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  • Lepidoptera  (503)
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  • 101
    Electronic Resource
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    Springer
    Journal of comparative physiology 167 (1990), S. 309-320 
    ISSN: 1432-1351
    Keywords: Chemosensory integration ; Olfaction ; Brain ; Larva ; Caterpillar ; Manduca sexta ; Lepidoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Summary 1. The physiology and morphology of olfactory interneurons in the brain of larval Manduca sexta were studied using intracellular recording and staining techniques. Antennal olfactory receptors were stimulated with volatile substances from plants and with pure odorants. Neurons responding to the stimuli were investigated further to reveal their response specificities, dose-response characteristics, and morphology. 2. We found no evidence of specific ‘labeled-lines’ among the odor-responsive interneurons, as none responded exclusively to one plant odor or pure odorant; most olfactory interneurons were broadly tuned in their response spectra. This finding is consistent with an ‘across-fiber’ pattern of odor coding. 3. Mechanosensory and olfactory information are integrated at early stages of central processing, appearing in the responses of some local interneurons restricted to the primary olfactory nucleus in the brain, the larval antennal center (LAC). 4. The responses of LAC projection neurons and higher-order protocerebral interneurons to a given odor were more consistent than the responses of LAC local interneurons. 5. The LAC appears to be functionally subdivided, as both local and projection neurons had arborizations in specific parts of the LAC, but none had dendrites throughout the LAC. 6. The mushroom bodies and the lateral protocerebrum contain neurons that respond to olfactory stimulation.
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  • 102
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    Journal of comparative physiology 168 (1991), S. 697-707 
    ISSN: 1432-1351
    Keywords: Ecdysis ; Eclosion hormone ; Manduca sexta ; Neuropeptide ; Lepidoptera ; Pupal molt ; Verson's gland
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Summary 1. Ecdysis, a behavior by which insects shed the old cuticle at the culmination of each molt, is triggered by a unique peptide hormone, eclosion hormone (EH). In pupal Manduca sexta, EH is released into the hemolymph just prior to ecdysis, and circulating hormone is sufficient to elicit this behavior. 2. Removal of the proctodeal nerves in prepupal animals eliminated the appearance of blood-borne EH, but ecdysis behavior occurred on schedule. Therefore, circulating EH is not necessary for the triggering of ecdysis. 3. In contrast, a set of dermal glands failed to show their expected bout of secretion after proctodeal nerve removal. Injection of exogenous EH rescued this secretion. Thus, circulating EH appears necessary for action on peripheral but not central targets. 4. A major reduction in EH immunostaining is seen in the proctodeal nerves just preceding ecdysis; this coincides with a 〉90% reduction in extractable EH from this structure and the appearance of circulating EH. A similar, concomitant reduction was seen in central EH cell processes, suggesting release of peptide within the CNS. 5. Antidromic stimulation of the proctodeal nerve stumps following proctodeal nerve removal triggered precocious ecdysis. This result further supports the conclusion that centrally released EH is sufficient to trigger the motor program.
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  • 103
    ISSN: 1432-1351
    Keywords: Threshold ; Olfaction ; Insect ; Lepidoptera ; Noctuid
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Summary 1. Responses of Trichoplusia ni HS(A) receptor neurons were measured to determine the minimum detectable concentration (absolute threshold) and the minimum detectable increment (difference threshold) for the major sex pheromone component (Z)-7-dodecen-1-ol acetate (Z7-12∶Ac). The absolute threshold was 1000-fold below the ∼10-11 M level of Z7-12∶Ac at a calling female. The Weber fraction, i.e., the ratio of the difference threshold to the stimulus concentration, declined from ∼0.8 to ∼0.06 as the concentration rose from threshold to high intensities. Relatively smaller fluctuations were detected as the stimulus increased. 2. The HS(A) responses were interpreted in relation to behavior by considering an ideal observer as approximating the central nervous system (CNS). The ideal thresholds were 3–9-fold lower than the HS(A) thresholds. 3. The ideal absolute threshold of the T. ni CNS is comparable to observed behavioral thresholds for wingflutter and taking flight. However, only a low percentage response occurs at threshold. Most males take flight at higher concentrations. Also, the ideal Weber fraction is lower than in most flight-tunnel bioassays. Yet, males respond to small fluctuations in orienting to pheromone plumes. These differences between moths and ideal observers may reflect inhibition at points in the CNS that control the flow of olfactory input.
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  • 104
    ISSN: 1573-1561
    Keywords: Spruce budworm ; Choristoneura fumiferana ; Lepidoptera ; Tortricidae ; sex pheromone ; small-tree thinnings ; temperature ; precipitation ; wind ; attraction distance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Mean catches of spruce budworm,Choristoneura fumiferana (Clemens), moths were not significantly different among four small-tree thinning treatments of young spruce-fir-hemlock regeneration. Significant inverse relationships were found between trap catches and distances to nearby spruce-fir-hemlock overstory. Prevailing wind directions indicated that moths were attracted anemotactically to upwind pheromone sources. No definite trends were detected between catches and temperature or precipitation.
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  • 105
    ISSN: 1573-1561
    Keywords: Kairomone ; 2-acylcyclohexane-1,3-diones ; ovipositionEphestia kuehniella Zeller [syn.Anagasta kuehniella (Zeller)] ; Lepidoptera ; Pyralidae ; Nemeritis canenscens (Grav.) [syn.Venturia canescens (Grav.)] ; Hymenoptera ; Ichneumonidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The relative activities of sixteen 2-acylcyclohexane-1,3-diones from the larval mandibular glands ofEphestia (=Anagasta) kuehniella Zeller in causing the parasiteNemeritis (=Venturia) canescens (Grav.) to make oviposition movements are reported.
