitative Variation among Attack Phases and Individuals (2000)
    Springer
    Journal of chemical ecology 26 (2000), S. 841-858 
    Details
    ISSN: 1573-1561
    Keywords: Ips cembrae ; Coleoptera ; Scolytidae ; bark beetle ; Larix kaempferi ; aggregation pheromone ; individual variation ; ipsenol ; ipsdienol ; 3-methyl-3-buten-1-ol ; ipsenone ; ipsdienone ; geraniol ; 2-phenylethanol ; myrtenol ; verbenone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Ips cembrae adults were collected from larch log piles in northeast China, separated into six attack phases, and immediately frozen in liquid nitrogen. Three previously described aggregation pheromone components [ipsenol, ipsdienol, and 3-methyl-3-buten-1-ol (331-MB)] and six other volatiles of beetle origin (2-phenylethanol, geraniol, ipsenone, ipsdienone, myrtenol and verbenone) were identified and quantified by GC-MS from excised male hindguts. No amitinol, a recently reported aggregation pheromone component, was detected in our samples. The amounts of these volatiles (except the last two) showed a similar pattern of variation between attack phases in males. The largest amounts of most male volatiles were present in phases 1–2, when the nuptial chamber was being constructed or only one female was accepted. The amounts of the volatiles declined sharply in the following phases. The hindgut volatiles, mainly the pheromone components, from 46 individual males in phase 1 were also quantified. Ipsenol, ipsdienol, and 331-MB showed a large variation in both amounts and proportions. The chirality of these two dominant aggregation pheromone components was determined as 100% (−)-enantiomer of ipsenol and 96% (+) enantiomer of ipsdienol. No male aggregation pheromone components were detected from mated females, except three extracts that were probably contaminated by male tissues.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1005447922939
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  • 7
    Electronic Resource
    Electronic Resource
    Response of the Pollen Beetle, Meligethes aeneus, to Traps Baited with Volatiles from Oilseed Rape, Brassica napus (2000)
    Springer
    Journal of chemical ecology 26 (2000), S. 1051-1064 
    Details
    ISSN: 1573-1561
    Keywords: Meligethes aeneus ; pollen beetle ; Coleoptera ; Nitidulidae ; semiochemicals ; floral volatiles ; isothiocyanates ; nitriles ; fatty acid derivatives ; amino acid derivatives ; isoprenoids ; trap
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The response of the pollen beetle, Meligethes aeneus, to yellow water traps baited with individual lures of 25 floral volatile compounds was studied in 17 field experiments. The compounds comprised seven nitrogenous amino acid derivatives, five nonnitrogenous amino acid derivatives, nine fatty acid derivatives, and four isoprenoids. Twenty compounds affected the trap catch of M. aeneus, but response was often dependent on release rate. Most compounds were attractive, but four fatty acid derivatives were repellent. 1-Hexanol was either attractive or repellent, depending on the release rate. It is suggested that M. aeneus responds to this large number of chemically diverse compounds because it is polyphagous.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1005493100165
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  • 8
    Electronic Resource
    Electronic Resource
    Male-produced Aggregation Pheromone of Colopterus truncatus: Structure, Electrophysiological, and Behavioral Activity (2000)
    Springer
    Journal of chemical ecology 26 (2000), S. 1735-1748 
    Details
    ISSN: 1573-1561
    Keywords: Colopterus truncatus Randall ; sap beetle ; Coleoptera ; Nitidulidae ; aggregation pheromone ; coupled gas chromatography-electroantennography (GC-EAG) ; behavior ; (2E,4E,6E)-4,6-dimethyl-2,4,6-nonatriene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A male-produced aggregation pheromone was demonstrated in Colopterus truncatus Randall (Coleoptera: Nitidulidae) by gas chromatographic comparisons of male and female volatile emissions. Male-specific compounds were identified with coupled gas chromatographic–mass spectrometric (GC-MS) analysis and GC and MS comparison of authentic standards. Physiological activity was evaluated by coupled gas chromatographic–electroantennographic (GC-EAG) recordings, and electroantennographic (EAG) assays of standards. The male-produced volatiles eliciting responses from male and female antennae (and relative abundance) were (2E,4E,6E)-3,5-dimethyl2,4,6-octatriene (1) (1.8), (2E,4E,6E)-4,6-dimethyl-2,4,6-nonatriene (2) (100), and (2E,4E,6E,8E)-3,5,7-trimethyl-2,4,6,8-decatetraene (3) (3.3). A fourth male-specific compound, (2E,4E,6E,8E)-4,6,8-trimethyl-2,4,6,8-undecatetraene (4) (0.6) was not EAG-active. EAG dose–response studies showed that the antennae were most sensitive to 2 followed by 3 and 1. Synthetic 2, binary blends of 1 and 3, and tertiary blends of 1, 2, and 3 were highly attractive in the field when synergized with fermenting whole-wheat bread dough. In the field, cross-attraction to the C. truncatus pheromone components was observed for Carpophilus lugubris Murray, C. antiquus Melsheimer, and C. brachypterus Say.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1005551232335
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  • 9
    Electronic Resource
    Electronic Resource
    Response of the Seven-spot Ladybird to an Aphid Alarm Pheromone and an Alarm Pheromone Inhibitor is Mediated by Paired Olfactory Cells (2000)
    Springer
    Journal of chemical ecology 26 (2000), S. 1765-1771 
    Details
    ISSN: 1573-1561
    Keywords: Seven-spot ladybird ; Coccinella septempunctata ; Coleoptera ; Coccinellidae ; electrophysiology ; single neuron recording ; dose-response ; behavior ; olfactometer ; aphid alarm pheromone ; (E)-β-farnesene ; (−)-β-caryophyllene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Electrophysiological responses of adult seven-spot ladybirds, Coccinella septempunctata, to (E)-β-farnesene, an aphid alarm pheromone, and (−)-β-caryophyllene, a plant-derived alarm pheromone inhibitor, were investigated by recording from single olfactory cells (neurons) on the antenna. Cells having high specificity for each of the two compounds were identified. Furthermore, these two cell types were frequently found in close proximity, with a larger amplitude consistently recorded for the cell responding specifically to (E)-β-farnesene. Preliminary behavioral studies in a two-way olfactometer showed that walking adults were significantly attracted to (E)-β-farnesene; this activity was inhibited with increasing proportions of (−)-β-caryophyllene. The possible ecological significance of colocation or pairing of olfactory cells for semiochemicals with different behavioral roles is discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1005555300476
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  • 10
    Electronic Resource
    Electronic Resource
    Opposing Effects of Host Monoterpenes on Responses by Two Sympatric Species of Bark Beetles to Their Aggregation Pheromones (2000)
    Springer
    Journal of chemical ecology 26 (2000), S. 2527-2548 
    Details
    ISSN: 1573-1561
    Keywords: Ips pini ; Ips grandicollis ; Dendroctonus valens ; Coleoptera ; Scolytidae ; aggregation pheromone ; conifer monoterpenes ; chirality ; kairomones ; niche partitioning ; sympatry
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The effects of host tree monoterpenes on primary and secondary attraction of the bark beetles, Ips pini and Ips grandicollis, and their associated phloeophagous insects were investigated. Monoterpenes alone were not attractive to I. pini. However, monoterpenes mediated the attraction of I. pini to its aggregation pheromones. With the exception of 3–carene, the effect of monoterpenes on I. pini's response to its pheromone, ipsdienol plus lanierone, was inhibitory. In contrast, (−)-α-pinene both attracted I. grandicollis and enhanced the attraction of I. grandicollis to its pheromone, ipsenol. No monoterpene inhibited the response of I. grandicollis to its pheromone. The inhibitory effect of host monoterpenes on I. pini response to its aggregation pheromone differs from previous work, in which monoterpenes either synergized responses or had no effect. In addition to possible geographic differences, the concentrations used in our study simulated trees that had begun to respond to attack, whereas previous studies deployed lower concentrations, which simulated constitutive phloem from unattacked trees. These results support the view that trees that undergo induced responses to bark beetles sometimes inhibit attraction of additional beetles, despite the beetles' production of aggregation pheromones. Neither species displayed cross-attraction to the pheromone of the other. The red turpentine beetle, Dendroctonus valens, showed weak and consistent attraction to (+)-α-pinene and in some cases to (−)-α-pinene. Attraction to (−)-α-pinene was usually enhanced by Ips spp. pheromones. The absence of strong attraction to (+)-α-pinene and partial attraction to (−)-α-pinene suggest that the effects of different stereoisomers of α-pinene on D. valens vary throughout its geographical range. Hylastes porculus was also attracted to some monoterpenes, particularly (−)-α-pinene. An additional 10 species of phloeophagous insects were caught in response to monoterpenes and/or pheromones, including the pine root weevils, Hylobius pales and Pachylobius picivorus, and the longhorned beetle, Monochamus carolinensis.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1005532612117
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  • 11
    Electronic Resource
    Electronic Resource
    Detection and analysis of gastrointestinal sounds in normal and small bowel obstructed rats (2000)
    Springer
    Medical & biological engineering & computing 38 (2000), S. 42-48 
    Details
    ISSN: 1741-0444
    Keywords: Bowel sounds ; Rat ; Motility ; Body acoustics ; Signal detection ; Signal characterisation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology , Medicine
    Notes: Abstract This study is aimed at detecting gastrointestinal sounds (GIS) and correlating their characteristics with gastrointestinal (GI) conditions. The central hypotheses are that GIS generation depends on the motility patterns and the mechanical properties of the gut, and that changes in those result in measurable differences in GIS. An animal model which included both healthy rats and those with small bowel obstruction (SBO) was developed. The acoustic bursts, of GIS were detected by amplitude thresholding the signal envelope. Three methods of envelope estimation were proposed and evaluated. Envelope estimation using a Hilbert transform was found to produce the best results in the current application. The duration and dominant frequency of each detected GIS event was estimated and clear differences between healthy and diseased rats were discovered. In the control state, GIS events were found to consistently be of relatively short duration (3–65ms). Although the majority of events in the SBO state had similar short duration, infrequent longer events were also detected and appeared to be pathognomonic. Long duration events (〉100 ms) occurred in each of seven obstructed, but in none of 14 non-obstructed, cases (p〈0.001). It is concluded that GIS analysis may prove useful in the non-invasive, rapid, and accurate diagnosis of SBO.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02344687
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  • 12
    Electronic Resource
    Electronic Resource
    Eversible Pheromone Gland in a Melolonthine Beetle, Holotrichia parallela (1999)
    Springer
    Journal of chemical ecology 25 (1999), S. 825-833 
    Details
    ISSN: 1573-1561
    Keywords: Pheromone gland ; Holotrichia parallela ; Coleoptera ; Scarabaeidae ; Melolonthinae ; columnar cells ; accessory gland
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The morphology of an eversible pheromone gland of a melolonthine beetle, Holotrichia parallela (Coleoptera: Scarabaeidae: Melolonthinae), was characterized. Through careful dissection of the gland and GC-MS analysis of tissue extracts, we determined that the pheromone is produced in the posterior part of a ball-shaped sac exposed during female calling. Light microscope observation of the posterior part of the gland revealed a layer of cuticular epithelium composed of columnar cells, which was assigned as the tissue involved in pheromone production. Other morphological features, such as a soft cuticular layer adjacent to the epithelium and groups of retractor muscles attached to the gland, were characterized according to their functions. Paired accessory glands, which in some other melolonthine species house symbiotic bacteria that produce a sex attractant, were found not to be involved in pheromone production in H. parallela.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1020896801562
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  • 13
    Electronic Resource
    Electronic Resource
    Electroantennogram Responses of a Predator, Perillus bioculatus, and its Prey, Leptinotarsa decemlineata, to Plant Volatiles (1999)
    Springer
    Journal of chemical ecology 25 (1999), S. 2313-2325 
    Details
    ISSN: 1573-1561
    Keywords: Hemiptera ; Pentatomidae ; Perillus bioculatus ; Coleoptera ; Chrysomelidae ; Leptinotarsa decemlineata ; electroantennography ; EAG ; tritrophic interactions ; infochemicals ; synomones ; plant volatiles
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The two-spotted stinkbug, Perillus bioculatus, is a predator of the Colorado potato beetle (CPB), Leptinotarsa decemlineata. Behavioral tests revealed that P. bioculatus is attracted to potato plants, Solanum tuberosum L. (Solanaceae), infested by the CPB. Electroantennograms from the antennae of P. bioculatus were recorded in response to compounds present in the headspace of CPB-infested potato plants. (Z)-3-Hexen-1-ol and 2-phenylethanol elicited the highest EAG amplitudes. Linalool, 4,8-dimethyl-1,3(E),7-nonatriene, nonanal, decanal, and (R)-(+)-limonene evoked lower EAG amplitudes. The major headspace components β-caryophyllene and β-selinene produced only weak EAG responses. Antennal sensitivity of the CPB to (Z)-3-hexen-1-ol was higher than that of P. bioculatus, whereas the stinkburg was more sensitive to 2-phenylethanol, β-caryophyllene, (R)-(+)-limonene, and decanal. Among these compounds, 2-phenylethanol is of special interest since it was observed to be emitted by potato foliage only after being damaged by CPBs.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1020825924703
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  • 14
    Electronic Resource
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    Sequestration, Maintenance, and Tissue Distribution of Pyrrolizidine Alkaloid N-Oxides in Larvae of Two Oreina Species (1999)
    Springer
    Journal of chemical ecology 25 (1999), S. 2385-2395 
    Details
    ISSN: 1573-1561
    Keywords: Oreina spp. ; Coleoptera ; Chrysomelidae ; alkaloid sequestration ; pyrrolizidine alkaloid N-oxide ; senecionine N-oxide ; chemical defense ; larval defense
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Oreina cacaliae and O. speciosissima are leaf beetles that, as larvae and adults, sequester pyrrolizidine alkaloid N-oxides (PAs) as defensive compounds from their host plants Adenostyles alliariae and Senecio nemorensis. As in most Oreina species, O. speciosissima is also defended by autogenously produced cardenolides (mixed defensive strategy), whereas O. cacaliae does not synthesize cardenolides and is exclusively dependent on host-plant-acquired PAs (host-derived defense). Adults of the two Oreina species were found to have the same PA storage capacity. The larvae, however, differ; larvae of O. speciosissima possess a significantly lower capability to store PAs than O. cacaliae. The ability of Oreina larvae to sequester PAs was studied by using tracer techniques with 14C-labeled senecionine N-oxide. Larvae of the two species efficiently take up [14C]senecionine N-oxide from their food plants and store the alkaloid as N-oxide. In O. cacaliae, there is a slow but continuous loss of labeled senecionine N-oxide. This effect may reflect the equilibrium between continuous PA uptake and excretion, resulting in a time-dependent tracer dilution. No noticeable loss of labeled alkaloid is associated with molting. Senecionine N-oxide is detectable in all tissues. The hemolymph is, with ca. 50–60% of total PAs, the major storage compartment, followed by the integument, with ca 30%. The alkaloid concentration in the hemolymph is approximately sixfold higher than in the solid tissues. The selectivity of PA sequestration in larvae is comparable to PA sequestration in the bodies of adult beetles.
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  • 15
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    Ethanol and Ambrosia Beetles in Douglas Fir Logs Exposed or Protected from Rain (1999)
    Springer
    Journal of chemical ecology 25 (1999), S. 2793-2809 
    Details
    ISSN: 1573-1561
    Keywords: Pseudotsuga menziesii ; Gnathothrichus spp. ; ethanol ; host selection ; anaerobic respiration ; fermentation ; Coleoptera ; Scolytidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Logs from the base of Douglas fir (Pseudotsuga menziesii) trees cut in October 1993 were randomly assigned to one of three treatment groups: (1) wet logs—cut from the fallen tree and left exposed to rain, (2) dry logs—cut from the fallen tree, placed on blocks, and protected from rain under a plastic tent, and (3) crown logs—left attached to the fallen tree with its branches intact and exposed to rain. The following May, ethanol concentrations were highest in the phloem and sapwood of wet logs (0.24 and 0.35 μmol/g fresh wt, respectively). Ethanol concentrations in tissues from dry and crown logs were similar to each other (ranging from 0.002 to 0.03 μmol/g fresh wt), but were significantly lower than in wet logs. It appears that rain absorbed by the outer bark of wet logs creates a barrier to gas exchange between living tissues and the atmosphere, which facilitates the development of hypoxic conditions necessary for ethanol synthesis and accumulation. Branches on crown logs exposed to rain help maintain low ethanol concentrations in the log tissues; we discuss several potential mechanisms to explain this response. By early September, the densities of Gnathothrichus spp. gallery entrance holes were high on wet logs (21.5/m2) and low on dry (2.5/m2) and crown logs (5.8/m2), indicating their preference for logs with higher ethanol concentrations. Protecting logs from rain will significantly reduce ethanol concentrations and the density of ambrosia beetle galleries. Leaving branches attached to logs will produce similar results, but its effectiveness may vary depending on the environmental conditions. Host selection by secondary scolytid beetles that use ethanol as a kairomone can be manipulated and possibly managed by controlling the production of ethanol in the host resource.
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  • 16
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    Contrasting Responses of Southern House Spiders and Raccoons to Blister Beetle Prey (1999)
    Springer
    Journal of chemical ecology 25 (1999), S. 1295-1303 
    Details
    ISSN: 1573-1561
    Keywords: Cantharidin ; chemical defense ; Coleoptera ; Meloidae ; Araneae ; Filistatidae ; Mammalia ; Procyonidae ; feeding aversion
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Female southern house spiders, Kukulcania hibernalis, readily consumed blister beetles, Lytta polita, regardless of cantharidin content when field-tested late in January and again three weeks later in February 1997. In contrast, free-ranging raccoons, Procyon lotor, initially ate many L. polita, particularly female beetles that contained only one third as much cantharidin as males, but when retested the raccoons ate only a few meloids. These results suggest that raccoons, unlike southern house spiders, quickly form an aversion to blister beetle prey, which is induced by cantharidin. Chemical analyses revealed that southern house spiders ingested 99% of the cantharidin contained within their prey.