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  • 106
    ISSN: 1573-1561
    Keywords: Resistance ; mating disruption ; sex pheromone ; (Z,Z)-7 ; 11-hexadecadienyl acetate ; (Z,E)-7 ; 11-hexadecadienyl acetate ; Lepidoptera ; Gelechiidae ; pink bollworm ; Pectinophora gossypiella ; cotton ; pheromone collection
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract After an extensive examination of the release rates and blend ratios of pheromonal components emitted by field-collected femalePectinophora gossypiella (Saunders), we find no evidence of resistance to pheromones applied to cotton fields to disrupt mating. Females from fields with 3–5 years of exposure to disruptant pheromones as well as those from fields with only minimal exposure to disruptant pheromones emitted (Z,Z)-7,11-hexadecadienyl acetate at a rate of ca. 0.1 ng/min and (Z,E)7,11-hexadecadienyl acetate at ca. 0.06 ng/min. The ratio of pheromonal components was much less variable than the measured emission rate and was centered about a 61:39Z, Z to Z,E ratio. In contrast to the blend ratio emitted by females, the composition of the pheromonal blend used in monitoring populations and disrupting mating is centered about 50:50 Z,Z to Z.E. In general there was a remarkable consistency in the release rate and blend ratio among populations of females throughout southern California and those from a laboratory colony. It would appear that, although resistance to theP. gossypiella pheromone is still a very real possibility when it is used heavily in pest management as a mating disruptant, there are current agricultural practices and conditions which would hinder its development.
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  • 107
    ISSN: 1573-1561
    Keywords: Structure-activity relationships ; single-cell recordings ; turnip moth ; Agrotis segetum ; Lepidoptera ; Noctuidae ; molecular shape ; dipole moments
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The response of an antennal receptor cell of the turnip moth,Agrotis segetum, was recorded during stimulation with a series of (Z)-7-dodecenyl acetate analogs with structural variations of the acetate group. The investigated receptor cell is known to be highly selective to (Z)-7-dodecenyl acetate. All parts of the acetate group were found to be of great importance for full biological activity. The results indicate very strict requirements on the shape of the polar functional group, as well as on its electron distribution for a successful interaction with the antennal receptor cell.
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  • 108
    ISSN: 1573-1561
    Keywords: Danaus plexippus ; Lepidoptera ; Danaidae ; monarch butterflies ; Asdepias speciosa ; Asclepiadaceae ; milkweeds ; ecological chemistry ; plant-insect interactions ; chemical ecology ; chemical defense ; coevolution ; thin-layer chromatography ; cardenolide fingerprints ; cardenolides ; cardiac glycosides ; desglucosyrioside ; labriformin ; labriformidin ; syriogenin ; uzarigenin ; emetic potency ; emesis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The pattern of variation in gross cardenolide concentration of 111Asclepias speciosa plants collected in six different areas of California is a positively skewed distribution which ranges from 19 to 344 μg of cardenolide per 0.1 g dry weight with a mean of 90 μg per 0.1 g. Butterflies reared individually on these plants in their native habitats ranged from 41 to 547 μg of cardenolide per 0.1 g dry weight with a mean of 179 μg. Total cardenolide per butterfly ranged from 54 to 1279 μg with a mean of 319 μg. Differences in concentrations and total cardenolide contents in the butterflies from the six geographic areas appeared minor, and there were no differences between the males and the females, although the males did weigh significantly more than females. The uptake of cardenolide by the butterflies was found to be a logarithmic function of the plant concentration. This results in regulation: larvae which feed on low-concentration plants produce butterflies with increased cardenolide concentrations relative to those of the plants, and those which feed on high-concentration plants produce butterflies with decreased concentrations. No evidence was adduced that high concentrations of cardenolides in the plants affected the fitness of the butterflies. The mean emetic potencies of the powdered plant and butterfly material were 5.62 and 5.25 blue jay emetic dose fifty units per milligram of cardenolide and the number of ED50 units per butterfly ranged from 0.28 to 6.7 with a mean of 1.67. Monarchs reared onA. speciosa, on average, are only about one tenth as emetic as those reared onA. eriocarpa. UnlikeA. eriocarpa which is limited to California,A. speciosa ranges from California to the Great Plains and is replaced eastwards byA. syriaca L. These two latter milkweed species appear to have a similar array of chemically identical cardenolides, and therefore both must produce butterflies of relatively low emetic potency to birds, with important ecological implications. About 80% of the lower emetic potency of monarchs reared on A. speciosa compared to those reared onA. eriocarpa appears attributable to the higher polarity of the cardenolides inA. speciosa. Thin-layer Chromatographie separation of the cardenolides in two different solvent systems showed that there are 23 cardenolides in theA. speciosa plants of which 20 are stored by the butterflies. There were no differences in the cardenolide spot patterns due either to geographic origin or the sex of the butterflies. As when reared onA. eriocarpa, the butterflies did not store the plant cardenolides withR f values greater than digitoxigenin. However, metabolic transformation of the cardenolides by the larvae appeared minor in comparison to when they were reared onA. eriocarpa. AlthoughA. eriocarpa andA. speciosa contain similar numbers of cardenolides and both contain desglucosyrioside, the cardenolides ofA. speciosa overall are more polar. ThusA. speciosa has no or only small amounts of the nonpolar labriformin and labriformidin, whereas both occur in high concentrations inA. eriocarpa. A. speciosa plants and butterflies also contain uzarigen, syriogenin, and possibly other polar cardenolides withR f values lower than digitoxin. The cardenolide concentration in the leaves is not only considerably less than inA. eriocarpa, but the latex has little to immeasurable cardenolide, whereas that ofA. eriocarpa has very high concentrations of several cardenolides. Quantitative analysis ofR f values of the cardenolide spots, their intensities, and their probabilities of occurrence in the chloroform-methanol-formamide TLC system produced a cardenolide fingerprint pattern very different from that previously established for monarchs reared onA. eriocarpa. This dispels recently published skepticism about the predictibility of chemical fingerprints based upon ingested secondary plant chemicals.