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    URL: http://dx.doi.org/10.1023/A:1020970624529
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  • 17
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    Perception of Oviposition-Deterring Pheromone by Cabbage Seed Weevil (Ceutorhynchus assimilis) (1999)
    Springer
    Journal of chemical ecology 25 (1999), S. 1655-1670 
    Details
    ISSN: 1573-1561
    Keywords: Oviposition-deterring pheromone ; host marking pheromone ; marker ; electrophysiology ; contact chemoreception ; gustatory sensilla ; antenna ; behavior ; Ceutorhynchus assimilis ; Coleoptera ; Curculionidae ; Brassica napus
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Following oviposition into a pod of oilseed rape (Brassica napus), the female cabbage seed weevil (Ceutorhynchus assimilis) marks the pod with oviposition-deterring pheromone (ODP) by brushing it with her eighth abdominal tergite. On an unmarked pod, oviposition site selection was always accompanied by intensive antennation of the pod. Females approaching a freshly ODP-marked pod brought their antennae within 1 mm of the pod but usually did not antennate it before rejecting it for oviposition. Females with the clubs of their antennae amputated continued to discriminate pods from stems or petioles as oviposition sites but showed no behavioral response to ODP. Extracts of volatiles air-entrained from ovipositing weevils failed to inhibit oviposition. Air passed over a behaviorally active extract of ODP did not elicit a detectable electroantennogram response. By contrast, when presented as a gustatory stimulus to the sensilla chaetica of the antennal club, a behaviorally active extract of ODP from postdiapause, gravid females elicited a strong electrophysiological response. This response usually involved more than one cell and displayed a phasic–tonic time course over the recording period of 10 sec. Extract from prediapause (and hence sexually immature) females elicited neither behavioral nor electrophysiological (contact) responses. Thus the ODP of the cabbage seed weevil is sensed primarily by contact chemoreception at the sensilla chaetica of the antennae, and the electrophysiological responses recorded from these gustatory sensilla are of value as the basis of a bioassay to assist identification of the active constituent(s) of the pheromone.
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    URL: http://dx.doi.org/10.1023/A:1020801319251
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  • 18
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    Electrophysiologically and Behaviorally Active Volatiles of Buffalo Gourd Root Powder for Corn Rootworm Beetles (1999)
    Springer
    Journal of chemical ecology 25 (1999), S. 51-66 
    Details
    ISSN: 1573-1561
    Keywords: Coleoptera ; Chrysomelidae ; buffalo gourd root powder ; Cucurbita foetidissima ; Diabrotica virgifera virgifera ; D. undecimpunctata howardi ; D. barberi ; attractants ; solid-phase microextraction ; gas chromatography–electroantennography
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The dried, powdered roots of buffalo gourd, Cucurbita foetidissima, were tested in a cornfield and shown to attract adult northern and southern corn rootworm beetles. Coupled gas chromatography–electroantennography (GC-EAG) analyses of headspace samples of the root powder showed several GC-EAG-active compounds on the antennae of female northern, southern, and western corn rootworms. Among other techniques, solid-phase microextraction and GC-mass spectrometry identified the following GC-EAG-active compounds: hexanol, nonanal, 1-octen-3-ol, benzaldehyde, benzyl alcohol, (E)-3-octen-2-one, (E,E)-3,5-octadien-2-one, and (E,Z)-3,5-octadien-2-one. EAG dose–response studies of several of the identified root powder volatiles also were performed and compared with results from known attractants. Field tests of synthetic root powder volatiles in commercial cornfields showed that northern corn rootworm adults were attracted to (E,E)-3,5-octadien-2-one. The antennae of the Diabrotica species and the field tests showed specificity for different geometrical isomers of 3,5-octadien-2-one, with a behavioral preference for (E,E)-3,5-octadien-2-one. In addition, we have shown that the efficacy of buffalo gourd root powder as a feeding stimulant and arrestant can be enhanced for northern and western corn rootworm adults by augmenting buffalo gourd root powder with additional (E,E)-3,5-octadien-2-one.
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  • 19
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    Green Leaf Volatiles Interrupt Pheromone Response of Spruce Bark Beetle, Ips typographus (1999)
    Springer
    Journal of chemical ecology 25 (1999), S. 2847-2861 
    Details
    ISSN: 1573-1561
    Keywords: Ips typographus ; Coleoptera ; Scolytidae ; semiochemicals ; pheromones ; green leaf volatiles ; GLV ; (Z)-3-hexen-1-ol ; 1-hexanol ; (E)-2-hexen-1-ol ; (E)-3-hexen-1-ol ; (Z)-2-hexen-1-ol ; hexanal ; (E)-2-hexenal ; (Z)-3-hexenyl acetate ; linalool ; verbenone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A synthetic mixture of nine green leaf volatiles (GLVs) including linalool was tested on antennae of Ips typographus (L.) with coupled gas chromatographic–electroantennographic detection (GC-EAD). Strong responses were found to 1-hexanol, (Z)-3-hexen-1-ol, and (E)-2-hexen-1-ol. Weak responses were recorded to (E)-3-hexen-1-ol, (Z)-2-hexen-1-ol and linalool, while hexanal, (E)-2-hexenal and (E)-3-hexenyl acetate elicited no EAD responses. In a laboratory walking bioassay, the attraction of I. typographus females to a synthetic pheromone source was significantly reduced when a mixture of the three most EAD-active GLV alcohols was added to the source. Further reduction in response was obtained when these three alcohols were combined with verbenone (Vn). In field trapping experiments, a blend of 1-hexanol, (Z)-3-hexen-1-ol, and (E)-2-hexen-1-ol reduced I. typographus trap catches by 85%, while ca. 70% reduction of trap catch was achieved by Vn or a blend of (E)-3-hexen-1-ol, (Z)-2-hexen-1-ol, and linalool. The strongest disruptive effect was found when Vn plus a blend of the three most EAD active GLV alcohols was added to the pheromone trap (95% catch reduction). Adding the blend of the three most EAD active alcohols to pheromone-baited traps significantly reduced the proportion of males captured. These three GLV alcohols were also disruptive in the laboratory and in the field when tested individually. Hexanal, (E)-2-hexenal, and (Z)-3-hexenyl acetate were inactive both in the lab and in the field. Our results suggest that these nonhost green leaf alcohols may explain part of the host selection behavior of conifer-attacking bark beetles and may offer a source of inhibitory signals for alternative management strategy for forest protection.
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  • 20
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    Two Pheromones of Coniferophagous Bark Beetles Found in the Bark of Nonhost Angiosperms (1999)
    Springer
    Journal of chemical ecology 25 (1999), S. 805-816 
    Details
    ISSN: 1573-1561
    Keywords: Semiochemicals ; pheromones ; nonhost volatiles ; frontalin ; conophthorin ; 1,5-dimethyl-6,8-dioxabicyclo[3.2.1]octane ; (E)-7-methyl-1,6-dioxaspiro[4.5]decane ; Coleoptera ; Scolytidae ; Batesian mimicry
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Volatiles from fresh bark of black cottonwood, Populus trichocarpa; trembling aspen, P. tremuloides; paper birch, Betula papyrifera; bigleaf maple, Acer macrophyllum; red alder, Alnus rubra; and Sitka alder, Alnus viridis, were collected on Porapak Q and subjected to coupled gas chromatographic–electroantennographic detection analyses by utilizing the antennae of several scolytid beetles (Dendroctonus pseudotsugae, D. rufipennis, D. ponderosae, Ips pini, and Dryocoetes confusus). Among the antennally active volatiles identified by coupled gas chromatographic-mass spectroscopic analysis were frontalin, 1,5-dimethyl-6,8-dioxabicyclo[3.2.1]-octane, in the two Alnus species and conophthorin, (E)-7-methyl-1,6-diox-aspiro[4.5]decane, in the other four species. Field trapping experiments demonstrated that conophthorin had a significant disruptant effect on the response to a pheromone-host kairomone blend by both Dendroctonus pseudotsugae and D. ponderosae. Our results, and the recent identification of other scolytid pheromones in various tree species, pose major questions regarding the evolution and ecological roles of these semiochemicals, including the possibility of Batesian mimicry by the beetles. They also suggest a need for comparative studies on the biosynthetic pathways for these compounds.
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  • 21
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    Effects of Attraction Radius and Flight Paths on Catch of Scolytid Beetles Dispersing Outward Through Rings of Pheromone Traps (1999)
    Springer
    Journal of chemical ecology 25 (1999), S. 985-1005 
    Details
    ISSN: 1573-1561
    Keywords: Effective attraction radius ; dispersion ; dispersal ; host finding ; host selection ; Scolytidae ; Coleoptera ; Ips typographus ; I. paraconfusus ; Trypodendron lineatum ; computer simulation model
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Results were analyzed from six previous studies in which marked bark and ambrosia beetles, Ips typographus, I. paraconfusus, and Trypodendron lineatum (Coleoptera: Scolytidae), were released at the center of concentric rings of pheromone traps. Assuming nearly straight flight paths, a “filtering” equation model predicts recapture percentages on several trap rings of specified radii, trap numbers, and effective attraction radius (EAR) of a pheromone trap. Equations were used to calculate recapture percentages on concentric trap rings as a function of increasing EAR and gave polynomial relationships for each ring with terms equal to the number of inner rings plus one. Results were confirmed by computer simulations. Filtering equations were iterated with increasing EAR values to find one that gave a recapture percentage for the innermost trap ring that matched the field results. The estimated EAR for a synthetic pheromone bait of I. typographus was similar in five tests (range 1.39–1.78 m), but in two other tests was larger (3.27 and 15.9 m). The EAR for pheromone of 75 male I. paraconfusus in ponderosa pine logs ranged from 0.35 to 34.5 m (mean of 4.7 m) and was generally larger for previously pheromone-responding beetles than for freshly emerged ones. For T. lineatum, the EAR of lineatin-baited traps at 100-m radius was 2.43 m. Recaptures of I. typographus were reasonably predicted by the estimated EARs in the filtering model. To obtain perfect fits, another model assumed the EAR could vary with ring radius (dispersal distance) and found that the EAR for I. typographus decreased with dispersal distance in four experiments, but increased or was variable in two others. However, in I. paraconfusus and T. lineatum, the EAR increased with dispersal distance. Simulations that varied combinations of the EAR and random angles of maximum turning (AMT) of beetles stepwise showed that a nearly straight flight path for I. typographus explained observed catches on trap rings best, while a higher AMT of 36° was better to explain catches of T. lineatum. Simulations show that catch per trap ring in relation to radial distance can be influenced by the beetle's AMT (still unobserved in the field). A conceptual model of dispersal and host selection in “aggressive” bark beetles with regard to pioneer and joiner colonization strategies is presented.
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    URL: http://dx.doi.org/10.1023/A:1020869422943
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    Leaf Volatiles from Nonhost Deciduous Trees: Variation by Tree Species, Season and Temperature, and Electrophysiological Activity in Ips typographus (1999)
    Springer
    Journal of chemical ecology 25 (1999), S. 1923-1943 
    Details
    ISSN: 1573-1561
    Keywords: Birch ; Betula pendula (=verrucosa) ; B. pubescens ; Betulaceae ; aspen ; Populus tremula ; Salicaceae ; elder ; Sambucus nigra ; Caprifoliaceae ; green-leaf volatiles ; monoterpene ; sesquiterpene ; (Z)-3-hexen-1-ol ; 1-hexanol ; (E)-2-hexen-1-ol ; seasonal variation ; temperature effect ; host selection ; habitat ; Ips typographus ; Coleoptera ; Scolytidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The leaf volatiles emitted from four nonhost tree species of Ips typographus, i.e. Betula pendula, B. pubescens, Populus tremula, and Sambucus nigra, were collected outdoors by headspace sampling in situ and analyzed by GC-MS. Three major classes of compounds, aliphatics [mainly green-leaf volatiles (GLVs)], monoterpenes, and sesquiterpenes, existed in all the deciduous tree species investigated. In June, when the bark beetles are searching in flight for host trees, GLVs mainly consisting of (Z)-3-hexenyl acetate and (Z)-3-hexen-1-ol were the dominant constituents in B. pendula and S. nigra. In B. pubescens and P. tremula, sesquiterpenes (and their derivatives) and monoterpenes made up the major part of whole volatile blends, respectively. Surprisingly, sesquiterpene alcohols and other oxides released from B. pubescens in considerable amounts were not found in the closely related species, B. pendula. By August, both the total volatiles and individual compounds significantly decreased, mainly due to the maturation of leaves, since the light intensity and temperatures during sampling were the same as in June. There were almost no volatiles detected from P. tremula and S. nigra leaves in August. The total emissions from these deciduous species were significantly different among the species, with B. pubescens releasing 5–10 times more than other species. Under the conditions of constant light intensity and humidity, emissions of both total volatiles and most individual components of severed B. pendula and S. nigra branches (with fresh leaves) increased according to a saturation curve from 16°C to 40°C. Ips typographus antennae responded strongly to green leaf alcohols: (Z)-3-hexen-1-ol, 1-hexanol, and (E)-2-hexen-1-ol, but not to aldehydes or acetates in GC-EAD analyses of B. pendula and B. pubescens leaf volatiles. No antennal responses to monoterpenes, sesquiterpenes, or sesquiterpene oxides were found. These three antennally active GLVs emitted from nonhost tree leaves might be indicators of a wrong habitat in the host selection of conifer bark beetles.
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  • 23
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    Influence of Some Fatty Acids on Oviposition by the Bruchid Beetle, Callosobruchus maculatus (1998)
    Springer
    Journal of chemical ecology 24 (1998), S. 1577-1593 
    Details
    ISSN: 1573-1561
    Keywords: Callosobruchus maculatus ; oviposition behavior ; host acceptance ; behavior sequences ; epicuticular lipids ; waxes ; fatty acids ; oleic acid ; Coleoptera ; Bruchidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The cowpea seed beetle, Callosobruchus maculatus, will lay its eggs on many potential hosts and inert surfaces. Oviposition on glass beads is stimulated by coating them with individual fatty acids. Nevertheless, female beetles reject mung seeds less frequently than beads treated with either an extract of mung seeds or, especially, an extract of mung seeds plus oleic acid. The addition of oleic acid to the extract resulted in a change in the sequence of oviposition behavior, notably an increase in a raised body position indicative of hosts of low acceptability. Fatty acids are present in the epicuticular waxes of legume seeds; wax extract of mung bean contains 32.4% fatty acid and 14 alkanes, whereas a wax extract of chickpea contains 5% fatty acid and 18 alkanes. Thus, chickpea may be a less acceptable host for oviposition than mung bean because of physical differences and/or because of chemical differences, including a reduced total level of fatty acid or the high proportion of oleic acid it is reported to contain. It is concluded that an appropriate mixture of fatty acids in the epicuticular waxes stimulates oviposition but that an elevated level of oleic acid in conjunction with others is deterrent.
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    Quantitative Variation in Chemical Defense Within and Among Subgenera of Cicindela (1998)
    Springer
    Journal of chemical ecology 24 (1998), S. 451-472 
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    ISSN: 1573-1561
    Keywords: Insecta ; Coleoptera ; Cicindelidae ; Cicindela ; benzaldehyde ; evolution of chemical defense ; lineage variation ; predator deterrence
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The pygidial secretions of more than 40 species of adult Cicindela were quantitatively assayed by gas chromatography and mass spectrometry for the presence of benzaldehyde, the major defensive compound of cicindelids. All species showed evidence of benzaldehyde secretion, with the range in benzaldehyde spanning three orders of magnitude. Subgenera, species, and subspecies all accounted for a significant portion of the total variation in benzaldehyde secretion, while populations within subspecies sampled at different localities did not vary significantly; thus phylogenetic analyses of benzaldehyde secretion within and among both species and subgenera would be appropriate. The evidence suggests that a single origin of the pathway producing benzaldehyde occurred in the ancestors of Cicindela spp. and that differences among taxa in the amount of benzaldehyde secreted are the result of changes in that pathway's regulation.
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    Field Attraction of Hoplia communis to 2-Phenylethanol, A Major Volatile Component from Host Flowers, Rosa spp. (1998)
    Springer
    Journal of chemical ecology 24 (1998), S. 1491-1497 
    Details
    ISSN: 1573-1561
    Keywords: Hoplia communis ; Scarabaeidae ; Coleoptera ; attractant ; kairomone ; 2-phenylethanol ; geranyl acetate ; floral scent ; Rosa spp
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The attractiveness of volatile compounds from the floral scent of Rosa, one of the most preferred plants for adult Hoplia communis, was evaluated under field conditions. The beetles were attracted to most compounds tested, but 2-phenylethanol exhibited the highest capture rate. Catches increased with increasing emissions of between 9.1 and 287.2 mg/day. Catches in white traps were significantly larger (17.4-fold) than those in green traps when both were baited with anethole, an already known attractant; however, the trap color was not significant when a more attractive lure, 2-phenylethanol, was used. The use of a single funnel trap baited with 2 g of 2-phenylethanol at a heavily infested nursery exhibited promising results for mass trapping. Approximately 90,000 beetles of both sexes, which nearly corresponds to the estimated maximum population per 1000 m2, were captured within six days.
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  • 26
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    Responses to Green Leaf Volatiles in Two Biogeoclimatic Zones by Striped Ambrosia Beetle, Trypodendron lineatum (1997)
    Springer
    Journal of chemical ecology 23 (1997), S. 2479-2491 
    Details
    ISSN: 1573-1561
    Keywords: Trypodendron lineatum ; ambrosia beetle ; Coleoptera ; Scolytidae ; pheromone ; green leaf volatiles ; 1-hexanol ; (E)-2-hexen-1-ol ; (Z)-2-hexen-1-ol ; (Z)-3-hexen-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Experiments in the Coastal Western Hemlock (CWH) biogeoclimatic zone on the British Columbia (BC) coast and the Interior Douglas-fir (IDF) biogeoclimatic zone in the BC interior revealed pronounced differences in the effect of six-carbon green leaf volatiles on the response by striped ambrosia beetles, Trypodendron lineutum to multiple funnel traps baited with the aggregation pheromone lineatin. In the IDF zone, four green leaf alcohols [1-hexanol, (E)-2-hexen-1-ol, (Z)-2-hexen-1-ol, and (Z)-3-hexen-1-ol], released alone or in a quaternary blend at ca. 4 mg/24 hr/compound, caused a 63–78% reduction in trap catches. Two aldehydes, hexanal and (E)-2-hexenal, released together at ca. 13.0 mg/24 hr/compound were weakly disruptive in one of two experiments. Conversely, in the CWH zone, the two aldehydes together caused a slight, but significant, increase in the response over that to lineatin in one of two experiments, and the blend of all four alcohols caused only weak disruption of response in one of two experiments. None of the alcohols released alone was bioactive. These results may reflect adaptations that ensure accurate host location in the two ecological zones. In the CWH zone, T. lineatum attacks conifer logs almost exclusively, and surrenders the cut or broken stump habitat to Gnathotrichus spp. In the IDF zone, T. lineatum readily attacks the base of trees killed by bark beetles or fire and may utilize green leaf alcohols to detect and avoid the vertical silhouettes represented by nonhost angiosperms such as black cottonwood and trembling aspen.