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  • 109
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    Journal of chemical ecology 10 (1984), S. 945-956 
    ISSN: 1573-1561
    Keywords: Cardenolide ; uscharidin ; metabolism ; monarch butterfly ; Danaus plexippus ; Lepidoptera ; Danaidae ; milkweed ; Asclepias ; N-demethylation ; mixed function oxidase ; monooxygenase
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Midgut and fat body homogenates of monarch butterfly larvae,Danaus plexippus L. (Lepidoptera:Danaidae), were examined for microsomal monooxygenase activity usingp-chloro-N-methylanilineN-demethylation and for the ability to metabolize a milkweed (Asclepias spp.) cardenolide (C23 steroid glycoside), uscharidin. All homogenates tested had bothN-demethylation and uscharidin biotransformation activities. Both transformations required NADPH. The monooxygenase inhibitors sesamex, SKF525A, and carbon monoxide inhibitedN-demethylation but not uscharidin biotransformation. Subsequent subcellular fractionation revealed the uscharidin biotransformation occurs in the soluble fraction and not the microsomal fraction, whileN-demethylation occurs in the microsomal fraction and not the soluble fraction. The larval NADPH-dependent microsomal monooxygenase apparently is not involved in the metabolism of uscharidin.
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  • 110
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    Journal of chemical ecology 16 (1990), S. 3277-3290 
    ISSN: 1573-1561
    Keywords: Plant-insect interactions ; redox ; reduction potential ; digestion ; Lepidoptera ; Danaus plexippus ; Lymantria dispar ; Manduca sexta ; Papilio glaucus ; Polia latex ; Danaidae ; Lymantriidae ; Sphingidae ; Papilionidae ; Noctuidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Large interspecific differences in redox potential exist among herbivorous lepidopteran larvae. Reducing conditions occur in the midguts ofManduca sexta (Sphingidae) andPolia latex (Noctuidae), whereas oxidizing conditions prevail in the midguts ofLymantria dispar (Lymantriidae),Danaus plexippus (Danaidae), andPapilio glaucus (Papilionidae). The epithelium of the posterior midgut ofM. sexta fed a diet containing bismuth subnitrate accumulates bismuth sulfide, suggesting that sulfide might be one of the reducing agents responsible for the maintenance of reducing conditions in this species. We propose that the effects of plant allelochemicals in insect herbivores will be strongly affected by gut redox conditions and that the regulation of gut redox conditions is an important adaptation of insect herbivores to the chemical defenses of plants. The redox state of the gut is yet another insect trait that must be included in the analysis of plant-insect interactions.
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  • 111
    ISSN: 1573-1561
    Keywords: Asclepias fruticosa ; milkweed ; Danaus plexippus ; monarch butterfly ; Lepidoptera ; Danaidae ; cardenolides ; HPLC ; gomphoside ; afroside ; digitoxin ; calactin ; calotropin ; cardenolide fingerprint ; cardiac glycosides ; internal standard
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The cardenolide extracts from latex and aerial parts ofAsclepias fruticosa and ofDanaus plexippus reared onA. fruticosa orA. curassavica were purified by adsorption chromatography on silica gel. HPLC analysis on a C18 reverse-phase column with an acetonitrile-water gradient as mobile phase, separated 28 compounds with a UV spectrum typical forcardenolides. Afroside and gomphoside (major components), as well as calotropagenin, calotoxin, calotropin, calactin, uscharidin, uscharin, and voruscharin, occurred as single peaks in the profiles of latex and aerial plant parts ofA. fruticosa. Calactin and calotropin were the major cardenolides inDanaus plexippus reared onA. fruticosa orA. curassavica. Quantitative data obtained with digitoxin as internal standard showed that 1.3–1.5% of the leaf cardenolides were sequestered byDanaus plexippus in which levels of 70–80μg cardenolide per butterfly were measured. The calotropin from the leaves was almost completely sequestered, and 10–13% of the calactin was stored by the butterfly, assuming that no conversion occurred in larval tissues.
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  • 112
    ISSN: 1573-1561
    Keywords: Hepialus ; Lepidoptera ; Hepialidae ; swift moth ; pheromone ; dihydropyrone ; 2,9-dioxabicyclo[3.3.1] nonane ; behavior ; electrophysiology
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract (R)-6-Ethyl-2-methyl-2,3-dihydro-4H-pyran-4-one, (1R,3S,5R)-3-ethyl-1,8-dimethyl-2,9-dioxabicyclo[3.3. 1]non-7-ene, and (1R,3S,5R)-3-ethyl-1,8-dimethyl-2,9-dioxabicyclo[3.3.1]non-7-en-6-one represent the main components in the male pheromone of the swift moth,Hepialus hecta. The amounts of the three components were 40, 5, and 5 μg per male, respectively. Structure elucidation of the compounds was based on spectroscopic data as compared to synthetic reference samples. The absolute configurations were determined by gas chromatography on chiral stationary phases; optically active samples served as reference compounds. Electrophysiological and behavioral experiments with natural material and synthetic samples clearly showed the three heterocyclic compounds to act as pheromones. (E, E)-α-Farnesene represents the main component of the scent secretion of maleHepialus humuli.