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    URL: http://dx.doi.org/10.1023/B:JOEC.0000006661.99953.26
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  • 27
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    Attraction of Colorado Potato Beetle to Herbivore-Damaged Plants During Herbivory and After Its Termination (1997)
    Springer
    Journal of chemical ecology 23 (1997), S. 1003-1023 
    Details
    ISSN: 1573-1561
    Keywords: Coleoptera ; Chrysomelidae ; Leptinotarsa decemlineata ; olfaction ; locomotion compensator ; behavior ; gas chromatography–mass spectrometry ; terpenoids ; lipoxygenase ; fatty acid derivatives
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Large, undamaged potato plants (〉60 cm, 5–6 weeks old) attract the Colorado potato beetle (Leptinotarsa decemlineata), but small potato plants (15–25 cm high, 2–3 weeks old) do not. However, small plants become attractive to CPB when they are damaged. Mechanical damage inflicted with scissors results in short-term (lasting less than 15 min) attraction, while more severe damage with carborundum powder results in a longer lasting attraction (at least 1 hr). CPB adults are also attracted to small plants infested with CPB and Spodoptera exigua larvae. After the larvae had been removed for 50 min following a short duration (30 min) of feeding, CPB adults were no longer attracted to the plants. However, when CPB larvae had been removed after they had fed for 60–90 min, the plants were somewhat attractive to the beetles, although significantly less than they had been when the larvae were feeding. Attraction increased with time after feeding ceased. Furthermore, beetles were strongly attracted to plants 50 min after larvae were removed when the plants had been fed upon by larvae for 18–24 hr. Thus it appears that there are two stages of attraction, first, to volatiles released directly from the wound site, and second, to volatiles that are induced in response to herbivory. Chemical analyses of the headspace of infested potato plants show that infestation results in the emission of a mixture of chemicals that is qualitatively quite similar to that emitted by undamaged plants. The major components of the mixture are that emitted by undamaged plants. The major components of the mixture are terpenoids and fatty acid derivatives such as aldehydes and alcohols. The emission rate of some of these chemicals declines after removal of the beetles, while the emission rate of other chemicals increases with the duration of beetle feeding and remains at a high level even after removal of the beetles. Thus, the composition of the mixture changes temporally during and after herbivore feeding, which may explain the recorded behavior of the beetles.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/B:JOEC.0000006385.70652.5e
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    Geographic Variation in Response of Pine Engraver, Ips pini, and Associated Species to Pheromone, Lanierone (1997)
    Springer
    Journal of chemical ecology 23 (1997), S. 2013-2031 
    Details
    ISSN: 1573-1561
    Keywords: Ips pini ; Ips integer ; Coleoptera ; Scolytidae ; aggregation pheromone ; lanierone ; ipsdienol ; geographic variation ; synergism ; Enoclerus lecontei ; Cleridae ; kairomone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Lanierone strongly synergized the attraction of male and female Ips pini (Say) to ipsdienol in New York and Wisconsin. Synergy was only weakly significant in Montana and British Columbia and not significant in California. Catches of I. pini in ipsdienol-baited traps were increased 0% ( i.e., nonsignificant) to 9942% by lanierone, with the highest increases in eastern North America. Lanierone had the least effect in California. The effects of lanierone on sex ratios of I. pini in trap catches varied significantly between regions. The addition of lanierone to ipsdienol-baited traps resulted in a general increase in male representation at nine of 12 sites. Ips integer (Eichhoff) was attracted to lanierone alone. Ipsdienol reduced the response of I. integer to lanierone. Enoclerus lecontei (Wolcott) (Cleridae) preferred traps baited with the combination of ipsdienol and lanierone. (R)-(–)-Ipsdienol was attractive to E. sphegeus (F.), Thanasimus undatulus (Say) (Cleridae), and Temnochila chlorodia (Mannerheim) (Trogositidae), while racemic ipsdienol was attractive to E. nigrifrons var. gerhardi Wolc. and Thanasimus dubius (F.). Lanierone had no effect on these species.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/B:JOEC.0000006486.39056.48
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  • 29
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    Sitona lineatus Host-Plant Odors and Their Components: Effect on Locomotor Behavior and Peripheral Sensitivity Variations (1997)
    Springer
    Journal of chemical ecology 23 (1997), S. 2161-2173 
    Details
    ISSN: 1573-1561
    Keywords: Pea weevil ; olfaction ; EAG ; locomotory behavior ; green odors ; cis-3-hexen-1-yl acetate ; host odor ; Sitona lineatus ; Coleoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Adult Sitona lineatus L., (Coleoptera: Curculionidae) feed on the leaves of various species of leguminous plants, and females lay in the vicinity of pea plants, the roots of which are eaten by the larvae. A study of the volatiles from several legumes and of the response of S. lineatus individuals to these substances was undertaken using two complementary techniques: behavioral, to study the locomotory orientation; and electrophysiological, using electroantennography (EAG). Four volatile compounds, cis-3-hexen-1-ol, 2-hexenal, cis-3-hexen-1-yl acetate, and 3-octanone, were identified from pea, vetch, clover, and lucerne, by coupled gas chromatography–mass spectrometry (GC-MS) and coupled gas chromatography–infrared spectrometry (GC-IR). After emergence from July to mid-November, the imago display high response to the odor of pea and some other leguminous plants. A second period of enhanced sensitivity was observed during crop colonization from March to May. High EAG response to pea odor and cis-3-hexen-1-yl acetate was correlated with periods of enhanced locomotory orientation during these months. Experimental results indicate that cis-3-hexen-1-yl acetate could play a key role in discriminating pea among other acceptable leguminous species.
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    URL: http://dx.doi.org/10.1023/B:JOEC.0000006436.21448.b7
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  • 30
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    Essential Amino Acid Methyl Esters: Major Sex Pheromone Components of the Cranberry White Grub, Phyllophaga anxia (Coleoptera: Scarabaeidae) (1997)
    Springer
    Journal of chemical ecology 23 (1997), S. 231-245 
    Details
    ISSN: 1573-1561
    Keywords: Phyllophaga anxia ; Coleoptera ; Scarabaeidae ; cranberry white grub ; sex pheromone ; chirality ; L-valine methyl ester ; L-isoleucine methyl ester ; electroantennographic detection ; field trapping
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Chiral capillary gas chromatographic–electroantennographic detection (GC-EAD) analysis indicates that L-valine and L-isoleucine methyl esters are the major sex pheromone components released by females of the cranberry white grub, Phyllophaga anxia (LeConte). The GC retention times and GC-mass spectrometry of the two natural compounds were identical to those of authentic standards. Of five reproducible GC-EAD active components revealed with female volatiles, the L-valine and L-isoleucine methyl esters elicited the strongest male antennal responses. The ratio of L-valine and L-isoleucine methyl esters was determined to be 3:1 by analysis of pheromone gland extracts. Chirality was shown to be critical by GC-EAD, since only the L-form of these amino acid methyl esters elicited an EAD response. In field experiments conducted in Massachusetts, a synthetic 3:1 blend of L-valine and L-isoleucine methyl esters on a rubber septum was attractive to P. anxia males.
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    URL: http://dx.doi.org/10.1023/B:JOEC.0000006356.47959.ed
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    Effect of Visual Cues and a Mixture of Isothiocyanates on Trap Capture of Cabbage Seed Weevil, Ceutorhynchus assimilis (1997)
    Springer
    Journal of chemical ecology 23 (1997), S. 889-902 
    Details
    ISSN: 1573-1561
    Keywords: Ceutorhynchus assimilis ; cabbage seed weevil ; Coleoptera ; Curculionidae ; isothiocyanates ; attractant ; trap design ; trap color
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The effect of trap design, trap color, and a mixture of isothiocyanates on the capture of Ceutorhynchus assimilis (Paykull) was studied in a series of field experiments. Unbaited yellow water traps, a yellow sticky box trap, and a yellow sticky card trap, mounted vertically, or at 45° to the vertical with the yellow card facing upwards were effective for capturing seed weevils, but a horizontal yellow sticky card trap caught few. White, green, and black traps were unattractive. During migratory periods, trap catch could be enhanced two to four times with a lure consisting of a mixture of allyl, 3-butenyl, 4-pentenyl, and 2-phenylethyl isothiocyanates, but this bait did not attract in a trap with ineffective design. The sticky card trap, mounted at 45° to the vertical and baited with the isothiocyanate mixture, may be useful for monitoring movement of C. assimilis during migratory periods. However, during the colonization phase, lures of either a mixture of isothiocyanates or of allyl isothiocyanate alone were not attractive.
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    URL: http://dx.doi.org/10.1023/B:JOEC.0000006378.65158.ca
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  • 32
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    Aggregation Pheromone of Palm Weevil, Dynamis borassi (1997)
    Springer
    Journal of chemical ecology 23 (1997), S. 2287-2297 
    Details
    ISSN: 1573-1561
    Keywords: Aggregation pheromone ; Bursaphelenchus cocophilus ; coconut ; Cocos nucifera ; Coleoptera ; Curculionidae ; Dynamis borassi ; 4-methyl-5-nonanol ; palm weevils ; red ring disease ; red ring nematode
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract 4-Methyl-5-nonanol (1) is the male-produced aggregation pheromone of the palm weevil, Dynamis borassi (F.) from Colombia. The pheromone was identified by coupled gas chromatographic–electroantennographic detection (GC-EAD) analysis of male- and female-produced volatiles, and comparative GC–mass spectrometry (MS) of weevil-produced 1. In field experiments in Colombia, traps baited with a stereoisomeric mixture of synthetic 1 (3 mg/day) plus sugarcane captured more weevils than traps baited with 1 or sugarcane alone, suggesting that pheromone and plant volatiles are synergistically attractive. Use of a chiral, stereoisomer-separating Cyclodex-B column in GC-EAD and GC-MS analyses revealed that D. borassi males produce, and antennae of males and females respond to (4S,5S)-1. Previously identified palm weevil (Rhynchophorus spp.) aggregation pheromones 5-methyl-4-octanol (cruentol) and 6-methyl-2-hepten-4-ol (rhynchophorol) also elicited antennal responses by D. borassi. In field experiments, D. borassi females were captured equally well in traps baited with sugarcane plus either 1, cruentol or rhynchophorol. In contrast, D. borassi males were captured most often in traps baited with sugarcane plus 1. Because D. borassi is a potential vector of the red ring nematode that causes the lethal red ring disease of palms, pheromone-based trapping of D. borassi could aid in monitoring or management of red ring disease in commercial palm plantations.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/B:JOEC.0000006674.64858.f2
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    Field Discrimination of Oilseed Rape, Brassica napus Volatiles by Cabbage Seed Weevil, Ceutorhynchus assimilis (1997)
    Springer
    Journal of chemical ecology 23 (1997), S. 2555-2567 
    Details
    ISSN: 1573-1561
    Keywords: Ceutorhynchus assimilis ; cabbage seed weevil ; Coleoptera ; Curculionidae ; plant kairomones ; isothiocyanates ; phenylacetonitrile ; volatiles ; insect-plant ; trap ; semiochemicals
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The response of the cabbage seed weevil, Ceutorhynchus assimilis to yellow water traps baited with some components of oilseed rape (Brassica napus) odor was studied in a series of field experiments. Four isothiocyanates (NCS), five other amino acid derivatives (aromatic compounds), and two fatty acid derivatives are detected by peripheral olfactory receptors of C. assimilis. 3-Butenyl, 4-pentenyl, and 2-phenylethyl NCS were attractive when released individually during the period when weevils were immigrating to the host crop, but allyl NCS was not. A mixture of these four isothiocyanates was attractive during the periods of weevil immigration and dispersal. However, during the host colonization phase, 2-phenylethyl NCS, like the mixture of the four isothiocyanates, elicited no response or was repellent. Phenylacetonitrile and benzyl alcohol were attractive during the colonization phase. The fatty acid derivative (Z)-3-hexen-1-ol did not affect weevil catch in an experiment conducted when the insects were already established in the crop, but it depressed the catch in another conducted when weevils were dispersing from the crop. These results suggest that yellow traps baited with 2-phenylethyl NCS can be used to monitor immigration into crops in the spring and that phenylacetonitrile may be useful for assessing numbers of weevils colonizing the crop throughout the summer.
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    URL: http://dx.doi.org/10.1023/B:JOEC.0000006666.77111.ab
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    Effects of Enantiomeric Blend of Verbenone on Response ofIps paraconfusus to Naturally Produced Aggregation Pheromone in the Laboratory (1997)
    Springer
    Journal of chemical ecology 23 (1997), S. 2825-2839 
    Details
    ISSN: 1573-1561
    Keywords: Ips paraconfusus ; Coleoptera ; Scolytidae ; bark beetle ; verbenone ; aggregation pheromone ; interruption ; Pinus radiata ; enantio-specific response
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The aggregation pheromone produced by maleIps paraconfusus (Coleoptera: Scolytidae) tunneling in Monterey pine,Pinus radiata, logs was trapped on Porapak Q. A concentration of an extract of trapped volatiles that attracted beetles was determined in the laboratory through a concentration–response analysis of walking behavior of males and females. The interruptant effects of four concentrations of verbenone on response to a constant concentration of this naturally produced aggregation pheromone were tested with males and females. Independent of its enantiomeric composition [99.5% (S)-(−), 93.1 % (S)-(−), and 98.3% (R)-(+)], verbenone significantly reduced the percentage of females (but not males) reaching the attractant source. However, when the time required for beetles of both sexes taken together to reach the attractant source was considered, verbenone of higher enantiomeric purity had a greater effect on beetle behavior. Solutions of 99.5% (S)-(−)- and 98.3% (R)-(+)-verbenone increased the time required for beetles to reach the attractive source when compared to 93.1% (S)-(−)-verbenone. When pooled across enantiomeric blends, increasing concentrations of verbenone resulted in slower responses in beetles that reached the attractant source within 2 min. Males and females did not respond to verbenone alone.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1022571212416
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  • 35
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    A Series of Bicyclic Insect Juvenile Hormone Analogs of Czech Origin: Twenty Years of Development (1997)
    Springer
    Journal of chemical ecology 23 (1997), S. 605-628 
    Details
    ISSN: 1573-1561
    Keywords: Insect juvenile hormone analogs ; 2-(4-hydroxybenzyl)-1-cycloalkanones ; Tenebrio molitor ; Coleoptera ; Tenebrionidae ; Dysdercus cingulatus ; Pyrrhocoris apterus ; Heteroptera ; Pyrrhocoridae ; Acyrthosiphon pisum ; Phorodon humuli ; Homoptera ; Aphididae ; Locusta migratoria migratortorioides ; Orthoptera ; Acrididae ; Reticulitermes lucifugus ; Prorhinotermes simplex ; Isoptera ; Rhinotermitidae ; Blattella germanica ; Blattodea ; Blattidae ; Musca domestica ; Diptera ; Muscidae ; Daphnia magna Cladocera ; Daphnidae ; Trypanosoma cruzi ; Euglenozoa ; Trypanosomatidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Research results are summarized from a series of insect juvenile hormone analogs derived from 2-(4-hydroxybenzyl)-1-cycloalkanones, which have been investigated at the Institute of Organic Chemistry and Biochemistry in Prague during the past 20 years. At present, practical application of several prospective structures for insect control is under investigation. Biological activity values were determined to delineate the most important subseries of compounds and the most promising insect juvenile hormone analogs selected from the subseries. Carbamates, and in particular compound 47 proved to be highly active against aphids, cockroaches, flies, and many other insect species.
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    URL: http://dx.doi.org/10.1023/B:JOEC.0000006399.07779.16
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    Aggregation Pheromones and Host Kairomones of West Indian Sugarcane Weevil, Metamasius hemipterus sericeus (1997)
    Springer
    Journal of chemical ecology 23 (1997), S. 869-888 
    Details
    ISSN: 1573-1561
    Keywords: Coleoptera ; Curculionidae ; Metamasius hemipterus sericeus ; aggregation pheromones ; pheromone chirality ; (4S, 5S)-4-methyl-5-nonanol ; 2-methyl-4-heptanol ; sugarcane ; ethyl acetate ; ethyl propionate ; ethyl butyrate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Coupled gas chromatographic–electroantennographic detection (GC-EAD) analyses and coupled GC-mass spectrometry (MS) of volatiles produced by male and female West Indian sugarcane weevils (WISW), Metamasius hemipterus sericeus (Oliv.), revealed eight male specific, EAD-active compounds: 3-pentanol (1), 2-methyl-4-heptanol (2), 2-methyl-4-octanol (3), 4-methyl-5-nonanol (4), and the corresponding ketones. In field experiments in Florida, alcohols 1–4 in combination with sugarcane were most attractive, whereas addition of the ketones or replacement of alcohols with ketones significantly reduced attraction. In Costa Rica field experiments testing alcohols 1–4 singly and in all binary, ternary, and quaternary combinations revealed 4 in combination with 2 was the major aggregation pheromone, equally attracting male and female WISW. Stereoisomeric 4 and (4S,5S)-4, the only isomer produced by WISW, were equally attractive. Addition of 4S-, 4R- or (±)-2 to (4S,5S)-4 significantly enhanced attraction. Sugarcane stalks in combination with 2 plus 4 (ratio of 1:8) were highly synergistic, whereas EAD-active sugarcane volatiles ethyl acetate, ethyl propionate, or ethyl butyrate only moderately increased attractiveness of the pheromone lure.
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    URL: http://dx.doi.org/10.1023/B:JOEC.0000006377.13235.4b
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    Localization and Morphology of Sex Pheromone Glands in Scarab Beetles (1997)
    Springer
    Journal of chemical ecology 23 (1997), S. 903-915 
    Details
    ISSN: 1573-1561
    Keywords: Pheromone gland ; Anomala albopilosa albopilosa ; Anomala cuprea ; Popillia japonica ; Holotrichia parallela ; Heptophylla picea ; Coleoptera ; Scarabaeidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sex pheromone glands of female Anomala albopilosa albopilosa have been localized by extracting various parts of the body and analyzing the extracts by GC-MS and by histological and morphological studies. Female-specific epithelial cells line the inner surfaces of anal plates and two apical sternites; these cells are connected through many pores to the cuticle surface. The sex pheromones of other rutelines, A. cuprea and Popillia japonica and a melolonthine species, Heptophylla picea, have been also detected in the extracts from the same abdominal parts. On the other hand, the source of Holotrichia parallela sex pheromone was confirmed to be a ball-shaped abdominal sac that is exposed during the calling behavior, and no trace of the semiochemicals has been found in the anal plates and two apical sternites.
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    URL: http://dx.doi.org/10.1023/B:JOEC.0000006379.01010.da
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    Increase of Trap Catches by a Combination of Male Sex Pheromones and Floral Attractant in Longhorn Beetle,Anaglyptus subfasciatus (1997)
    Springer
    Journal of chemical ecology 23 (1997), S. 1635-1640 
    Details
    ISSN: 1573-1561
    Keywords: Anaglyptus subfasciatus ; Coleoptera ; Cerambycidae ; sex pheromone ; methyl phenylacetate ; trap catches ; synergism
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A combination of the synthetic sex pheromone [a 125:1 blend of (R)-3-hydroxy-2-hexanone and (R)-3-hydroxy-2-octanone] with methyl phenylacetate captured significantly moreAnaglyptus subfasciatus Pic females than either the sex pheromone or methyl phenylacetate did alone.
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    URL: http://dx.doi.org/10.1023/B:JOEC.0000006427.56337.6c
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    Grain weevil,Sitophilus granarius (L.): Antennal and behavioral responses to male-produced volatiles (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 1639-1654 
    Details
    ISSN: 1573-1561
    Keywords: Sitophilus granarius ; grain weevil ; Coleoptera ; aggregation pheromone ; electroantennogram ; coupled GC-EAG ; behavioral bioassay ; circular dichroism
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Coupled GC-EAG techniques have been applied to the study of volatiles from the grain weevil,Sitophilus granarius. for the first time. The size of EAG response was independent of the sex of the responding insect but was consistently larger to extracts of males than those of females. This difference was reflected in a behavioral preference for the male extracts by mated adults of both sexes tested together and virgin adults of both sexes tested separately. The GC-EAG results provide evidence for two materials that are released specifically by the males. Using circular dichroism. one has been found to be identical stereochemically with the (2S,3R)-sitophilate reported by others as the aggregation pheromone in a different strain. This enhances the prospects for the development of a single pheromone lure that would be generally applicable whatever the origin of the strain. The small amount of sitophilate found in the males suggests that it is not stored in large amounts. The other material, present in such a small amount that it has yet to be fully characterized, elicits a higher antennal activity than sitophilate and may have a significant role to play in enhancing the trap catch of this economically important pest.
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    URL: http://dx.doi.org/10.1007/BF02272404
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  • 40
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    Green leaf volatiles as antiaggregants for the mountain pine beetle,Dendroctonus ponderosae Hopkins (Coleoptera: Scolytidae) (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 1861-1875 
    Details
    ISSN: 1573-1561
    Keywords: Mountain pine beetle ; Dendroctonus ponderosae ; Coleoptera ; Scolytidae ; antiaggregant ; verbenone ; green leaf volatiles ; 1-hexanol ; (E)-2-hexen-1-ol ; (E)-3-hexen-1-ol ; (Z)-2-hexen-1-ol ; (Z)-3-hexen-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract We tested the hypothesis that green leaf volatiles act as antiaggregants for the mountain pine beetle (MPB),Dendroctonus ponderosac Hopkins. In coupled gas chromatographic-electroantennographic detection (GC-EAD) analysis MPB antennae responded to 30 ng doses of all six-carbon green leaf alcohols tested [1-hexanol, (E)-2-hexen-1-ol, (Z)-2-hexen-1-ol, (E)-3-hexen-1-ol, and (Z)-3-hexen-1-ol], but not to the aldehydes, hexanal or (E)-2-hexenal, or to alcohol or aldehyde homologues with more or fewer than six carbon atoms. In field trapping experiments a blend of green leaf alcohols [1-hexanol, (Z)-2-hexen-1-ol, (E)-3-hexen-1-ol and (Z)-3-hexen-1-ol] effectively disrupted the response to attractive semiochemicals; a blend of the aldehydes hexanal and (E)-2-hexenal was inactive. The two best disruptants. (E)-2-hexen-1-ol and (Z)-3-hexen-1-ol, reduced catches of both sexes to levels not significantly different from catches in unbaited control traps. They also reduced the attack on trees baited with attractive MBP pheromones to a level not significantly different from that on unbaited control trees. Neither of the clerid predators captured,Enoclerus sphegeus (F.) norThanasimus undatulus (Say), was repelled by green leaf volatiles. Our results suggest that green leaf alcohols are promising disruptants which may be used to supplement the antiaggregation pheromone, verbenone, in protecting single high-value trees as well as carefully selected stands with low-level populations of MPBs.
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    URL: http://dx.doi.org/10.1007/BF02028509
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    Scarab beetleAnomala albopilosa albopilosa utilizes a more complex sex pheromone system than a similar speciesA. cuprea (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 2001-2010 
    Details
    ISSN: 1573-1561
    Keywords: Coleoptera ; Scarabaeidae ; GC-EAD ; methyl benzoate ; 2-(E)-nonenal ; 2-(E)-nonenol ; (R, Z)-5-(−)-(oct-1-enyl)oxacyclopentan-2-one
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Four compounds have been identified as sex pheromone constituents of the scarab beetleAnomala albopilosa albopilosa, namely (R, Z)-5-(−)-(oct-1-enyl)oxacyclopentan-2-one (buibuilactone), 2-(E)-nonenol, 2-(E)-nonenal, and methyl benzoate (in the ratio 10:3:3:1). The diel rhythm of pheromone release inA. a. albopilosa showed a peak at the beginning of the scotophase, which is also a peak of mating activity. On the other hand, the similar speciesA. cuprea utilizes a two-constituent sex pheromone, having a common major component, but the pheromone is released both during scoto-and photophase. Temporal difference in mating activity and pheromone release along with chemical diversity seem to form the basis for maintaining species specificity in pheromonal communication betweenA. a. albopilosa andA. cuprea.
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    URL: http://dx.doi.org/10.1007/BF02040091
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    Effect of ethanol and α-pinene on response of ambrosia beetle,Trypodendron lineatum, to lineatin-baited funnel and drainpipe traps (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 2187-2196 
    Details
    ISSN: 1573-1561
    Keywords: Trypodendron lineatum ; Scolytidae ; ambrosia beetle ; lineatin ; ethanol ; α-pinene ; pheromone ; semiochemical ; Coleoptera ; trapping
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The response ofT. lineatum to ethanol and α-pinene, when used with the pheromone lineatin, was tested for two trap types. Funnel traps, which are passive barrier traps, caught significantly more beetles than drainpipe traps, which require an active response by the beetle to enter the trap. However, the response ofT. lineatum to the semiochemical treatments did not significantly differ for the two trap types. Treatments that included α-pinene with the pheromone, either with or without ethanol, caught significantly moreT. lineatin than those with the pheromone alone. When ethanol and or α-pinene were added to the pheromone significantly more female beetles were trapped than with pheromone alone. Male-female ratios were significantly lower for both types of traps when ethanol was included in the bait than for lineatin alone or with α-pinene. A higher percentage of male beetles entered the drainpipe traps than was captured with funnel traps.
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    Reproductive biology of the yellow-spotted longicorn beetle,Psacothea hilaris (pascoe) (Coleoptera: Cerambycidae). III. Identification of contact sex pheromone on female body surface (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 259-270 
    Details
    ISSN: 1573-1561
    Keywords: Cuticular hydrocarbon ; contact pheromone ; sex pheromone ; mating behavior ; Coleoptera ; Cerambycidae ; Psacothea hilaris ; (Z)-21-methyl-8-pentatriacontene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A major component of female contact sex pheromone of the yellow-spotted longicorn beetle,Psacothea hilaris (Pascoe), was isolated from the elytra and identified as (Z)-21-methyl-8-pentatriacontene. The synthetic compound released the typical mating behavior including holding, mounting, and abdominal bending in males, although its activity was considerably lower than the extract of female elytra when treated on a gelatin capsule as an artificial female model.
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    Stereoselective synthesis of dominicalure 1 and 2: Components of aggregation pheromone from male lesser grain borerRhyzopertha dominica (F.) (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 673-680 
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    ISSN: 1573-1561
    Keywords: Pheromone ; Rhyzopertha dominica ; Coleoptera ; Bostrichidae ; dominicalure ; (S)-(+)-2-pentanol ; asymmetric reduction ; (E)-2-methyl-2-pentenoic acid ; (E)-2,4-dimethyl-2-pentenoic acid
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Dominicalure 1 (9a) and dominicalure 2 (9b), were synthesized by esterification of α,β-unsaturated acids4a and4b with (S)-(+)-2-pentanol (8). The key step was the asymmetric reduction of 3-penten-2-one (5) to give the chiral intermediate6, which, upon diimide reduction, DNB derivatization, recrystallization, and hydrolysis, yielded8 in 63% ee. Acids4a and4b were prepared in a simple and efficient three-step synthesis with an overall yield of 54% and 62%, respectively, in stereoisomerically pure form.
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    Corn volatiles as attractants for northern and western corn rootworm beetles (Coleoptera: Chrysomelidae:Diabrotica spp.) (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 1237-1253 
    Details
    ISSN: 1573-1561
    Keywords: Coleoptera ; Chrysomelidae ; Diabrotica barberi ; Diabrotica virgifera virgifera ; Zea mays ; corn rootworm ; host finding ; monoterpene ; isoprenoid ; attractant ; kairomone ; synergism ; geranylacetone ; α-terpineol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Synthetic corn volatiles and selected analogs were tested in commercial corn fields for attractiveness to feral northern (NCR,Diabrotica barberi) and western corn rootworm beetles (WCR,D. virgifera virgifera). Two new attractants, geranylacetone and α-terpineol, were identified among corn terpenes and compared at four stages in crop development with the phenylpropanoid standards cinnamyl alcohol and 4-methoxy-cinnamaldehyde, with each component at 30 mg/trap. Dose-response relationships (0.1–100 mg/trap) and efficacy of two-component blends (30 mg/component) were also examined. More beetles were captured on traps baited with (+)- than (−)-α-terpineol, but the difference was statistically significant only for WCR. Captures with geranylacetone or (+)-α-terpineol were directly proportional to the logarithm of the attractant dose. WCR females were attracted to as little as 0.1 mg of either compound. WCR males required ≥ 1.0 mg of (+)-α-terpineol and were not attracted to geranylacetone at any dose. NCR required ≥0.3 mg of either attractant and showed less marked response differences between the sexes than did WCR. Geranylacetone and cinnamyl alcohol were equally effective attractants, whereas (+)-α-terpineol was significantly less attractive to WCR but more attractive to NCR than was 4-methoxycinnamaldehyde. Corn terpenes and phenylpropanoid standards produced similar seasonal response patterns in that captures tended to rise in each case as the season progressed, except during silking when no compound was attractive. Mixing corn terpenes or phenylpropanoid standards synergized responses of WCR females, but (+)-α-terpineol suppressed attraction of NCR females to geranylacetone.
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    Volatile compounds from crabapple (Malus spp.) cultivars differing in susceptibility to the Japanese beetle (Popillia japonica Newman) (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 1295-1305 
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    ISSN: 1573-1561
    Keywords: Poplillia japonica ; Coleoptera ; Scarabaeidae ; crabapple ; Malus spp. ; semiochemical ; linalool ; attractant
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The volatile compounds emitted by leaves of four crabapple cultivars susceptible to damage by Japanese beetles and four relatively resistant cultivars were examined. Twelve compounds, mostly terpene hydrocarbons, were identified from intact leaves. The terpenes (E)-β-ocimene, caryophylene, germacrene D and (E,E)-α-farnesene occurred in significantly higher levels in susceptible cultivars, whereas resistant cultivars produced greater amounts of (E)-4,8-dimethyl 1,3,7-nonatriene and linalool. The relative attractiveness of the cultivars as determined in a pitfall bioassay, however, was not related to their susceptibility to the Japanese beetle as previously determined by defoliation sustained in the field. The attractiveness of individual cultivars was found to be positiviely correlated with linalool as a percent of the total volatile blend emitted by leaves. This study and previous work suggest that variation in susceptibility of crabapple cultivars to defoliation by Japanese beetles is not due to the attractiveness of the individual cultivars but rather to nonvolatile components of susceptibility and/or resistance. A scenario for host location by the Japanese beetle is presented.
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    Dichloromethane attracts diabroticite larvae in a laboratory behavioral bioassay (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 1331-1344 
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    ISSN: 1573-1561
    Keywords: Diabrotica virgifera virgifera ; Diabrotica undecimpunctata howardi ; Diabrotica balteata ; Coleoptera ; Chrysomeljdae ; semiochemical ; structure-activity ; host-finding ; carbon dioxide ; corn ; soybeans
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A two-choice laboratory behavioral bioassay was used to demonstrate that dichloromethane elicits the dose-dependent attraction of secondinstar western and southern corn rootworms. Preliminary data suggest that second-instar banded cucumber beetles are also attracted to dichloromethane. An eluotropic series of 10 materials, including distilled water, ethanol, methanol, acetone, ethyl dichloroacetate, dichloromethane, diethyl ether, benzene, hexadecane, and hexane, was tested for attraction of western corn rootworm larvae. Dichloromethane was the only one attractive at all doses tested, and orthogonal comparisons revealed a quadratic trend (convex) for responses of larvae to increasing dose. Benzene and hexadecane also attracted larvae, but significantly fewer than dichloromethane, and only at three doses and one dose, respectively. Orthogonal comparisons revealed no linear or quadratic trend for responses of larvae to increasing doses of either compound. Dichloromethane is the first organic compound demonstrated to attract western corn rootworm larvae in the absence of carbon dioxide. Carbon dioxide has previously been reported to attract western corn rootworm larvae either independently or when combined with other organic compounds, and the sensitivity of our bioassay was tested by demonstrating the dose-dependent attraction of western corn rootworm larvae to carbonated water as a carbon dioxide source. We have also demonstrated the attraction of southern corn rootworm larvae to carbon dioxide and propose that carbon dioxide and dichloromethane behave analogously when they interact with chemoreceptor sites on larvae.
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    Aggregation of the scarab beetleHolotrichia consanguinea in response to female-released pheromone suggests secondary function hypothesis for semiochemical (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 1557-1566 
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    ISSN: 1573-1561
    Keywords: Coleoptera ; Scarabaeidae ; anisole ; indole ; phenol ; aggregation behavior
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The pheromone system of the scarab beetleH. consanguinea, an agricultural pest native to India, was investigated by extracting abdominal glands of females with dichloromethane and ether and analyzing them by GC-MS. Indoor bioassays with the natural product separated on a silica gel column showed that males responded to the hexane-ether (80:20) fraction by displaying a clear sexual behavior. Although the indoor bioassay-oriented approach did not lead to the identification of the active compound(s), field tests of candidate chemicals—anisole, indole, and phenol—showed that beetles responded strongly to anisole. Males and females were captured in anisolebaited traps in a ratio close to 1:1. Nearly the same sex ratio was also observed in beetles captured over the time during the flight activity of the beetles in the field. Because no clear evolutionary basis exists for why competing females are attracted to the semiochemical, it was simply referred to as a “female-released pheromone.”
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    Pheromone chirality of asian palm weevils,Rhynchophorus ferrugineus (Oliv.) andR. vulneratus (Panz.) (Coleoptera: Curculionidae) (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 357-368 
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    ISSN: 1573-1561
    Keywords: Coleoptera ; Curculionidae ; Rhynchophorus ; aggregation pheromone ; pheromone chirality ; 4-methyl-5-nonanol and 4-methyl-5-nonanone ; Asian palm weevils
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Production of 4-methyl-5-nonanol, and 4-methyl-5-nonanone by two sympatric Asian palm weevils,Rhynchophorus ferrugineus (Oliv.) andR. vulneratus (Panz.) suggested that enantiospecificity of either compound could impart species specificity of pheromone communication. Weevil-produced, racemic 4-methyl-5-nonanol and 4-methyl-5-nonanone and their stereoselectively synthesized optical isomers were subjected to gas chromatographic-electroantennographic detection (GC-EAD) and GC-mass spectrometry (MS) on a chiral Cyclodex-B column. Only theS,S stereoisomer of 4-methyl-5-nonanol was EAD active and was produced by bothR. ferrugineus andR. vulneratus. Production and EAD activity of (S)-4-methyl-5-nonanone exceeded that of its antipode in both weevils. In field experiments in Java. (4S, 5S)-4-methyl-5-nonanol and the stereoisomeric mixture were equally attractive. The 4R,5R stereoisomer was inactive. The corresponding ketone enantiomers neither enhanced nor reduced attraction to (4S,5S)-4-methyl-5-nonanol. Lack of apparent differences betweenR. ferrugineus andR. vulneratus pheromones suggests that synonomy of both weevils should be considered unless other pre- or postzygotic reproductive isolating mechanisms are disclosed in future studies.
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    Olfactory responses ofIps plastographus maritimus lanier (coleoptera: Scolytidae) to insect and host-associated volatiles in the laboratory (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 2299-2316 
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    ISSN: 1573-1561
    Keywords: Ips plastographus maritimus ; Coleoptera ; Scolytidae ; bark beetle ; Pinus radiata ; host volatiles ; aggregation pheromone ; sex-specific response ; attraction ; interruption
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Attraction of both sexes ofIps plastographus maritimus Lanier to bark-phloem-xylem discs of Monterey pine,Pinus radiata D. Don, was demonstrated in the laboratory. Increasing concentrations of male and female volatiles trapped separately and released in a one-to-one ratio decreased attraction for both sexes combined. Attraction of both sexes to volatiles derived from males and females tunneling together in a one-to-one ratio increased with increasing concentration of extract. Attraction of males and females to male-infested discs and to trapped male volatiles increased with increasing dose of males or male extract. Attraction of males and females to female-infested discs and to trapped female volatiles was also demonstrated. The presence of females in male galleries reduced the attractiveness of infested disks to both sexes combined. Increasing numbers of females, tunneling separately from males in the same disc, reduced attraction of males, but not females. When a constant attractive dose of male volatiles was released with increasing doses of female volatiles, there was no difference in response of either sex when female volatiles were present compared with the response to male volatiles alone. When a constant attractive dose of male volatiles was released with increasing concentrations of volatiles derived from males and females tunneling together in a one-to-one ratio, attraction ofI. p. maritimus decreased. Response of females was frequently higher than that of males to the same attractant source. Hence, both sexes produce an attractant, and both sexes tunneling together in the same gallery reduce attraction of males and females to an attractive dose of male attractant.
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    Mass-trapping ofCarpophilus spp. (Coleoptera: Nitidulidae) in stone fruit orchards using synthetic aggregation pheromones and a coattractant: Development of a strategy for population suppression (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 1541-1556 
    Details
    ISSN: 1573-1561
    Keywords: Carpophilus mutilatus ; Carpophilus davidsoni ; Carpophilus hemipterus ; Coleoptera ; Nitidulidae ; aggregation pheromones ; mass-trapping ; stone fruit ; population suppression
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Experiments were conducted in southern New South Wales to evaluate the potential of mass-trapping using synthetic aggregation pheromones and a coattractant as a control option forCarpophilus spp. in stone fruit orchards. A cordon of 54 pipe and 54 funnel traps (one trap of each type per perimeter tree) baited with pheromones ofC. mutilatus andC. davidsoni and coattractant (fermenting bread dough) was maintained around an apricot orchard for three weeks prior to harvest. The incidence ofCarpophilus spp. in ripe fruit in the center of the orchard was significantly reduced compared to a nearby orchard or the perimeter trees containing traps. A cordon of 16 water-filled Magnet funnel traps baited with pheromones ofC. mutilatus andC. davidsoni and coattractant was placed around a 9 × 9 block of trees in a peach orchard (single traps on alternate perimeter trees). This trapping regime significantly reduced infestation of fruit baits byCarpophilus spp. in the center tree over a period of six weeks compared to fruit baits in trap trees and distant (100 m) control trees. However, cordons of eight pheromone traps within 1 m of single trees or a single trap adjacent to a tree increasedCarpophilus spp. infestation of fruit baits by up to 7.5 × compared to trees without pheromone traps. Mass-trapping based on perimeter positioning of pheromone traps (at a yet to be determined distance from protected trees) appears to show potential as a control strategy forCarpophilus spp. in stone fruit orchards during fruit ripening and harvest but traps too close to trees must be avoided. Development of a strategy for population suppression is discussed with respect to trap type, efficacy, positioning, and density; pheromone and coattractant delivery systems; and orchard sanitation.