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  • 113
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Yponomeutidae ; Yponomeuta malinellus ; sex pheromone ; apple ermine moth ; (Z)-9-dodecen-1-ol acetate ; (Z)-11-tetradecen-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract When electroantennographic responses of maleYponomeuta malinellus Zeller to model compounds were determined at dosages of 0.3–30 ng, the strongest responses were obtained from (Z)-9-dodecen-1-ol acetate (Z9–12∶Ac). Also, strong responses were obtained from (Z)-11-tetradecenal (Z11–14∶A1) and (Z)-11-tetradecen-1-ol (Zl1–14∶OH). At a dosage of 0.3 ng,Z11–14∶A1 produced a stronger response thanZ11–14∶OH, while at a dosage of 30 ng,Z11–14∶OH andZ11–14∶A1 produced equal responses. Gas chromatographic and mass spectral analysis of extracts of female sex pheromone glands showed the presence ofZ9–12∶Ac, tetradecan-1-ol (14∶OH), (E)-11-tetradecen-1-ol (E11–14∶OH),Z11–14∶OH, hexadecan-1-ol, and hexadecan-1-ol acetate in a ratio of 0.6∶200∶37∶100∶140∶35. In field tests,Z9–12∶Ac andZ11–14∶OH together were required for trap catch, and addition ofZ11–14∶A1,E11–14∶OH, 14∶OH, or (Z)-11-tetradecen-1-ol acetate did not increase catch. Ratios in rubber septa of 0.5∶99.5 to 1.5∶98.5 (Z9–12∶ Ac/Z11–14∶OH) captured the most males and captures were statistically equivalent for dosages of 10–1000 μg/rubber septum. Traps baited with the synthetic lure produced better catches than those baited with females.
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  • 114
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    Journal of chemical ecology 16 (1990), S. 509-519 
    ISSN: 1573-1561
    Keywords: Sex pheromone ; (Z)-7-dodecenyl acetate ; (Z)-5-dodecenyl acetate ; 11-dodecenyl acetate ; dodecyl acetate ; (Z)-9-tetradecenyl acetate ; (Z)-7-tetradecenyl acetate ; Lepidoptera ; Noctuidae ; Trichoplusia ni
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Female cabbage looper moths,Trichoplusia ni, from laboratory colonies initiated from three locations across the United States emitted similar quantities and blend ratios of the six known pheromone components. In contrast, females from a long-established laboratory colony emitted a greater proportion of four of the five minor components relative to the major component, (Z)-7-dodecenyl acetate; only the relative proportion of 11-dodecenyl acetate was similar in all of the populations sampled. Females from this population emitted (Z)-7-dodecenyl acetate at a rate similar to that from females from field-collected colonies. Within each population there were highly significant correlations among the quantities of pheromone components of similar molecular weights. Correlations between components of different molecular weights were not as great, but often were significant. Similarities of blend ratios among field populations may indicate that the chemical signal in this species is conservative. The difference of the blend ratios in our laboratory population from the other populations may indicate a decrease in the intensity of selection pressure that usually would maintain these values.
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  • 115
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    Journal of chemical ecology 16 (1990), S. 2203-2216 
    ISSN: 1573-1561
    Keywords: Yponomeuta cagnagellus ; caterpillars ; Lepidoptera ; Yponomeutidae ; trail following ; chemical marker ; trail pheromone ; stability ; pheromone secretory site
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Trail following in lepidopterous larvae is often attributed to chemical markers, but only a few clear-cut examples are found in the literature. In this paper evidence is presented for a chemical basis of the trail following behaviour ofYponomeuta cagnagellus. (Lepidoptera: Yponomeutidae) The marker is shown to be very persistent under laboratory conditions and is water soluble. Several possible secretory sites were investigated, and it is concluded that the marker is probably secreted together with the silk from the labial gland. Problems associated with the demonstration of trail markers in caterpillars are discussed.
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  • 116
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Geometridae ; sex pheromone ; sex attractant ; behavioral antagonist ; enantiomer ; (6Z,9Z,3S,4R)-epoxy-heptadecadiene ; (6Z,9Z,3R,4S)-epoxy-heptadecadiene ; (3Z,9Z,6S,7R)-epoxyheptadecadiene ; (6Z,9Z,3S,4R)-epoxy-nonadecadiene ; (6Z,9Z,3R,4S)-epoxy-nonadecadiene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Stereoselective syntheses of chiral C17 to C21 6Z,9Z-cis-3,4-epoxydienes were developed. Field tests of the enantiomerically enriched epoxides as components of synthetic sex attractant lures were carried out, and those with C17 and C19 chain lengths, particularly, were attractive to male moths of several species. Moths were usually specifically attracted by one of a pair of enantiomers, and the opposite enantiomer could actually be a behavioral antagonist. Males belonging to nine species of Geometridae were captured.Probole amicaria (Herrich-Schäffer) males were taken in traps baited with the mixture (6Z,9Z,3S,4R)-epoxy-nonadecadiene (6Z,9Z,3S,4R-epoxy-19∶H) + 3Z,9Z,6R,7S-epoxy-19∶H + 3Z,6Z,9Z-19∶H(9∶1∶8). Other species responding to the C19 compounds included (attractant components follow in parentheses);Sicya macularia (Harris) (6Z,9Z,3S,4R-epoxy-19∶H + 3Z,6Z,9Z-19∶H),Anavitrinella pampinaria (Guenée) (6Z,9Z-cis-3,4-epoxy-19∶H + 3Z,9Z,6S,7R-epoxy-19∶H), andLycia ursaria (Walker) (6Z,9Z-3S, 4R-epoxy-19∶H + 3Z,6Z,9Z-19∶H). Males of the following species were captured byC 17 epoxides:Itame occiduaria (Packard) (6Z,9Z,3R,4S-epoxy-17∶H + 3Z,6Z,9Z-17∶H),Itame brunneata (Thunberg) (6Z,9Z,3S,4R-epoxy-17∶H),Epelis truncataria (Walker) (both enantiomers of 6Z,9Z-cis-3,4-epoxy-17∶H),Semiothisa ulsterata (Pearsall) (3Z,9Z-6S,7R-epoxy-17∶H), andS. signaria dispuncta (Walker) (3Z,9Z-cis-6,7-epoxy-17∶H + 3Z,6Z,9Z-17∶H). The interactions among enantiomers and regioisomers are discussed as a mechanism by which cross attraction between sympatric species is limited.