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    Temporal clumping of bark beetle arrival at pheromone traps: Modeling anemotaxis in chaotic plumes (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 2133-2155 
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    ISSN: 1573-1561
    Keywords: Orientation ; attraction ; odor-modulated anemotaxis ; pheromone plumes ; casting ; simulation models ; Coleoptera ; Scolytidae ; Lepidoptera ; Anemotaxis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sequence of arrival of the bark beetlesIps typographus andPityogenes chalcographus (Coleoptera: Scolytidae) at traps baited with their synthetic pheromones was monitored with a portable fraction collector. Histograms of the natural arrival patterns of both species were nonrandom and clumped at shorter time scales (1-, 2-, 4-, 5-, or 6-min cells) but appeared random at larger time scales (10, 20 or 30 min). Monte Carlo generation of similar histograms showed them to be random at all of these time scales. A stochastic computer model could graphically simulate insect orientation to odor sources based on present theories of odor-modulated anemotaxis and casting. Although this model was used throughout, since it assumes only that insects cast perpendicular to the current wind direction, a second model could slightly improve orientation success. However, the second model requires that the insect remember its ground path (upwind) prior to losing the plume (after an abrupt wind direction change). The effects of casting and flight parameters on orientation success and randomness of arrival sequence within various plumes were determined by simulation. Similarly, the effects of random walks in plume direction, plume width, and wind speed were explored. The results showed that dynamic random variations in plume direction and especially wind speed could cause an otherwise random arrival sequence (e.g., under constant wind) to become clumped and nonrandom. Therefore, the clumped arrival patterns of bark beetles and other insects, includingSpodoptera litura, at pheromone sources could result from random-walk fluctuations in wind speed and wind direction.
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    Identification of sex pheromones from cowpea weevil,Callosobruchus maculatus, and related studies withC. analis (coleoptera: Bruchidae) (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 2233-2249 
    Details
    ISSN: 1573-1561
    Keywords: Carboxylic acids ; Leguminosae ; pulses ; stored products ; seed weevils ; Callosobruchus maculatus ; Coleoptera ; cowpea weevil
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Female cowpea weevils,Callosobruchus maculatus, produce a sex pheromone that elicits orientation and sexual behavior in males. Bioassay-directed isolation of the sex pheromone was conducted and compounds in the active fraction were identified and synthesized. Volatiles were collected from individual virgin females by adsorption on filter paper dises and hexane extraction. A bioassay was used in which the locomotory response of single males in glass vials was recorded upon exposure to treatments or controls. Crude extracts were subjected to silica gel column chromatography with solvents of increasing polarity; all activity eluted with methanol. Activity in the highly polar methanol fraction suggested a carboxylic acid or a compound with multiple polar functionality. Acid-base partitioning of the crude extract isolated all activity in the acid fraction, confirming that the pheromone was a carboxylic acid. The acid fraction was further fractionated by preparative GC with a Carbowax column. The most active GC fraction contained the following five 8-carbon acids identified by GC-MS and comparison with synthetic candidates: 3-methyleneheptanoic acid, (Z)-3-methyl-3-heptenoic acid, (E)-3-methyl-3-heptenoic acid, (Z)-3-methyl-2-heptenoic acid, and (E)-3-methyl-2-heptenoic acid. Each of the synthetic acids was active individually for males, and combinations of two or more of the acid pheromones had an additive effect. Upwind flight responses to natural and synthetic pheromones were observed in a flight tunnel. (Z)-3-Methyl-2-heptenoic acid was previously identified as the sex pheromone for the relatedC. analis, but this and the other four acid pheromones fromC. maculatus were inactive for maleC. analis. There was no cross-attraction betweenC. maculatus andC. analis in reciprocal studies using extracted volatiles from females of both species, GC-MS analysis ofC. analis female volatiles failed to detect any of theC. maculatus compounds but did find an unidentified C-8 acid with a GC retention time different from any of theC. maculatus pheromones.
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    Antennal perception of oilseed rape,Brassica napus (Brassicaceae), volatiles by the cabbage seed weevilCeutorhynchus assimilis (Coleoptera, Curculionidae) (1995)
    Springer
    Journal of chemical ecology 21 (1995), S. 1649-1664 
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    ISSN: 1573-1561
    Keywords: Ceutorhynchus assimilis ; cabbage seed weevil ; Coleoptera ; Curculionidae ; Brassica napus ; oilseed rape ; volatiles ; isothiocyanates ; EAG ; SCR ; GC-EAG ; GC-SCR
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The response of theCeutorhynchus assimilis antenna to volatiles in air entrainment-derived extracts of oilseed rape,Brassica napus, was studied using coupled gas chromatography (GC)-electroantennography (EAG) and coupled GC-single cell recording (SCR). By means of these techniques and coupled gas chromatography-mass spectrometry (GC-MS), 25 active compounds were identified, including isoprenoids and compounds derived from fatty acids and amino acids. Some of the latter, the isothiocyanates and goitrin, and probably indole and benzyl cyanide, are catabolites of glucosinolates. The electrophysiological activity of the identified compounds was confirmed by EAG using a physiologically discriminating dose, and by SCR studies. The importance of the combined use of the EAG and SCR techniques was demonstrated, since specific olfactory cells were located for five compounds that did not elicit significant EAG responses. The majority of the olfactory cells from which single cell recordings were obtained showed very high specificity, and in numerous recordings there were consistent pairings of specific cell types.
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    Dried leaves from rocky mountain plants decrease infestation by stored-product beetles (1995)
    Springer
    Journal of chemical ecology 21 (1995), S. 127-142 
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    ISSN: 1573-1561
    Keywords: Insecticide ; fumigant ; terpenoids ; Coleoptera ; Bruchidae ; Curculionidae ; camphor ; carvacrol ; Monarda fistulosa ; Artemisia tridentata ; Zabrotes subfasciatus ; Sitophilus oryzae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Leaves of two highly aromatic plants,Artemisia tridentata (Nutt.) andMonarda fistulosa L., prepared according to a patented process, inhibited oviposition by the Mexican bean weevil,Zabrotes subfasciatus (Boheman), in beans at concentrations less than 1% w/w. Both plant species were less effective against the rice weevil,Sitophilus oryzae L., in wheat, with onlyM. fistulosa exhibiting any concentration-dependent activity. The maximal control achieved against this species was less than 50% at 3% w/w. Two less aromatic plant species,Balsamorhiza sagittata (Pursh.) Nutt. andGeranium viscosissimum Fisch. and Mey., caused only low levels of inhibition against both insect species. Volatiles probably caused the response toA. tridentata andM. fistulosa, while the asymptotic concentration dependence for the less volatile plant material was likely caused by behavioral factors related to the physical presence of foreign particulate matter in the foodstuff. Chemical analysis indicated that most of the volatile components from the dried leaf material from all species were terpenoids, with camphor (9.7 mg/g) and 1,8-cineole (4.0 mg/g) being most abundant inA. tridentata and carvacrol (26.3 mg/g) being most abundant inM. fistulosa.
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    Metabolism of 1,8-cineole in tea tree (Melaleuca alternifolia andM. linariifolia) by pyrgo beetle (Paropsisterna tigrina) (1995)
    Springer
    Journal of chemical ecology 21 (1995), S. 439-453 
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    ISSN: 1573-1561
    Keywords: Coleoptera ; Chrysomelidae ; Paropsisterna tigrina ; pyrgo beetle ; Melaleuca alternifolia ; M. linariifolia ; Myrtaceae ; volatile oil ; metabolism ; 1,8-cineole ; hydroxycineole ; (+)-2β-hydroxycineole
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The frass of the pyrgo beetle (Paropsisterna tigrina) feeding on commercial plantations of the terpinen-4-ol chemical variety of the Australian tea tree.Melaleuca alternifolia, was found to contain a volatile oil almost identical to the essential oil of the ingested leaf. When beetles were fed leaf containing substantial quantities of 1,8-cineole, the predominant frass metabolite as determined by MS, IR,13C and1H NMR, GC, and CoGC was (+)-2β-hydroxycineole. Both male and female adults and larvae metabolizedMelaleuca oils in similar ways.
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    Aggregation pheromone of coconut rhinoceros beetle,Oryctes rhinoceros (L.) (coleoptera: Scarabaeidae) (1995)
    Springer
    Journal of chemical ecology 21 (1995), S. 1549-1570 
    Details
    ISSN: 1573-1561
    Keywords: Coleoptera ; Scarabaeidae ; Oryctes rhinoceros ; coconut rhinoceros beetle ; aggregation pheromone ; pheromone chirality ; ethyl 4-methyloctanoate ; ethyl 4-methylheptanoate ; 4-methyloctanoic acid
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Male coconut rhinoceros beetles,Oryctes rhinoceros (L.), produce three sex-specific compounds, ethyl 4-methyloctanoate, ethyl 4-methylheptanoate, and 4-methyloctanoic acid, the first of which is an aggregation pheromone. Synthesis of these compounds involving conjugate addition of organocuprates to ethyl acrylate is reported. In field trapping experiments, (4S)-ethyl 4-methyloctanoate and the racemic mixture were equally attractive and 10 times more effective in attracting beetles than ethyl chrysanthemumate, a previously recommended attractant. Ethyl 4-methylheptanoate was as attractive as ethyl chrysanthemumate and more attractive than 4-methyloctanoic acid, but further studies are required before it can be classed as an aggregation pheromone. Compared to ethyl 4-methyloctanoate alone, combinations of the three male-produced compounds did not increase attraction, whereas addition of freshly rotting oil palm fruit bunches to pheromone-baited traps significantly enhanced attraction. With increasing dose, captures ofO. rhinoceros increased, but doses of 6, 9, and 18 mg/day were competitive with 30 mg/day lures. Newly designed vane traps were more effective in capturing beetles than were barrier or pitfall traps. Results of this study indicate that there is potential for using ethyl 4-methyloctanoate in operational programs to controlO. rhinoceros in oil palm plantations.
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    Structure, chirality, and field testing of a male-produced aggregation pheromone of Asian palm weevilRhynchophorus bilineatus (Montr.) (Coleoptera: Curculionidae) (1995)
    Springer
    Journal of chemical ecology 21 (1995), S. 1619-1629 
    Details
    ISSN: 1573-1561
    Keywords: Coleoptera ; Curculionidae ; Rhynchophorus bilineatus ; aggregation pheromone ; pheromone chirality ; (4S,5S)-4-methyl-5-nonanol ; coconut palm
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract 4-Methyl-5-nonanol is a male-produced aggregation pheromone of the Asian palm weevil,Rhynchophorus bilineatus (Montr.). The pheromone was identified by coupled gas chromatographic-electroantennographic detection (GC-EAD) and coupled GC-mass spectrometric (MS) analyses of male-and female-produced volatiles. Analyses by GC-EAD and GC-MS of weevil-produced and stereoselectively synthesized isomers of 4-methyl-5-nonanol on a Cyclodex B column, which separated isomers with baseline resolution, revealed that only (4S,5S)-4-methyl-5-nonanol is EAD active and produced by the males. In field experiments in Papua New Guinea, (4S,5S)-4-methyl-5-nonanol and a racemic mixture of disatereoisomers of it enhanced attraction of male and female weevils to sugarcane-baited traps. (4S,5S)-4-Methyl-5-nonanol is also an aggregation pheromone of two other Asian palm weevils.R. ferrugineus (Oliv.) andR. vulneratus (Panz.). The stereoisomeric mixture of 4-methyl-5-nonanol is currently used to manage populations ofR. bilineatus in Papua New Guinea.
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    URL: http://dx.doi.org/10.1007/BF02035156
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    Allocation of pederin during lifetime ofPaederus rove beetles (Coleoptera: Staphylinidae): Evidence for polymorphism of hemolymph toxin (1995)
    Springer
    Journal of chemical ecology 21 (1995), S. 1719-1733 
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    ISSN: 1573-1561
    Keywords: Pederin ; toxin ; Paederus fuscipes ; Paederus riparius ; polymorphism ; sequestration ; biosynthesis ; Staphylinidae ; Coleoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Pederin, a hemolymph toxin found in the rove beetle genusPaederus, is quantified in individual specimens ofP. fuscipes andP. riparius. Whereas males always contain only small quantities of the toxin (0.1–1.5 µg), females are not so restricted (0.2–20.5 µg) and in most cases possess roughly 10-fold that in males. There are, however, females containing as little pederin as the males, and so two clearly separate groups of females can be discerned. These two groups hint at two types of females defined by the eggs they lay. About 85% of the females, i.e., those containing much of the substance, transfer pederin into every egg and thus are denoted (+)-females. The remaining 15%, the (−)-females, contain at best small amounts of the toxin, which is transferred in minute quantities into the first eggs while the subsequent ones lack pederin. With respect to the pederin content of their eggs, there is no overlap between these two types of females. If fed with pederin, (−)-females can transfer it into the eggs like (+)-females. After hatching the larvae store pederin when present. Larvae are not able to biosynthesize the toxin on their own, but storage of that received in the egg is very efficient, and the difference between larvae with and without pederin is preserved until imaginal eclosion. In (+)-females, pederin increases, probably reflecting a biosynthetic capacity, but in males and presumptive (−)-females the amount of pederin never exceeds the quantity transferred by parental (+)-females. Consequently, males and (−)-females probably are unable to biosynthesize pederin. This polymorphism of females may have a genetic basis. Individuals of all stages nevertheless sequester pederin if it is supplied with the diet.
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    Aggregation pheromone ofCarpophilus dimidiatus (F.) (Coleoptera: Nitidulidae) and responses toCarpophilus pheromones in South Carolina (1995)
    Springer
    Journal of chemical ecology 21 (1995), S. 1763-1779 
    Details
    ISSN: 1573-1561
    Keywords: Carpophilus spp. ; C. dimidiatus ; Coleoptera ; Nitidulidae ; pheromone ; hydrocarbon ; tetraene ; trap ; corn
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The major component of the male-produced aggregation pheromone ofCarpophilus dimidiatus (F.) is (3E, 5E, 7E, 9E)-6,8-diethyl-4-methyl-3,5,7,9-dodecatetraene. It attracts beetles of both sexes in the field and is synergized by odors from fermenting bread dough; mean trap catches for the tetraene alone, tetraene plus dough, dough alone, and control were 24.5, 48.3, 0.02, and 0.00, respectively. In the laboratory, individual males produced 0.58 µg±0.35 µg (SD) of the tetraene per day, but males in groups of 10–50 produced 〈2% as much per beetle. A second male-specific compound, (3E, 5E, 7E, 9E)-5,7-diethyl-9-methyl-3,5,7,9-tridecatetraene, was also identified fromC. dimidiatus and is about 5% as abundant as the major pheromone component.Carpophilus flight activity was monitored for one year in South Carolina corn fields with the pheromones forC. dimidiatus, C. freemani Dobson,C. mutilatus Erichson,C. hemipterus (L.),C. lugubris Murray, andC. obsoletus Erichson, all in combination with bread dough. The first four of these species accounted for 18, 70, 5.7, and 0.03%, respectively, of the totalCarpophilus trapped, but noC. lugubris orC. obsoletus were captured. Captures ofC. freemani were as high as 11,400/trap/week. Species specificity for the first four pheromones was high, except that a synthetic impurity in theC. dimidiatus pheromone was somewhat attractive toC. freemani andC. mutilatus. Three other species captured.C. antiques Melsheimer,C. marginellus Motschulsky, andC. humeralis (F.), accounted for 0.005, 5.0, and 1.3% of the total catch, respectively.C. antiquus was attracted primarily to the pheromone ofC. dimidiatus, butC. marginellus andC. humeralis responded to most of the test pheromones. There were two major periods ofCarpophilus flight activity: February through June and September through November.
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    Indole as an olfactory synergist for volatile kairomones for diabroticite beetles (1995)
    Springer
    Journal of chemical ecology 21 (1995), S. 1149-1162 
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    ISSN: 1573-1561
    Keywords: Kairomonal attractants ; Diabroticite beetles ; Coleoptera ; Chrysomelidae ; olfactory synergism ; trimethoxybenzene ; indole ; cinnamaldehyde ; 4-methoxycinnamaldehyde ; 4-methoxyphenethanol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Olfactory synergism, where combinations of plant volatile kairomones are quantitatively more attractive to insects than the sum of attraction of the individual components, is an important but little-studied phenomenon in host plant selection and feeding and in pollination ecology. Diabroticite beetles (Coleoptera: Chrysomelidae) are strongly attracted toCucurbita blossoms, and 2- to 3-fold olfactory synergism has been demonstrated in four species by combinations of the key blossom volatiles, 1,2,4-trimethoxybenzene, indole, and (E)-cinnamaldehyde. This TIC mixture represents an optimizedCurcurbita blossom volatile kairomone mixture useful in monitoring Diabroticite populations and in studying their behavior and ecology. Indole, which exhibits a spectrum of attraction to these beetles ranging from moderate forDiabrotica virgifera virgifera andAcalymma vittatum to very weak forD. barberi, is the primary synergistic component. Indole combined with 4-methoxycinnamaldehyde was significantly synergistic toD. v. virgifera at a ratio of 1:300 and produced 4-fold synergism at a ratio of 1:1. Indole combined with 4-methoxyphenethanol was less synergistic toD. barberi with 1.5- to 2-fold synergism at a 1:1 ratio. These consistent variations in diabroticite beetle olfactory responses presumably indicate evolutionary divergences in the numbers of relict indole antennal receptors.
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    Enantiomeric composition of ipsdienol: A chemotaxonomic character for north American populations ofIps spp. in thepini subgeneric group (coleoptera: Scolytidae) (1995)
    Springer
    Journal of chemical ecology 21 (1995), S. 995-1016 
    Details
    ISSN: 1573-1561
    Keywords: Insecta ; Coleoptera ; Scolytidae ; Ips pini ; Ips avulsus ; Ips bonanseai ; ipsdienol ; 2-methyl-6-methylene-2,7-octadien-4-ol ; aggregation pheromone ; enantiomeric composition
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Thirty-five populations ofIps pini (Say) and one population each ofIps avulsus (Eichhoff) andIps bonanseai (Hopkins) were analyzed for the enantiomeric composition of ipsdienol (2-methyl-6-methylene-2,7-octadien-4-ol). Populations ofI. pini occur as at least two distinct regional pheromone variants: New York type [32%-(−) to 56%-(−)-ipsdienol] and California type [94%-(−) to 98%-(−)-ipsdienol]. A third phenotype may occur in southeastern British Columbia, Idaho, and Montana [91%-(−) to 95%-(−)], possibly indicating a zone of hybridization. Populations of the New York type occur in southwestern British Columbia, Alberta, Saskatchewan, Minnesota, and Wisconsin suggesting a continuum through the Canadian provinces and Lake States. The presence of the New York type in western Canada is likely linked to the Quaternary history of the transcontinentally distributed host,Pinus banksiana Lamb. MaleI. avulsus [∼25%-(−)] and maleI. bonanseai [−29%-(−)] both produce ipsdienol, but not ipsenol. Production of ipsdienol by maleI. pini was evaluated in six differentPinus spp. hosts. Following transfer of maleI. pini to hosts other than the host of origin, the percentage of the (−)-enantiomer of ipsdienol declined when compared to production in the host of origin.
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    Comparative Tissue Distribution and Elimination of Amphotericin B Colloidal Dispersion (Amphocil®) and Fungizone® After Repeated Dosing in Rats (1995)
    Springer
    Pharmaceutical research 12 (1995), S. 275-283 
    Details
    ISSN: 1573-904X
    Keywords: Amphotericin B ; Amphocil® ; Fungizone® ; Colloidal Dispersion ; Tissue Distribution ; Pharmacokinetics ; Rat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The pharmacokinetic profiles of amphotericin B (AmB) after administration of Amphocil®, an AmB/cholesteryl sulfate colloidal dispersion (ABCD) and the micellar AmB/deoxycholate (Fungizone®) were compared after repeated dosing in rats. After administration of ABCD and Fungizone at an equal AmB dose (1 mg/kg), AmB concentrations in plasma and most tissues were lower for the ABCD dose, especially in the kidneys where reduced drug concentration correlated with reduced nephrotoxicity. In contrast, AmB concentrations in the liver were substantially higher when ABCD was administered; however, without an accompanying increase in hepato-toxicity. Daily administration of ABCD for 14 days did not lead to AmB accumulation in plasma; while a slight accumulation was observed after multiple administration of Fungizone. AmB was eliminated more slowly from the plasma and various tissues and urinary and fecal recoveries of AmB were reduced after ABCD administration. These results suggest that ABCD may be stored in tissues in a form that is less toxic and is eliminated from the systemic circulation by a different mechanism than the free and protein-bound AmB in plasma. AmB accumulation in the spleen was observed when higher doses of ABCD (5 mg/kg) were administered, which could be due to saturation of hepatic uptake of AmB. Comparison of spleen concentrations of AmB between ABCD and Fungizone® at 5 mg/kg AmB doses was not possible because of Fungizone's toxicity in rats. In all other organs, AmB concentrations reached or approached a steady state within two weeks of dosing with ABCD. Urinary and fecal clearances of AmB were not different between ABCD and Fungizone administration. In summary, the distribution and elimination characteristics of AmB in rats were substantially altered when it was administered as ABCD in comparison to Fungizone. Nephrotoxicity of AmB in rats was reduced after administration of ABCD apparently because of the altered tissue distribution pattern. Thus, ABCD (Amphocil®) may be a clinically beneficial formulation of AmB in patients with systemic fungal infections.
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    Response ofNp mutant of pea (Pisum sativum L.) to pea weevil (Bruchus pisorum L.) oviposition and extracts (1995)
    Springer
    Journal of chemical ecology 21 (1995), S. 97-106 
    Details
    ISSN: 1573-1561
    Keywords: Bruchus brachialis ; Bruchus pisorum ; Coleoptera ; Bruchidae. neoplastic pods ; Pisum sativum ; resistance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract TheNp mutant of pea (Pisum sativum L.) is characterized by two physiological responses: growth of callus under pea weevil (Bruchus pisorum L., Coleoptera: Bruchidae) oviposition on pods, and formation of neoplastic callus on pods of indoor-grown plants. Although these two responses are conditioned byNp, they are anatomically and physiologically distinguishable, based on sites of origin, distribution pattern, and sensitivity to plant hormones. Further characterization of the response to extracts of pea weevil showed that response of excised pods, measured by callus formation, was log-linear, and treatment with as little as 10−4 weevil equivalents produced a detectable response. Mated and unmated females contained similar amounts of callus-inducing compound(s), and immature females contained significantly less of the compound(s). Female vetch bruchids (Bruchus brachialis F., Coleoptera: Bruchidae), a related species, contained callus-inducing compound(s), but usually less than pea weevils on a per weevil basis. Males of both species contained less than 10% of the activity of the mature females. Extracts of female black vine weevils, a nonbruchid species, did not stimulate callus formation. Based on partitioning and TLC analysis, the biologically active constitutent(s) was stable and nonpolar. Thus, theNp allele probably conditions sensitivity to a nonpolar component of pea weevil oviposition as a mechanism of resistance to the weevil.
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    Volatile compounds induced by herbivory act as aggregation kairomones for the Japanese beetle (Popillia japonica Newman) (1995)
    Springer
    Journal of chemical ecology 21 (1995), S. 1457-1467 
    Details
    ISSN: 1573-1561
    Keywords: Popillia japonica ; Coleoptera ; Scarabeidae ; apple ; Malus ×domestica ; attractant ; induction ; plant-insect interaction ; semiochemical ; terpene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The Japanese beetle is a polyphagous insect that typically aggregates on preferred host plants in the field. We studied the response of Japanese beetles to artificial damage, fresh feeding damage, and overnight feeding damage to test the hypothesis that beetles are attracted to feeding-induced volatiles. Crabapple leaves that had been damaged overnight by Japanese beetles or fall webworms attracted significantly more Japanese beetles than did undamaged leaves. Artificially damaged leaves or leaves freshly damaged by Japanese beetles, however, were not significantly more attractive than undamaged leaves. Leaves that had been damaged overnight by Japanese beetles or fall webworms produced a complex mixture of aliphatic compounds, phenylpropanoid-derived compounds, and terpenoids. In comparison, artificially damaged leaves or leaves with fresh Japanese beetle feeding damage generated a less complex blend of volatiles, mainly consisting of green-leaf odors. Feeding-induced odors may facilitate host location and/or mate finding by the Japanese beetle.
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    Distribution of autogenous and host-derived chemical defenses inOreina leaf beetles (Coleoptera: Chrysomelidae) (1995)
    Springer
    Journal of chemical ecology 21 (1995), S. 1163-1179 
    Details
    ISSN: 1573-1561
    Keywords: Oreina spp. ; Coleoptera ; Chrysomelidae ; Asteraceae ; Senecioneae ; Cardueae ; Apiaceae ; chemical defense ; cardenolides ; pyrrolizidine alkaloids ; sequestration
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The pronotal and elytral defensive secretions of 10Oreina species were analyzed. Species feeding on Apiaceae, i.e.,O. frigida andO. viridis, or on Cardueae (Asteraceae), i.e.,O. bidentata, O. coerulea, andO. virgulata, produce species-specific complex mixtures of autogenous cardenolides.O. melanocephala, which feeds onDoronicum clusii (Senecioneae, Asteraceae), devoid of pyrrolizidine alkaloids (PAs) in its leaves, secretes, at best, traces of cardenolides. Sequestration of host-plant PAs was observed in all the other species when feeding on Senecioneae containing these alkaloids in their leaves.O. cacaliae is the only species that secretes host-derived PA N-oxides and no autogenous cardenolides. Differences were observed in the secretions of specimens collected in various localities, because of local differences in the vegetation. The other species, such asO. elongata, O. intricata, andO. speciosissima, have a mixed defensive strategy and are able both to synthesize de novo cardenolides and to sequester plant PA N-oxides. This allows a great flexibility in defense, especially inO. elongata andO. speciosissima, which feed on both PA and non-PA plants. Populations of these species were found exclusively producing cardenolides, or exclusively sequestering PA N-oxides, or still doing both, depending on the local availability of food-plants. Differences were observed between species in their ability to sequester different plant PA N-oxides and to transform them. Therefore sympatric species demonstrate differences in the composition of their host-derived secretions, also resulting from differences in host-plant preference. Finally, within-population individual differences were observed because of local plant heterogeneity in PAs. To some extent these intrapopulation variations in chemical defense are tempered by mixing diet and by the long-term storage of PA N-oxides in the insect body that are used to refill the defensive glands.
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    Antifeedant and toxic effects of sesquiterpenes fromSenecio palmensis to colorado potato beetle (1995)
    Springer
    Journal of chemical ecology 21 (1995), S. 1255-1270 
    Details
    ISSN: 1573-1561
    Keywords: Senecio palmensis ; Asteraceae ; Leptinotarsa decemlineata ; Coleoptera ; Chrysomelidae ; antifeedant ; toxic ; sesquiterpenes
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A bioassay-guided fractionation of the aerial parts ofSenecio palmensis resulted in the isolation of two sesquiterpenes, 2,10-bisaboladien-1-one and 11β-acetoxy-5-angeloyloxy-silphinen-3-one. The bisabolene and the silphinene represented 0.012% and 0.024% of the plant dry weight, respectively. Both compounds showed antifeedant activity againstLeptinotarsa decemlineata larvae and adults in short-term choice and no-choice bioassays. Both compounds were also tested against different species of phytopathogenic fungi. The beetles were more sensitive to these compounds in choice than in no-choice assays, with a gradient of increasing sensitivity from second instars to adults. Bisabolene was 45 times less active as an antifeedant than juglone, which was tested as a positive control. The silphinen was more active than the bisabolene, with a range of activity similar to juglone. Furthermore, exposure of fourth instars to these compounds over a 24-hr period resulted in reduced feeding and growth rates. To distinguish between antifeedant and toxic effects, growth efficiencies were calculated as the slope of the regression of relative growth rate on relative consumption rate. The comparison of these results with those of antifeedant simulation and contact toxicity bioassays indicates that feeding inhibition is the primary mode of action of the bisabolene, while the silphinene shows both antifeedant and toxic effects.
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    Evidence for volatile chemical attractants in the beetleMaladera matrida argaman (Coleoptera: Scarabaeidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2673-2685 
    Details
    ISSN: 1573-1561
    Keywords: Maladera matrida ; Coleoptera ; Scarabaeidae ; collection of volatiles ; field trapping ; olfactometer ; attractants ; host plant volatiles ; synergism ; aggregation ; sex pheromone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract TheMaladera matrida beetle (Coleoptera, Scarabaeidae, Melolonthinae), a relatively new species to science, was first identified in Israel in 1983. In the course of field observations it was found that adultM. matrida beetles emerged from the soil at sunset to feed and mate. During the first 20 min of flight, most of the beetles were males. The females emerged shortly afterwards, and aggregations numbering 20–30 individuals with equal proportions of males and females were eventually formed on peanut plants. Laboratory olfactometer bioassays showed that peanut leaves (food) attracted both males and females. Field-trapping experiments and olfactometer studies showed thatM. matrida beetles were highly attracted by live virgin females in the presence of food (cut-up peanut leaves). Another set of field trapping experiments indicated that airborne volatiles produced by live virgin females plus food had the same attracting ability as live virgin females plus food. The attraction exerted by the combination of live virgin females and peanut leave volatiles suggests a synergism effect. Accordingly, we propose a two-stage mechanism of chemical communication in theM. matrida beetles: first, the males cause mechanical damage to the host plant to attract both sexes; later, the females emit attractants (sex pheromone) while eating or shortly thereafter.
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    Mechanism of aggregation behavior inMaladera matrida Argaman (Coleoptera: Scarabaeidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 361-371 
    Details
    ISSN: 1573-1561
    Keywords: Coleoptera ; Scarabaeidae ; Maladera matrida ; aggregation ; plant volatiles ; olfactometer ; attractant ; behavior
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract AdultMaladera matrida Argaman (Coleoptera: Scarabaeidae: Melolonthinae) males emerge from soil for an active period at dusk, a few minutes before the females. Adults are found during most of the active hours on the foliage in aggregations composed of an equal sex ratio. The mechanism of aggregation behavior ofM. matrida beetles was studied in a Y-shaped olfactometer. No evidence was found for the existence of an aggregation pheromone released either by males or by females, but behavior tests indicate that adultM. matrida beetles, males as well as females, are attracted to volatiles of an injured host plant. The following scenario is suggested: Males emerge daily from soil at dusk, a few minutes before the females, and immediately start feeding. Additional males are attracted to the injured host's volatiles and form aggregations. When females emerge from soil, the attractant volatiles are concentrated in spots, and the females join the aggregations, forming an equal sex ratio.
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    Tasting green leaf volatiles by larvae and adults of Colorado potato beetle,Leptinotarsa decemlineata (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 753-769 
    Details
    ISSN: 1573-1561
    Keywords: Contact chemoreception ; electrophysiology ; taste ; leaf alcohols ; galeal sensilla ; feeding behavior ; host selection ; gustatory coding ; Colorado potato beetle ; Leptinotarsa decemlineata ; Coleoptera ; Chrysomelidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Larvae and adults of the Colorado potato beetle,Leptinotarsa decemlineata (Say), are shown to have galeal gustatory cells that are highly sensitive to distillate of potato leaf extracts, (E)-2-hexen-1-ol, (E)-2-hexenal, and other saturated and unsaturated six-carbon alcohols. In larvae and adults, the sensory response patterns elicited by leaf homogenate, leaf distillate and a mixture of these two extracts differ in subtle ways. Beetle larvae feed most readily on Millipore disks treated with leaf homogenate and the mixture, but they did not feed on disks treated with leaf distillate. The differences in behavioral response and sensory input are used to derive a potential gustatory code that may stimulate different levels of feeding. This code may be disrupted by compounds present in nonhost leaves, thus leading to reduced feeding. Possible interactions of sapid leaf volatiles, amino acids, sugars, and potentially deterrent plant compounds are discussed.
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    Reduced offspring production in bark beetleTomicus piniperda in pine bolts baited with ethanol and α-pinene, which attract antagonistic insects (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1429-1444 
    Details
    ISSN: 1573-1561
    Keywords: Tomicus piniperda ; Thanasimus formicarius ; Rhizophagus depressus ; Rhizophagus ferrugineus ; Epuraea spp. ; Acanthocinus aedilis ; predators ; competitors ; attractants ; α-pinene ; ethanol ; Scolytidae ; Cleridae ; Rhizophagidae ; Cerambycidae ; Coleoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Bolts of Scots pine,Pinus sylvestris L., attacked by the bark beetleTomicus piniperda (L.) were baited with ethanol and α-pinene to attract antagonistic insects and thereby enhance their detrimental effects on the production of bark beetle progeny. Unbaited and caged bolts were included in the experiments as controls. Attraction of beetles to the bolts and subsequent emergence were estimated using traps. Six phloem-feeding species (potential competitors ofT. piniperda) and four predatory species were caught in significantly higher numbers at the baited bolts than at the unbaited ones. The number of offspring and the productivity ofT. piniperda were four to seven times higher in unbaited bolts than in baited bolts. Exclusion of other insects, by using cages, resulted in a nine-fold increase in the number ofT. piniperda offspring per square meter and productivity (offspring per egg gallery) compared with unbaited, exposed bolts.Hylurgops palliatus (Gyll.) (Scolytidae) andRhagium inquisitor (L.) (Cerambycidae) attacked both the baited and unbaited bolts, whereasAcanthocinus aedilis (L.) (Cerambycidae) andPytho depressus (L.) (Pythidae) reproduced almost exclusively in the baited ones. Large numbers of larvae ofThanasimus (Cleridae) andRhizophagus (Rhizophagidae) emerged from both the baited and unbaited bolts. Adults ofPlegaderus vulneratus (Panzer) andCylister linearis (Er.) (Histeridae) emerged almost exclusively from the baited bolts. The low progeny production ofT. piniperda in the baited bolts was attributed largely to the influence of adults ofRhizophagus andEpuraea (Nitidulidae), and larvae ofThanasimus andA. aedilis.
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    Male-produced aggregation pheromone ofCarpophilus obsoletus (Coleoptera: Nitidulidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1483-1493 
    Details
    ISSN: 1573-1561
    Keywords: Carpophilus obsoletus ; sap beetle ; Coleoptera ; Nitidulidae ; aggregation pheromone ; hydrocarbon ; tetraene ; date
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Males ofCarpophilus obsoletus Erichson produce an aggregation pheromone to which both sexes respond. The pheromone was identified by GC-MS as (2E,4E,6E,8E)-3,5,7-trimethyl-2,4,6,8-undecatetraene (1), which is also a minor constituent of the pheromone blends ofC. hemipterus (L.),C. freemani Dobson, andC. lugubris Murray. The pheromone was synergized in wind-tunnel bioassays by propyl acetate, a “host-type” coattractant. In a dose-response study, 50 pg of1, plus propyl acetate, was significantly more attractive than just propyl acetate. Pheromone emission from groups of 65 males, feeding on artificial diet, averaged 2.2 ng/male/day. Emissions from individual males were larger, averaging 72 ng/day and ranging as high as 388 ng/day. Synthetic1 was tested in a date garden in southern California (500 µg/rubber septum), using fermenting whole-wheat bread dough as the coattractant. The pheromone plus dough attracted significantly more beetles than dough alone (means were 4.2 and 0.0 beetles per week per trap). Captured beetles were 54% females. Field trap catches were highest during the months of July and August.
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    Identification and synthesis of female sex pheromone of Oriental beetle,Anomala orientalis (Coleoptera: Scarabaeidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2415-2427 
    Details
    ISSN: 1573-1561
    Keywords: Anomala orientalis ; Oriental beetle ; Coleoptera ; Scarabaeidae ; sex pheromone ; (Z)- and (E)-7-tetradecen-2-one ; DMDS derivatization ; flight tunnel
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Females of the Oriental beetle,Anomala orientalis (Waterhouse), release a sex pheromone composed of a 9:1 blend of (Z)- and (E)-7-tetradecen-2-one. The double-bond position of the pheromone was determined by DMDS derivatization and interpretation of the fragmentation patterns produced by monounsaturated ketones. In a sustained-flight tunnel, males responded by flying toward female beetles and attempting to copulate with them. Both effluvium and whole-body extracts of OB females were analyzed, and the activity was found only in the airborne extracts. Flight-tunnel bioassays also showed that a synthetic 90:10Z/E blend on a rubber septum was attractive and that the responses of males to this blend were equivalent toZ isomer alone, but much better than to the singleE isomer.