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  • 117
    ISSN: 1573-1561
    Keywords: Vitex fisherii ; Verbenaceae ; phytoecdysteroid ; vitexirone ; 20-hydroxyecdysone ; ajugasterone C ; turkesterone ; pink bollworm ; Pectinophora gossypiella ; Lepidoptera ; Gelechiidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A novel phytoecdysteroid, vitexirone, has been isolated from a MeOH extract of the root bark of the East African medicinal plantVitex fisherii by recycling high-performance liquid chromatography on a semipreparative scale. In addition, three known phytoecdysteroids, 20-hydroxyecdysone, ajugasterone C, and turkesterone, also were isolated. The structure of vitexirone has been established spectroscopically. The position and stereochemistry of the 11-α-hydroxy group of ajugasterone C and vitexirone were confirmed by the1H-1H homonuclear COSY NMR data. These phytoecdysteroids disrupt the molting process of the pink bollwormPectinophora gossypiella.
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  • 118
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    Journal of chemical ecology 16 (1990), S. 2677-2690 
    ISSN: 1573-1561
    Keywords: Resistance ; Spodoptera frugiperda ; Lepidoptera ; Noctuidae ; antibiosis ; bioactivity ; plant biochemicals ; chlorogenic acid ; maysin ; luteolin ; fall armyworm ; centipedegrass ; Spodoptera frugiperda (J.E. Smith)
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Centipedegrass,Eremochloa ophiuroides (Munro) Hack, severely inhibits growth of the fall armyworm larva,Spodoptera frugiperda (J.E. Smith). Fresh centipedegrass extracts and extract fractions were deposited on Celufil, incorporated into meridic-based diets and bioassayed against neonate larvae of the fall armyworm in the laboratory. The methanol extract (F1) caused the greatest reduction in larval weight. When F1, was partitioned between méthylene chloride and water, the activity was transferred to the water-soluble fraction (F5), which, when further fractionated using preparative C-18 reverse-phase chromatography, yielded active F7 and F8 fractions. Gas chromatograph-mass spectrometry and high-pressure liquid chromatography (HPLC) showed F7 to be 95% caffeoylquinic acids with chlorogenic acid as the major constituent. HPLC analysis of F8 revealed maysin [2″-O- α-L-rhamnosyl-6-C-(6-deoxy-Xylo-hexos-4-ulosyl)luteolin] and other luteolin derivatives. Chlorogenic acid and other caffeoylquinic acids, maysin, and other luteolin derivatives are the major factors responsible for the antibiotic resistance of centipedegrass to larvae of the fall armyworm.
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  • 119
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    Journal of chemical ecology 16 (1990), S. 2771-2786 
    ISSN: 1573-1561
    Keywords: Colias ; Lepidoptera ; Pieridae ; courtship pheromone ; pheromone variation ; pheromone production ; cuticular hydrocarbons ; n-heptacosane ; 13-methylheptacosane ; n-nonacosane
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Body size, age, ambient temperature, wing wear, and flight activity were investigated as possible sources of variation in the quantities and relative proportions of the three chemical components [n-heptacosane (C27), 13-methylheptacosane (13MH), andn-nonacosane (C29)] of the male courtship pheromone ofColias eurytheme butterflies. Size of the male has very little influence on the amount of any of the pheromone components present on the wings. Most of the deposition of all three components onto the surface of the hindwing occurs between 3 and 9 hr after emergence from the pupa. 13MH is deposited more rapidly than C27 and C29, and C27 more rapidly than C29. After the first 12 hr posteclosion, the pheromone phenotype of an individual male remains relatively constant through at least 96 hr of age. Experiments showed that none of the three chemicals volatilize to any appreciable extent at temperatures likely to be experienced in the field. The pheromones of actively searching and courting males did not differ from those of less-active feeding and resting males, suggesting that volatilization induced by flight activity is not an important source of pheromone variation. Loss of scales with age does seem to affect pheromone phenotype, but not in a readily interpretable way. Although the quantity of 13MH was lower in worn males than in fresh, C27 was higher.
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  • 120
    ISSN: 1573-1561
    Keywords: Chilo partellus ; Lepidoptera ; Pyralidae ; sorghum ; feeding response ; phenolics ; phagostimulant ; 4-hydroxybenzaldehyde ; 4-hydroxybenzoic acid ; 4-hydroxy-3-methoxycinnamic acid ; 3,4-dihydroxycinnamic acid ; 4-hydroxycinnamic acid
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Phagostimulatory responses of third-instar larvae ofChilo Partellus to phenolic components identified in an ethyl acetate extract of the leaf whorls of 3-week-old plants ofSorghum bicolor cultivar IS 18363 were studied in no-choice bioassays. The major components in the extract were identified as 4-hydroxybenzaldehyde and 4-hydroxybenzoic acid, with 4-hydroxy-3-methoxycinnamic acid, 3,4-dihydroxycinnamic acid, and 4-hydroxycinnamic acid present in minor amounts. All but 4-hydroxycinnamic acid were stimulatory at the doses tested. 4-Hydroxybenzaldehyde was more stimulatory than other potential biogenetic analogs. Hydroxybenzoic acids generally elicited greater feeding response than cinnamic acids, and the pattern of oxygen substitution in the benzene ring was related to bioactivity.
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  • 121
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    Journal of chemical ecology 16 (1990), S. 1221-1236 
    ISSN: 1573-1561
    Keywords: Baculovirus ; nuclear polyhedrosis virus ; plant phenolics ; polyphenol oxidase ; tritrophic interactions ; Heliothis zea ; Lepidoptera ; Noctuidae ; Lycopersicon esculentum ; host plant resistance ; biological control
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The infectivity of the nuclear polyhedrosis virus, HzSNPV toHeliothis zea was significantly reduced when viral occlusion bodies were exposed to the plant phenolic chlorogenic acid in the presence of polyphenol oxidase. Chlorogenic acid is rapidly oxidized to the ortho-quinone, chlorogenoquinone, by foliar polyphenol oxidases of the tomato plant, Lycopersicon esculentum, when foliage is damaged during feeding by larvalH. zea. Our results indicate that chlorogenoquinone, a powerful oxidizing agent, covalently binds to the occlusion bodies of HzSNPV and significantly reduces their digestibility and solubility under alkaline conditions. This binding is proposed to interfere with the infection process by impairing the release of infective virions in the midgut.