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    URL: http://dx.doi.org/10.1007/BF02033210
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    Aggregation pheromones inDryocoetes affaber (Mann.) (Coleoptera: Scolytidae): stereoisomerism and species specificity (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 111-124 
    Details
    ISSN: 1573-1561
    Keywords: Semiochemicals pheromones ; Dryocoetes affaber ; Dryocoetes confusus ; Coleoptera ; Scolytidae ; enantiomers ; diastereoisomers ; exo-brevicomin ; endo-brevicomin
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Chemical analysis of whole body extracts and volatiles produced by feeding malesDryocoetes affaber (Mann.) disclosed (+)-exo-brevicomin and (+)-endo-brevicomin [(+)EXOB and (+)ENDOB], as the major insect-produced potential pheromones. Laboratory bioassays and field-trapping experiments demonstrated that (+)ENDOB is the main pheromone component, and (-)ENDOB has an inhibiting effect. EXOB either as (+) or (±) appears to be a multifunctional pheromone. It has a synergistic effect in blends of EXOB and ENDOB in ratios up to 1:1, and it is inhibitory at higher ratios. (-)EXOB was inactive. The most attractive blend forD. affaber was a 1:2 blend of (+)EXOB and (+)ENDOB. When this blend was compared with a 9:1 blend, the best known blend forDryocoetes confusus Swaine, the responses by beetles of each of the two species were highly specific, providing evidence for pheromonal exclusion between the two congenerics. We conclude that the combined effect of chirality and the ratio of geometrical isomers of brevicomin determines both the level of response and the species-specificity of the chemical signal inD. affaber.
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    URL: http://dx.doi.org/10.1007/BF02065994
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    Comparison of walking locomotory reactions of two forms ofCallosobruchus maculatus males subjected to female sex pheromone stimulation (Coleoptera: Bruchidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2917-2930 
    Details
    ISSN: 1573-1561
    Keywords: Callosobruchus maculatus ; Coleoptera ; Bruchidae ; flightless form ; flight form ; tubular olfactometer ; walking behavior ; intermittent stimulation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A comparison of the walking locomotory reactions of flightless and flight formCallosobruchus maculatus males when subjected to an air current scented with female sex pheromone was undertaken in a tubular olfactometer. The pheromone was delivered to the males either as short pulses or as a continuous flow. To analyze the males' reactions, three behavioral sequences were defined (sequence 1: male sensitivity/arousal; sequence 2: male reactivity; sequence 3; male progression and source location). Although flightless and flight form males were sensitive and reactive in all experiments, their locomotory displacement differed depending on the stimulus conditions. The flightless form males' response remained roughly the same whatever the stimulus conditions (i.e., they always reached the pheromone source). In contrast, the flight form males displayed a markedly reduced response when subjected to a continuous stimulation, indicating that intermittent on-off pheromone stimulation is required in order to sustain their upwind walking progress. This effect could be the result of sensory adaptation and/or habituation in the central nervous system of the flight form, requiring a flickering signal that is unnecessary for the flightless one.
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    URL: http://dx.doi.org/10.1007/BF02098398
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    Aggregation pheromone of palmetto weevil,Rhynchophorus cruentatus (F.) (Coleoptera: Curculionidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 505-515 
    Details
    ISSN: 1573-1561
    Keywords: Coleoptera ; Curculionidae ; Rhynchophorus cruentatus ; palmetto weevil ; S. palmetto ; aggregation pheromone ; 5-methyl-4-octanol ; cruentol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract 5-Methyl-4-octanol is the major aggregation pheromone of the palmetto weevil,Rhynchophorus cruentatus (F.). The pheromone (cruentol) was identified by coupled gas chromatographic-electroantennographic (GC-EAD) analysis of male-produced volatiles, coupled GC-mass spectrometry (MS) in electron impact and chemical ionization mode, and coupled GC-high resolution MS. In laboratory and field assays, a diastereomeric mixture of synthetic cruentol greatly enhanced attraction of weevils to cabbage palmetto,Sabal palmetto (Walter), stem tissue, indicating that cruentol and host volatiles are synergistically attractive. An attractive lure in combination with efficient traps should facilitate development of semiochemical-based management forR. cruentatus.
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    Oxidative responses in soybean foliage to herbivory by bean leaf beetle and three-cornered alfalfa hopper (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 639-650 
    Details
    ISSN: 1573-1561
    Keywords: Soybean ; lipoxygenase ; peroxidase ; polyphenol oxidase ; trypsin inhibitor ; ascorbate oxidase ; oxidative stress ; Lepidoptera ; Noctuidae ; Helicoverpa zea ; corn earworm ; Cerotoma trifurcata ; bean leaf beetle ; Coleoptera ; Chrysomelidae ; Spissistilus festinus ; three-cornered alfalfa hopper ; Homoptera ; Membracidae ; induced resistance ; interspecific competition
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Variation in induced responses in soybean is shown to be dependent, in part, upon herbivore species. Herbivory by the phloem-feeding three-cornered alfalfa hopper caused increases in the activities of several oxidative enzymes including lipoxygenases, peroxidases, ascorbate oxidase, and polyphenol oxidase. Bean leaf beetle defoliation caused increased lipoxygenase activity, but had little effect upon peroxidase, polyphenol oxidase, ascorbate oxidase, or trypsin inhibitor levels in either field or greenhouse studies. In one field experiment, prior herbivory by the bean leaf beetle subsequently reduced the suitability of foliage to the corn earwormHelicoverpa zea. The contribution of these findings to emerging theories of insect-plant interactions is discussed.
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    Influence of white pine watering regimes on feeding preferences of spring and fall adults of the white pine weevilPissodes strobi (Peck) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 831-847 
    Details
    ISSN: 1573-1561
    Keywords: Pissodes strobi ; white pine weevil ; Coleoptera ; Curculionidae ; Pinus strobus ; white pine ; plant vigor ; water stress
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Spring and fall adults of the white pine weevil,Pissodes strobi (Peck), were exposed in no-choice and two-choice tests to bark from water-stressed and non-water-stressed white pine (Pinus strobus L.), which had also been exposed or not exposed to weevil attack. This experiment demonstrated that the weevils could discriminate between bark from water-stressed white pine and preferred bark from the nonstressed plants. The weevils also preferred bark from nonstressed plants that were previously exposed to weevil damage. Spring and fall adults displayed the same feeding preferences. No sex differences were found in feeding preferences. Less nitrogen, phosphorus, and potassium were found in bark from the nonstressed plants, and the potassium level was higher in damaged plants. We expect that the biological performance of the weevil should be favored by vigorously growing plants rather than by stressed plants.
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    Identification of branched alkanes in lipids ofLeptinotarsa decemlineata say andTribolium destructor by GC-MS: A comparison of main-beam and link-scanned spectra (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2197-2212 
    Details
    ISSN: 1573-1561
    Keywords: Insects hydrocarbons ; alkanes ; Colorado beetle ; Leptinotarsa decemlineata Say ; Tribolium destructor ; Coleoptera ; Teneboionidae ; choysomelidae ; mass spectrometry ; linked scanning
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Branched hydrocarbons were identified in the lipids ofLeptinotarsa decemlineata Say andTribolium destructor by gas chromatography, ordinary electron impact mass spectrometry, and linked, scanned, daughterion monitoring. This methodology allowed us to revise our earlier results based only on GC-MS data confirming the existence of only monomethyl-, dimethyl-, and trimethylalkanes in the hydrocarbons ofL. decemlineata Say. The hydrocarbons fromTribolium destructor consist ofn-alkanes, 3-methylalkanes, internally branched monomethylalkanes and dimethylalkanes. Daughter-ion monitoring can be particularly important for distinguishing between incidentally overlapped GC peaks of hydrocarbons from different series. A trace, for example, of dimethylalkane coeluating withn-alkane was easily identified in GC peak of hydrocarbon mixture ofT. destructor. Link scans confirmed also molecular weights for the compounds without molecular ions in the mass spectra. Structural assignment of the compounds were verified by comparison of the experimental and calculated values of the GC retention Kovats indexes (KI).
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    Release of ethylene from pruned olive logs: Influence on attack by bark beetles (Coleoptera, Scolytidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2513-2521 
    Details
    ISSN: 1573-1561
    Keywords: Semiochemicals ; kairomones ; ethylene ; ethrel ; Olea europaea ; olive tree ; Phloeotribus scarabaeoides ; Coleoptera ; Scolytidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In recently pruned olive logs, an increase in ethylene release has been observed between 48 and 72 hr after pruning. The values reached, as well as the duration of ethylene release, varied greatly from one log to another. PioneerPhloeotribus scarabaeoides females have shown a preference for logs in which ethylene emission was higher. In logs treated with ethrel, a significant increase in ethylene emission was observed, together with a greater period of release. Therefore, the use of logs treated with ethrel could be of great importance in the control of this pest of olive trees.
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    URL: http://dx.doi.org/10.1007/BF02036188
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    2-(E)-nonen-1-ol: Male attractant for chafersAnomala vitis Fabr. andA. dubia Scop. (Coleoptera: Scarabaeidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2481-2487 
    Details
    ISSN: 1573-1561
    Keywords: Anomala vitis ; Anomala dubia ; chafer ; Coleoptera ; Scarabaeidae ; Melolonthidae ; Rutelinae ; attractant ; 2-(E)-nonen-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Traps baited with 2-(E)-nonen-1-ol alone or in combination with other compounds caught large numbers of males of both the vine chafer,Anomala vitis Fabr. and the margined vine chafer,A. dubia Scop. (Coleoptera: Scarabaeidae), vineyard and orchard pests. In a dosage test, the largest numbers were caught by traps baited with 10 mg of 2-(E)-nonen-1-ol, which was the highest dosage tested. This is the first report on male attractants for chafer species occurring in Europe.
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    Repeatability of female response to ipsdienol enantiomeric mixtures by pine engraver,Ips pini (Coleoptera: Scolytidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2611-2622 
    Details
    ISSN: 1573-1561
    Keywords: Ips pini ; Coleoptera ; Scolytidae ; repeatability ; female choice ; response phenotype ; bark beetle ; pheromone ; communication systems ; multiple measurements ; individual variation ; ipsdienol ; enantiomers
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Repeatability, a measure of the proportion of variance in a character that occurs among rather than within individuals, is assessed for the phenotypic trait of female response preference for enantiomeric blends of ipsdienol inIps pini at two pheromone concentrations—1 µg and 5 μg of ipsdienol. Average female response shows greater repeatability at the higher pheromone dosage when females are tested in two successive sets of five assays than when assayed in three successive sets or at the lower dosage. Repeatability within each set of five assays is highest for the first set and decreases thereafter. Thus the response phenotype of females for enantiomeric blends of ipsdienol in this experiment is context dependent; female choice of an enantiomeric blend differed between dosages and among sets of assays.
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    Response ofDendroctonus brevicomis Le Conte (Coleoptera: Scolytidae) to different release rates and ratios of aggregation semiochemicals and the inhibitors verbenone and ipsdienol (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2931-2941 
    Details
    ISSN: 1573-1561
    Keywords: Coleoptera ; Scolytidae ; Dendroctonus brevicomis ; western pine beetle ; aggregation ; verbenone ; ipsdienol ; inhibitors ; antiaggregants ; doseresponse
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The response of western pine beetle,Dendroctonus brevicomis Le Conte, to different release rates of the aggregation semiochemicals (attractants)exo-brevicomin, frontalin, and myrcene and the inhibitors verbenone and ipsdienol was investigated. Release rates of verbenone ranging from 0.18 mg/ 24 hr to 1.2 mg/24 hr did not result in significant reductions in mean trap catch ofD. brevicomis. In contrast, very low release rates of ipsdienol (0.02–0.4 mg/24 hr) significantly reduced trap catch compared to controls. The combination of verbenone and ipsdienol, released at rates above 0.09 and 0.02 mg/24 hr, respectively, resulted in significantly lower trap catches ofD. brevicomis in attractant-baited traps. Results of an experiment testing a factorial combination of different release rates of verbenone and attractants suggest that response is not ratio-specific. The response curve ofD. brevicomis to the levels of verbenone was similar across all levels of attractants, while the response to equivalent ratios of attractants to verbenone was not similar, suggesting that the behavior of the beetles is primarily influenced by the absolute release rate of verbenone.
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    Aggregation pheromone of Australian SAP beetle,Carpophilus davidsoni (Coleoptera: Nitidulidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 3207-3219 
    Details
    ISSN: 1573-1561
    Keywords: Aggregation pheromone ; triene ; tetraene ; hydrocarbon ; Coleoptera ; Nitidulidae ; Carpophilus davidsoni ; Australian sap beetle ; trapping
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A male-produced aggregation pheromone was identified for the Australian sap beetle,Carpophilus davidsoni Dobson (Coleoptera: Nitidulidae), by bioassay-guided fractionation of volatiles collected from feeding beetles. The most abundant components were: (2E,4E,6E)-5-ethyl-3-methyl-2,4,6-nonatriene, (3E,5E,7E)-6-ethyl-4-methyl-3,5,7-decatriene, (2E,4E,6E,8E)-3,5,7-trimethyl-2,4,6,8-undecatetraene, and (2E,4E,6E,8E)-7-ethyl-3,5-dimethyl-2,4,6,8-undecatetraene. The relative abundance of these components in collections from individual males feeding on artificial diet was 100:7:9:31, respectively. Pheromone production began within several days after males were placed onto diet medium and continued for at least 20 weeks. Peak production was 〉3 µg total pheromone per male per day. Males in groups of 50–60 emitted less pheromone (the peak level was 0.09 µg per beetle per day), and the emissions from groups contained relatively little tetraene (proportions of the components listed above were 100:7:2:7, respectively). Three additional trienes and one additional tetraene were identified in minor amounts; the entire eight-component male-specific blend is qualitatively identical and quantitatively similar to that of the North American sibling species,C. freemani Dobson. A synthetic blend of the four major components on rubber septa, prepared to emit in the same proportions as from individual males, was highly attractive in the field when synergized with fermenting whole-wheat bread dough. Cross-attraction was observed in the field involving the pheromones ofC. davidsoni, C. hemipterus (L.), andC. mutilatus Erichson. Potential uses of the pheromones in pest management are discussed.
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    Long-chain free fatty acids: Semiochemicals for host location by western corn rootworm larvae (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 3335-3344 
    Details
    ISSN: 1573-1561
    Keywords: Diabrotica virgifera virgifera ; fatty acids ; linoleic acid ; oleic acid ; stearic acid ; semiochemical ; attractants ; western corn rootworm ; host location ; Coleoptera ; Chrysomelidae ; Zea mays ; kairomone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A bioassay-driven sequential fractionation scheme was used to isolate fractions of a crude dichloromethane maize seedling extract behaviorally active to larvae of the western corn rootworm,Diabrotica virgifera virgifera LeConte. (Z,Z)-9,12-Octadecadienoic (linoleic) acid, (Z)-9-octadecenoic (oleic) acid, and octadecanoic (stearic) acid were identified from a purified fraction of maize extract that was attractive to western corn rootworm larvae in choice tests with equal levels of carbon dioxide on both sides of the choice. When synthetic linoleic, oleic, and stearic acids were tested together in the amounts and proportions found in the attractive fraction (1000, 800, and 300 ng of linoleic, oleic, and stearic acids, respectively), significantly more western corn rootworm larvae were found on the side with synthetic free fatty acids plus carbon dioxide than on the side with carbon dioxide alone. Results of the choice-test bioassays were not significantly different when the synthetic blend of free fatty acids was substituted for the purified maize fraction. Neither the purified extract nor the synthetic blend was behaviorally active in preliminary single-choice experiments without carbon dioxide. Linoleic, oleic, and stearic acids were also tested individually in the choice test bioassay with carbon dioxide on both sides of the choice to determine a dose-response curve. Linoleic and oleic acid each had one dose that was significantly attractive in conjunction with carbon dioxide on both sides of the choice, but stearic acid was not active in the doses tested.
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    Production of cardenolides versus sequestration of pyrrolizidine alkaloids in larvae ofOreina species (Coleoptera, Chrysomelidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 555-568 
    Details
    ISSN: 1573-1561
    Keywords: Oreina spp. ; Coleoptera ; Chrysomelidae ; larval defense ; cardenolides ; pyrrolizidine alkaloids ; sequestration
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Adult leaf beetles of the genusOreina are known to be defended either by autogenously produced cardenolides or by pyrrolizidine alkaloids (PAs) sequestered from the food plant, or both. In this paper we analyze larvae of differentOreina species and show that the larvae contain the same defensive toxins as the adults in quantities similar to those released in the adults' secretion. Both classes of toxins are found in the body and hemolymph of the larvae, despite their different origins and later distribution in the adults. Larvae of sequestering species differed in their PA patterns, even though they fed on the same food plants. The concentration in first-instar larvae of a PA-sequestering species was similar to that in fourth-instar larvae. In all stages examined, the amount of PAs per larva did not greatly exceed the estimated uptake of one day. Eggs of two oviparous species contained large concentrations of the adult's toxins, while neonates of a sequestering larviparous species had no PAs.
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    Ethyl propionate: Synergistic kairomone for african palm weevil,Rhynchophorus phoenicis L. (Coleoptera: Curculionidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 889-897 
    Details
    ISSN: 1573-1561
    Keywords: Coleoptera ; Rhynchophorus phoenicis ; Elaeis quineensis ; kairomone ; synergism ; oil palm ; palm weevil ; palm volatiles ; host selection ; primary attraction ; aggregation pheromone ; 3-methyl-octan-4-ol ; ethyl acetate ; ethyl propionate ; isobutyl propionate ; ethyl butyrate ; ethyl isobutyrate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Small trunk pieces of a freshly felled 10-year-old oil palm,Elaeis quineensis (Jacq.), were placed in a modified Nalgene desiccator, and volatiles captured for six days on Porapak Q. Gas chromatographic (GC) analysis of Porapak-Q-trapped volatiles with both flame ionization (FID) and electroantennographic detection (EAD) using male or femaleR. phoenicis antennae revealed several EAD-active compounds. They were identified as: ethyl acetate, ethyl propionate, isobutyl propionate, ethyl butyrate, and ethyl isobutyrate. In field experiments in the La Me Research Station, Côte d'Ivoire, ethyl propionate (50 mg/24 hr) but not all esters combined (50 mg/24 hr each) significantly increased capture ofR. phoenicis in pheromone-baited (3 mg/24 hr) traps. One kilogram of 1- to 3-day-old palm tissue was significantly more effective than ethyl propionate in enhancing pheromone attraction. Superior attraction of palm tissue may be attributed to additional as yet unknown semiochemicals. Alternatively, release rates and/or ratios of synthetic volatiles differed from those of palm tissue at peak attraction.
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    Behavioral and electrophysiological response of cabbage seed weevils (Ceutorhynchus assimilis) to conspecific odor (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 979-989 
    Details
    ISSN: 1573-1561
    Keywords: Ceutorhynchus assimilis ; Coleoptera ; Curculionidae ; olfactometer ; sex pheromone ; aggregation pheromone ; electroantennogram
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The responses ofCeutorhynchus assimilis Payk. (Coleoptera, Curculionidae) to the odor of overwintered and new generation weevils were studied using an olfactometer, choice tests in a laboratory cage, field tests using sticky traps baited with live weevils, and by electroantennograms (EAG's). Unmated male weevils and, to a lesser extent, female weevils of the overwintered generation were attracted to the odor of live unmated over-wintered female weevils. New generation weevils exhibited no behavioral response to conspecific odor. Male and female weevils of the overwintered generation exhibited positive EAGs to hexane extracts of overwintered female weevils, whereas EAGs of new-generation weevils of either sex were unresponsive to these extracts. This suggests that the unmated female weevils from the overwintered generation produce a volatile chemical or chemicals that attracts unmated male and female weevils. The new generation of female weevils does not produce this attractive chemical before overwintering, and male and female weevils of this generation can not detect the chemical(s) via their antennal chemoreceptors until they have undergone their overwintering period.
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    URL: http://dx.doi.org/10.1007/BF02059736
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    Repellent, toxic, and food protectant effects of pithraj,Aphanamixis polystachya extracts against pulse beetle,Callosobruchus chinensis in storage (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 899-908 
    Details
    ISSN: 1573-1561
    Keywords: Aphanamixis polystachya ; pithraj ; repellent ; contact toxicity ; food protectant ; Callosobruchus chinensis ; Coleoptera ; Bruchidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Ground leaves, bark, seeds, and four seed extracts of pithraj,Aphanamixis polystachya (family Meliaceae), a locally grown plant in Bangladesh, were evaluated for their repellency, contact toxicity, and food protectant efficacy against adult pulse beetle (Callosobruchus chinensis L.). The seed extracts showed poor repellent effects, but high contact toxicity to adults at 72 hr after application. The ground leaves, bark, and seeds provided good protection for mung beans against pulse beetles, and the seed powder greatly reduced the F1 progeny and seed damage rates.
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    URL: http://dx.doi.org/10.1007/BF02059586
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    Leaf surface extracts ofSolanum berthaultii hawkes deter colorado potato beetle feeding (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 991-1007 
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    ISSN: 1573-1561
    Keywords: Leptinotarsa decemlineata ; Colorado potato beetle ; Coleoptera ; Chrysomelidae ; Solanum berthaultii ; glandular trichomes ; feeding deterrents ; host preference ; plant resistance to insects
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Leaf rinses ofS. berthaultii PI 473334 with methylene chloride were deterrent to feeding by the Colorado potato beetle when applied toS. tuberosum tuber and leaf disks. When the leaf rinse was separated into its nonvolatile and volatile fractions and applied to tuber disks, the nonvolatile fraction was highly deterrent, while the volatile fraction reduced consumption, but not significantly compared to the controls. A hexane leaf rinse was not deterrent to feeding, while an acetone rinse was approximately twofold more deterrent than the methylene chloride rinse when applied to leaf disks. Three cycles of bioassay-guided, reversed-phase open-column fractionation of an acetone leaf rinse yielded a relatively polar fraction with low deterrent activity, and two nonpolar fractions exhibiting higher specific activity. Reversed-phase preparative HPLC of these fractions yielded seven active fractions among the 10 assayed. Subsequent analytical HPLC indicated that two fractions each contained a single UV-absorbing compound, while another represented a mixture of at least four compounds. The remaining fractions were composed of complex mixtures of possibly ionic or polymeric compounds that were poorly resolved by HPLC.
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    URL: http://dx.doi.org/10.1007/BF02059737
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    Composition of larval secretion ofChrysomela lapponica (Coleoptera, Chrysomelidae) and its dependence on host plant (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1075-1093 
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    ISSN: 1573-1561
    Keywords: Coleoptera ; Chrysomelidae ; Chrysomela lapponica ; larval secretion ; defense
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The defensive secretion ofChrysomela lapponica larvae, which is produced by nine pairs of exocrine dorsal glands, has been chemically analyzed. TheC. lapponica larvae were kept in the laboratory on leaves of either birch (Betula pendula), alder (Alnus glutinosa), or willow (Salix fragilis). Larvae developed normally on birch and willow, whereas those on alder died within a few days. GC-MS analyses of the secretion of larvae on birch and willow revealed that the composition of this secretion differs distinctly from the known ones of several otherChrysomela species feeding exclusively on Salicaceae. In the exocrine secretion of larvae on birch, 69 compounds were identified, which included the main components isobutyric acid, 2-methylbutyric acid, and esters of the two. Several of the esters have not been reported previously from nature. The alcoholic components of the esters may be hydrolysis products ofBetula glycosides. Most components of the secretion of larvae feeding on birch were also found in the secretion of larvae feeding on willow. In addition, major amounts of benzoic acid and salicylalcohol were present in the secretion of the larvae feeding on willow.C. lapponica obviously acquires salicylalcohol by hydrolysis of salicin from willow leaves. However, in contrast to otherChrysomela species,C. lapponica larvae oxidize only traces of salicylalcohol to salicylaldehyde. The repellent activity of single authentic compounds of the secretion of larvae feeding on birch and willow, respectively, was tested in laboratory bioassays with ants (Myrmica sabuleti). Biosynthetic pathways to some identified compounds are suggested and discussed under evolutionary and functional aspects.
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    URL: http://dx.doi.org/10.1007/BF02059744
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    A new bioassay for testing plant extracts and pure compounds using red flour beetleTribolium castaneum Herbst (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1161-1177 
    Details
    ISSN: 1573-1561
    Keywords: Bioassay ; red flour beetle ; Tribolium castaneum ; Coleoptera ; Tenebrionidae ; ECI ; Minthostachis mollis ; Melaleuca quinquenervia ; Sapindus saponaria ; α-pinene ; β-pinene ; eugenol ; kaurenic acid ; sparteine ; phagodepression ; phagostimulation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract We designed a new bioassay to test plant extract activity against stored product pests. Plant compounds were added to feed disks composed of wheat flour and yeast and fed to the red flour bettle (Tribolium castaneum). By measuring insect mass, disk mass, and insect mortality over time it was possible to calculate a phagodepression index, an antifeedant index, the amount of treatment chemical ingested by the beetles, the mortality rate, and the efficiency of conversion of ingested food. The assay was performed for 60 hr to allow for possible habituation effects and to discriminate between phagodeterrency and physiological stress caused by treatments. α- and β-Pinene, eugenol, kaurenic acid, sparteine, essential oils ofMinthostachis mollis andMelaleuca quinquenervia, and extracts ofSapindus saponaria were tested. Using this assay we detected the presence of both phagodepressant and phagostimulant compounds inS. saponaria extracts, and we quantified the pronounced effects of sparteine onT. castaneum.
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    URL: http://dx.doi.org/10.1007/BF02059751
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    The scarab beetleAnomala albopilosa sakishimana utilizes the same sex pheromone blend as a closely related and geographically isolated species,Anomala cuprea (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1667-1676 
    Details
    ISSN: 1573-1561
    Keywords: Coleoptera ; Scarabaeidae ; (R,Z)-5-(−)-oct-1-enyl)oxacyclopentan-2-one ; (R,Z)-5-(−)-(dec-1-enyl)oxacyclopentan-2-one ; (R,E)-5-(−)-(oct-1-enyl)oxacyclopentan-2-one ; Anomala albopilosa sakishimana ; Anomala octiescostata ; Anomala cuprea ; pheromone release ; GC-EAD
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Two components were identified in the sex pheromone system of the green chafter,Anomala albopilosa sakishimana Nomura: (R,Z)-5-(−)-(oct-1-enyl)oxacyclopentan-2-one (buibuilactone) and (R,Z)-5-(−)-(dec-1-enyl)oxyacyclopentan-2-one (japonilure), which have been previously identified as sex pheromone constituents ofA. cuprea andA. octiescostata. A female-specific minor component, (R,E)-5-(−)-(oct-1-enyl)oxacyclopentan-2-one, did not seem to be involved in pheromonal communication because it was not EAD active, but its role remained unclear. A synthetic blend of the two components captured significantly more beetles than any other treatments. Nevertheless, the fact that both the synthetic sex pheromone and field-captured female beetles were weak lures convinced us that the sex pheromone system may be only part of a complex communication system, probably involving plant volatiles. Although the sex pheromone was released during both the scotophase and photophase, there was an increase of 60% in the photophase.
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    URL: http://dx.doi.org/10.1007/BF02059888
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    Kairomone from dandelion,Taraxacum officinale, attractant for scarab beetleAnomala octiescostata (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1697-1704 
    Details
    ISSN: 1573-1561
    Keywords: cis-3-Hexenyl acetate ; benzaldehyde ; phenylacetaldehyde ; benzyl alcohol ; phenethyl alcohol ; phenylacetonitrile ; benzyl benzoate ; anethol ; geraniol ; phenethyl propionate ; kairomone ; sex pheromone ; dandelion ; Taraxacum officionale ; Coleoptera ; Scarabidae ; Anomala oritescostata ; scarab beetle
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The attraction of the scarab beetleAnomala octiescostata to dandelion,Taraxacum officinale, was demonstrated to be chemically mediated by a mixture ofcis-3-hexenyl acetate, benzaldehyde, phenylacetaldehyde, benzyl alcohol, phenethyl alcohol, phenylacetonitrile, and benzyl benzoate, in the ratio 4:8:14:3:5:19:11. Combination of the synthetic kairomone and sex pheromone (buibuilactone + japonilure, 8:2), significantly increased the total catches ofA. octiescostata. Catches of male (but not female) beetles were significantly higher with the kairomone-pheromone blend than with kairomone alone. The synergistic effect of the kairomone from dandelion on the attractiveness did not significantly differ from that of a food-type lure, anethol, geraniol, and phenethyl propionate (9:0.5:0.5). The latter combined with the synthetic sex pheromone resulted in better attraction of female (but not male)A. octiescostata than the sex pheromone alone.
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    URL: http://dx.doi.org/10.1007/BF02059891
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    Sex pheromone of oriental beetle,Exomala orientalis: Identification and field evaluation (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1705-1718 
    Details
    ISSN: 1573-1561
    Keywords: Exomala orientalis ; Blitopertha orientalis ; Phyllopertha orientalis ; Coleoptera ; Scarabaeidae ; Oriental beetle ; 7-tetradecen-2-one ; 6-tetradecen-2-one ; 5-tetradecen-2-one ; 2-(E)-nonenol ; japonilure ; GC-EAD ; GC-BB
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A gas chromatograph coupled with a behavioral bioassay was used to identify two sex pheromone components, 7-(Z)- and 7-(E)-tetradecen-2-one of the Oriental beetle (OB),Exomala orientalis. Field experiments showed that the blend of the two isomers (Z:E, 7:1) was not significantly more attractive than theZ component alone. The best performance of traps baited with the synthetic sex pheromone was achieved when they were set with the pheromone device at 30 cm above the ground. Catches in traps baited with 1 and 10 mg were not significantly different, but they were higher (2.9-fold) than captures in traps loaded with 0.1 mg of the pheromone. Further investigations by GC-EAD revealed the presence of a possible minor component, but the small amount of material prevented its identification. 2-(E)-Nonenol, with the same retention time as the natural product, did not affect the attractancy of the synthetic sex pheromone. GC-EAD screening of previously identified sex pheromones of scarab beetles showed that male antennae of the Oriental beetle responded to japonilure, but it showed neither synergism nor inhibition to the OB sex pheromone.
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    URL: http://dx.doi.org/10.1007/BF02059892
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    Repellent properties of the host compound 4-allylanisole to the southern pine beetle (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1595-1615 
    Details
    ISSN: 1573-1561
    Keywords: Coleoptera ; Scolytidae ; Dendroctonus frontalis ; Pinus ; host compound ; 4-allylanisole ; repellent ; semiochemical ; verbenone ; inhibitor
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The phenylpropanoid 4-allylanisole is a compound produced by loblolly pines (Pinus taeda L.), an abundant species in southern pine forests and a preferred host of southern pine beetle (Dendroctonus frontalis Zimmermann). Repellency of individual beetles was demonstrated in laboratory behavioral assays ofD. frontalis and other scolytids. Inhibition was demonstrated in natural populations ofD. frontalis using baited traps. In both tests, response to the inhibitory pheromone verbenone was used for comparison. In the laboratory, a higher proportion of newly emerged and reemergedD. frontalis responded negatively to 4-allylanisole than to verbenone. However, fewer reemergent than newly emerged individuals responded to either compound. In all field trials, the response ofD. frontalis to its attractant pheromone in funnel traps was significantly reduced by simultaneous release of 4-allylanisole. In most trials total reduction did not differ from verbenone; however, unlike verbenone, 4-allylanisole reduced male and female catches proportionally. Both compounds together did not significantly further reduce trap catch. The response of a major predator,Thanasimus dubius (F.), to the attractant pheromone ofD. frontalis, did not differ with the simultaneous release of either verbenone or 4-allylanisole. The results of preliminary field applications are presented and discussed.
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    URL: http://dx.doi.org/10.1007/BF02059883
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    Influence of aggregation inhibitors (verbenone and ipsidenol) on landing and attack behavior ofDendroctonus brevicomis (Coleoptera: Scolytidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1617-1629 
    Details
    ISSN: 1573-1561
    Keywords: Dendroctonus brevicomis ; Coleoptera ; Scolytidae ; Pinus ponderosa ; aggregation ; verbenone ; ipsdienol ; pheromone ; inhibitors ; tree protection
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The influence of the aggregation inhibitors verbenone and ipsdienol on the response of western pine beetle,Dendroctonus brevicomis, to attractive host trees was investigated. Paired ponderosa pine trees (Pinus ponderosa) were baited with aggregation semiochemicals to stimulate mass attack. One tree in each pair received an inhibitor treatment consisting of five sets of two verbenone and two ipsdienol dispensers spaced 1 m apart vertically along the tree bole. Beetle landing was monitored with sticky traps on the tree bole, and attack density was assessed from bark samples removed four or seven days after baiting. The inhibitor treatment resulted in a significant reduction of both the numbers of beetles landing on trees and the density of attacking beetles compared to control trees (without inhibitors). The ratios of beetle landing density to attacking density were not different between inhibitor-treated and control trees, nor were the vertical distributions of beetles landing or attacking, suggesting that beetle behavior was primarily influenced at a longer range, prior to landing on the tree. Although the application of verbenone and ipsdienol did not preventD. brevicomis from attacking baited trees, our results suggest that when applied to unattacked (and unbaited) trees, their effectiveness at reducing the attack pressure might allow trees having a certain amount of resistance to survive attack by pioneer beetles.
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    URL: http://dx.doi.org/10.1007/BF02059884
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    Isolation of 8-hydroxygeraniol-8-O-β-d-glucoside, a probable intermediate in biosynthesis of iridoid monoterpenes, from defensive secretions ofPlagiodera versicolora andGastrophysa viridula (Coleoptera: Chrysomelidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2089-2097 
    Details
    ISSN: 1573-1561
    Keywords: Coleoptera ; Chrysomelidae ; defensive secretion ; Plagiodera versicolora ; Gastrophysa viridula ; β-glucosidase ; oxidase ; 8-hydroxygeraniol ; 8-hydroxygeraniol-8-O-β-d-glucoside
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract 8-Hydroxygeraniol and its 8-O-β-d-glucoside have been found as trace components in the defensive secretions ofPlagiodera versicolora andGastrophysa viridula larvae. This discovery supports the hypothesis that the evolution of the utilization of plant precursors by some chrysomelid species was favored by the plesiomorphic occurrence of aβ-glucosidase and an oxidase in the defensive secretion of iridoid-producing species.
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    URL: http://dx.doi.org/10.1007/BF02066245
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    Influence of oleoresin constituents fromPinus ponderosa andPinus jeffreyi on growth of mycangial fungi fromDendroctonus ponderosae andDendroctonus jeffreyi (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2551-2563 
    Details
    ISSN: 1573-1561
    Keywords: Dendroctonus ; Pinus ; Coleoptera ; Scolytidae ; bark beetles ; mycangial fungi ; inhibition ; host resistance ; monoterpenes ; Ponderosa pine ; Jeffrey pine
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Dendroctonus jeffreyi andD. ponderosae are morphologically similar sympatric species of pine bark beetles over portions of their geographic ranges; however,D. jeffreyi is monophagous onP. jeffreyi whileD. ponderosae is highly polyphagous. Both species carry a species of mycangial fungi that are also very similar in appearance. Growth of the two mycangial fungi and of the fungusLeptographium terebrantis (associated with the polyphagous and non-tree-killingDendroctonus valens) in the presence of oleoresin constituents of host and nonhost conifers was tested by placing individual chemicals on agar growth medium and by growing the cultures in saturated atmospheres of the chemicals. The fungus associated withD. jeffreyi showed greater tolerance for chemical constituents placed on the growth medium than the other two fungi, and growth after three days was enhanced by heptane, the dominant constituent ofP. jeffreyi oleoresin. Growth of all three species of fungi was reduced by the resin constituents when the chemicals were presented as saturated atmospheres. The results suggest that the influence of the tree on growth of the symbiotic fungi of the bark beetles during the initial attack process may be different than after colonization by the beetles is complete. The difference in the responses of the apparently related species of mycangial fungi may provide some new insight into the evolutionary history of these beetle/mycangial fungus/host tree systems.
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    URL: http://dx.doi.org/10.1007/BF02036191
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    Attraction ofCarpophilus spp. (Coleoptera: Nitidulidae) to synthetic aggregation pheromones and host-related coattractants in Australian stone fruit orchards: Beetle phenology and pheromone dose studies (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2805-2819 
    Details
    ISSN: 1573-1561
    Keywords: Carpophilus hemiplerus ; C. mutilatus ; C. davidsoni ; C. humeralis ; Coleoptera ; Nitidulidae ; aggregation pheromones ; stone fruit ; phenology ; dose
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Synthetic aggregation pheromones ofCarpophilus hemipterus (L.) andCarpophilus mutilatus Erichson were field tested during a 10-month period in southern New South Wales stone fruit orchards to determineCarpophilus spp. phenology and the effect of two pheromone doses on attraction. Aggregation pheromones synergize the attraction of host volatiles toCarpophilus spp. Four major species,C. hemipterus, C. mutilatus, C. davidsoni Dobson andC. (Urophorus) humeralis (F.), were trapped, with greater numbers of each species inC. hemipterus pheromone/fermenting whole-wheat breaddough-baited traps, than in dough-only-traps. InC. mutilatus pheromone/ fermenting-dough-baited traps, onlyC. mutilatus andC. davidsoni responded in greater numbers than to dough-only traps. Beetles first appeared in traps in late September (early spring) when daily maximum temperatures averaged 17.5
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    URL: http://dx.doi.org/10.1007/BF02098390
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