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  • 122
    ISSN: 1573-1561
    Keywords: Erannis defoliaria (Z,Z,Z)-3,6,9-nonadecatriene ; (Z,Z)-3,9-cis-6,7-epoxy-nonadecadiene ; sex pheromone ; identification ; electroantennogram ; single sensillum ; peripheral inhibitor ; Agriopis marginaria ; Colotois pennaria ; Lepidoptera ; Geometridae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract (Z,Z,Z)-3,6,9-nonadecatriene (Z3,Z6,Z9–19Hy) and (Z,Z)-3,9-cis-6,7-epoxy-nonadecadiene (Z3,Z9-cis-6,7-epo-19Hy) were identified in pheromone gland extracts from femaleErannis defoliaria. The two components were found in a 1∶3 ratio, with the main component,Z3,Z9-cis-6,7-epo-19Hy present at an amount of about 1.5 ng per female. The components were identified by means of gas chromatography-mass spectrometry, gas chromatography-electroantennography and gas chromatography-single sensillum recordings. Single sensillum measurements on the male antenna showed two physiological types of sensilla. One type was characterized by a large spike amplitude cell responding toZ3,Z9-cis-6,7-epoxy-19Hy and a small spike amplitude cell responding toZ3,Z6,Z9–19Hy. A second type responded only with a large spike amplitude cell to the epoxide, and this cell was inhibited by the triene. Of the two pheromone components, the epoxide gave the higher response in the EAG tests. Preliminary field tests support the identification of the pheromone components. The epoxide was also found to be present in the extract of the pheromone gland ofColotois pennaria, and males ofC. pennaria andAgriopis marginaria were trapped by the mixture of the identified compounds.
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  • 123
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    Journal of chemical ecology 16 (1990), S. 1911-1920 
    ISSN: 1573-1561
    Keywords: Peridroma saucia ; variegated cutworm ; Lepidoptera ; Noctuidae ; feeding behavior ; growth inhibitors ; conversion efficiency ; asarones ; Acorus calamus ; antifeedants
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Asarones (2, 4, 5-trimethoxypropenylbenzenes) isolated from the essential oil ofAcorus calamus L. rhizomes, are potent growth inhibitors and antifeedants to the variegated cutworm,Peridroma saucia Hubner.cis-Asarone added to artificial diet significantly inhibited growth and feeding by first-, third-, and fourth-instar larvae, whereas thetrans isomer produced an antifeedant effect alone. Gross dietary utilization (efficiency of conversion of ingested food, ECI) was decreased when the diet was supplemented withcis-asarone or when this compound was topically applied to fourth-instar larvae. Inhibition of growth occurred even at a moderate topical dose (5 μg/larva) primarily as a result of decreased efficiency of conversion of digested food (ECD), even though the approximate digestibility (AD) of the food was unchanged. Oral or topical treatment withtrans-asarone also significantly inhibited larval growth, but in this case the effect can be strictly attributed to decreased consumption, as dietary utilization (ECI) was not affected. Both isomers displayed a direct antifeedant effect based on leaf disk choice tests. Thecis isomer was 7.0 and 5.5 times more potent thant thetrans isomer against fourth- and fifth-instar larvae, respectively. Our data suggest that the two asarone isomers have different modes of action.cis-Asarone is toxic in addition to having strong antifeedant activity, whereas thetrans isomer acts only as an antifeedant with no appreciable toxicity.
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  • 124
    ISSN: 1573-1561
    Keywords: Fall armyworm ; Spodoptera frugiperda ; Lepidoptera ; Noctuidae ; corn ; Zea mays ; plant-insect interaction ; amino acids ; herbivory ; feeding resistance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The free amino acids have been shown by isolational work and choice bioassays to be more important than all other factors evaluated in defining leaf-feeding resistance of corn (Zea mays L.) to fall armyworm (FAW) [(Spodoptera frugiperda J.E. Smith)] larvae. 6-MBOA (6-methoxybenzoxazolinone) and maysin, toxins present in corn, were shown not to be significant factors for leaf-feeding resistance to first-instar FAW larvae because of their low concentrations in the whorl. Amino acid analysis showed that while the ratios of the essential amino acids in susceptible (S) and resistant (R) lines were similar, there were differences in the nonessential amino acids, particularly aspartic acid, which was higher in R lines. Also, the ratio of essential amino acids to nonessential amino acids was important, being too low in expressed whorl leaf juice (obtained from V8–V10 growth stage plants) to support larval growth, although juice was stimulatory in choice tests. The total protein content of whorls in S lines was about 15% higher than in R lines, but the significance of this difference is uncertain, because nutritional tests showed that larval growth increased with total protein only up to 12% protein. Sugars were only slightly stimulatory. Thus, the amino acids along with higher hemicellulose content of R lines, established by us earlier, appear to explain much of the basis of resistance in corn to larval leaf-feeding of the FAW.
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  • 125
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    Journal of chemical ecology 16 (1990), S. 2009-2017 
    ISSN: 1573-1561
    Keywords: Apanteles kariyai ; Hymenoptera ; Braconidae ; Acantholeucania loreyi ; Pseudaletia separata ; Lepidoptera ; Noctuidae ; 2,5-dialkyltet-rahydrofuran ; arrestant ; allelochemical ; antimone ; kairomone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Females of the larval parasitoidApanteles kariyai (Watanabe) (Hymenoptera: Braconidae) are arrested on fecal pellets ofAcantholeucania loreyi (Duponchel) (Lepidoptera: Noctuidae) larvae. Upon subsequent antennal contact with anA. loreyi larva, females sting it with their ovipositor. However, such stinging did not result in any offspring. The allelochemical involved in feces has been identified and is identical to a kairomone of the hostPseudaletia separata (Lepidoptera: Noctuidae). In contrast toA. loreyi, P. separata is a suitable host forA. kariyai, and oviposition inP. separata results in offspring production. The allelochemical mediating the interaction betweenA. loreyi andA. kariyai is discussed in the context of current allelochemical terminology.
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  • 126
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    Journal of chemical ecology 17 (1991), S. 953-972 
    ISSN: 1573-1561
    Keywords: Electroantennogram ; single-cell recordings ; olfactory receptor cells ; cobalt tracing ; sex pheromones ; (Z)-11-hexadecenal ; (Z)-9-tetradecenal ; host odors ; Heliothis virescens ; Lepidoptera ; Noctuidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Partial electroantennograms (EAGs) and single cell recordings fromHeliothis virescens males have demonstrated the presence of pheromones receptor neurons in sensilla trichodea type 2 as well as in type 1. This is supported by cobalt tracing experiments, showing that primary axons from the distal flagellum, containing only s. trichodea type 2, project into the macrogiomerulus complex in the male antennal lobes. Four types of finely tuned pheromone receptor neurons were found in males, whereas in females the corresponding neurons responded mainly to host odors. In males the majority (75 and 18%, respectively) were tuned to the majorHeliothis virescens pheromone components (Z)-11-hexadecenal (Z11-16∶A1) and (Z)-9-tetradecenal (Z9-14∶A1). The others (5 and 2%, respectively) responded specifically to (Z)-1 1-hexadecen-1-ol (Z1 1-16∶OH) and (Z)-1 1-hexadecen-1-ol acetate (Z1 1-16∶Ac). No neurons responding selectively to the minor pheromone components were found. The Z11-16∶A1 neurons of both sensilla types possessed similar specificity. However, the sensitivity decreased toward the medial and distal part of the flagellum, where s. trichodea type 2 are located. This suggests that the pheromone concentrations can be detected peripherally by a spatial as well as a temporal mechanism. Differences in temporal response patterns (pronounced phasic vs. tonic component) were found within the same type of neurons, suggesting different ability to encode intermittency of the pheromone plume as well as to mediate maintenance of flight.
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  • 127
    ISSN: 1573-1561
    Keywords: Linear furanocoumarins ; Spodoptera exigua ; Lepidoptera ; Noctuidae ; UV light ; tritrophic interactions ; Bacillus thuringiensis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Acidic fogs with a pH of 2.0 and duration of 2 hr did not reduce the efficacy ofBacillus thuringiensis var.Kurstaki (Berliner). Therefore, the impact of UV radiation was investigated on the interactions between (1) levels of the antibacterial linear furanocoumarins psoralen, bergapten, and xanthotoxin inApium graveolens (L.) occurring following a 2.0 pH acidic fog episode, (2) the noctuidSpodoptera exigua (Hübner), and (3) a sublethal dosage of the microbial pathogenB. thuringiensis var.Kurstaki. Mean time to pupation in the absence of UV radiation (survival was too low to conduct this analysis for insects exposed to UV) was significantly extended by the addition of either psoralens orB. thuringiensis. Larvae developing on diets containingB. thuringiensis plus psoralens required nearly 40% longer to pupate than controls, but their effects were additive as the interaction was not significant. Although the mean times to adult emergence were significantly different, time spent in the pupal stage did not vary significantly between treatments, indicating that increases in larval developmental time were responsible for the observed decrease in developmental rate. Mean time to mortality, a weighted average time of death, was not significantly affected by any of the treatments. In a 2 × 2 × 2 factorial analysis, all main effects (linear furanocoumarins.B. thuringiensis, UV radiation) reduced survival significantly, as did the three-way interaction. Thus, antagonistic interactions with psoralens that would reduce the effectiveness ofB. thuringiensis in the field were not observed. When pairs of main effects were nested within the two levels (presence and absence) of the third factor, several two-way interactions were found. Interestingly, the activity ofB. thuringiensis and the psoralens, individually or in combination, was enhanced by exposure to UV radiation. Implications of this research are discussed for both natural and agricultural ecosystems.
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  • 128
    ISSN: 1573-1561
    Keywords: Attractant ; Geometridae ; Noctuidae ; Eufidonia convergaria ; Caripeta angustiorata ; Rivula propinqualis ; (3Z,6Z,9Z)-nonadecatriene ; (3Z,9Z)-(6R,7S)-epoxy-nonadecadiene ; (3Z,9Z)-(6S,7R)-epoxy-nonadecadiene ; (3Z,9Z)-cis-6,7-epoxy-nonadecadiene ; Lepidoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Sex attractants for the geometrid mothsEufidonia convergaria andCaripeta angustiorata, and the noctuid mothRivula propinqualis have been elucidated during field screening of a series of (3Z,6Z,9Z)-triene hydrocarbons (C17–22), and the racemic and enantiomerically enriched monoepoxydienes derived from those hydrocarbons. Biologically active compounds were identified by a combination of field testing of synthetic standards, electroantennography, and coupled gas chromatography-electroantennogram detection.E. convergaria males were optimally attracted by a 1∶1 blend of (3Z,9Z)-(6S,7R)-epoxy-nonadecadiene (3Z,9Z-6S,7R-epoxy-19∶H); other abbreviations follow the same system) with (3Z,6Z,9Z)-nonadecatriene (3Z,6Z,9Z-19∶H). The 6R,7S enantiomer of the epoxide had no apparent biological activity, either as an attractant or as a behavioral antagonist. Male moths also were attracted to blends of the C18 and C20 homologs of the triene and the epoxide. 3Z,6Z,9Z-19∶H and 3Z,6Z-cis-6,7-epoxy-19∶H were identified inE. convergaria female pheromone gland extracts. Males of the geometrid moth speciesC. angustiorata were attracted by a 1∶1 blend of 3Z,6Z,9Z-19∶H and enantiomerically enriched 3Z,9Z-6R,7S-epoxy-19∶H. Males of the noctuid mothR. propinqualis were attracted by an approximately 10∶1 blend of 3Z,6Z,9Z-19∶H and enantiomerically enriched 3Z,9Z-6S, 7R-epoxy-19∶H. The components were synergistic, with neither being attractive alone. The blend ratio was quite specific, as the attractiveness of blends decreased sharply on either side of the optimum ratio.
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  • 129
    ISSN: 1573-1561
    Keywords: Rice leaffolder ; Cnaphalocrocis medinalis ; Lepidoptera ; Pyralidae ; Oryza officinalis ; Oryza punctata ; Oryza sativa ; rice plant volatiles ; egg hatchability ; egg laying
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Rice plant volatiles extracted as steam distillates significantly affected the behavior of the rice leaffolder,Cnaphalocrocis medinalis (Guenée). Leaffolder moths laid significantly fewer eggs on TN1 rice plants treated with extracts of resistant wild species of rice,Oryza officinalis andOryza punctata, than on TN1 plants treated with extracts of resistant cultivated rices. Extracts ofO. officinalis andO. punctata adversely affected egg hatchability.O. officinalis andO. punctata extracts were more toxic to first-instar larvae than extracts of other resistant varieties. Leaf area consumed by the larvae was reduced on TN1 plants treated withO. officinalis andO. punctata extracts compared with that on plants treated with extracts of resistant cultivated rice varieties.
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  • 130
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    Journal of chemical ecology 16 (1990), S. 3067-3089 
    ISSN: 1573-1561
    Keywords: Semiochemicals ; kairomones ; parasitoid behavior ; parasitoid manipulation ; foraging environment ; Heliothis zea ; Lepidoptera ; Noctuidae ; Microplitis croceipes ; Hymenoptera ; Braconidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Allelochemicals are known to serve important roles at all steps in the host-searching sequence of parasitoids. We discuss the various roles of these allelochemics and the type of information needed to develop their use in pest control, which to date has been very limited. Rapid advancements are being made with respect to airborne chemicals and longer-range foraging behavior. Moreover, recent discoveries have shown that genetic diversity in parasitoid populations and phenotypic plasticity of individuals, together with their physiological state, often result in substantial variations in the response to chemical cues. Successful application of semiochemical-parasitoid systems will require management of these intrinsic parasitoid variables as well as management of the foraging environment. We illustrate emerging technology for such an application. For the immediate future, the development of this technology will allow us to: (1) define the genetic and phenotypic foraging profiles important to consistent and efficient parasitoid foraging, and (2) establish the proper propagation and release procedures and monitoring bioassays necessary to ensure appropriate behavioral and physiological qualities of released organisms. For the long term, we envision technology for comprehensively manipulating the pest/crop environment in ways that would provide foraging stimuli and other needs important to retention and efficiency of parasitoids.
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  • 131
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; Homoeosoma nebulellum ; European sunflower moth ; sex pheromone ; identification ; multicomponent blend ; (Z,E)-9,12-tetradecadienal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Four components, (Z)-9-tetradecenal (8.6%), (Z,E)-9,12-tetradecadienal (4.8%), (Z)-11-hexadecenal (49.5%), and (Z)-13-octadecenal (37.1%), were identified in extracts of female pheromone glands of the European sunflower moth,Homoeosoma nebulellum (Lepidoptera: Pyralidae) using GC and GC-MS analyses. EAG and single-cell recordings of male antennal receptors gave strong evidence for (Z,E)-9,12-tetradecadienal as the antennal key compound of sex pheromone detection in this species. This result was confirmed by field trapping; removal of (Z,E)-9,12-tetradecadienal from quaternary blends completely suppressed the male catches. The synthetic blends with this compound as a major component caught five times less males than the blends reproducing the ratio found in the female extracts [5% of (Z,E)-9,12-tetradecadienal only]. The occurrence of a minor component perceived as the most biologically relevant compound is discussed.
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  • 132
    ISSN: 1573-1561
    Keywords: Pheromone ; attractant ; 6(Z),9(Z)-nonadecadiene ; 3(Z),6(Z),9(Z)-nonadecatriene ; 3(Z),6(Z),9(Z)-eicosatriene ; 6(Z),9(Z)-cis-3 ; 4-epoxynonadecadiene ; Paleacrita vernata ; spring cankerworm ; Lepidoptera ; Geometridae ; trap height ; behavioral antagonist
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Two sex pheromone components, 3(Z),6(Z),9(Z)-nonadecatriene (3Z,6Z,9Z-19 ∶ H), and 3(Z),6(Z),9(Z)-eicosatriene (3Z,6Z,9Z-20∶ H), have been positively identified, and a third component, 6(Z),9(Z)-nonadecadiene (6(Z),9(Z)-19 ∶ H) has been tentatively identified from abdominal tip extracts of female spring cankerworm moths,Paleacrita vernata Peck (Lepidoptera∶ Geometridae). The pheromone components were identified by a combination of gas chromatography, electroantennography, mass spectrometry, chemical tests, comparison with standards, and field testing. Only 3Z,6Z,9Z-20 ∶ H exhibited significant attractant activity when tested alone, and it was potentiated by the other two components. The attractive blend was an 8∶2∶1 ratio of 3Z,6Z,9Z-20∶H/3Z,6Z,9Z-19∶H/6Z,9Z-19∶H. However, the two-component blend of 3Z,6Z,9Z-20 ∶ H and 6Z,9Z-19 ∶ H (8∶1 ratio) was as attractive as the three-component blend in further field tests. A series of related compounds, the diene monoepoxides available from epoxidation of C19 and C20 3Z,6Z,9Z-trienes, some of which have been found in the pheromone blends of other moth species, were tested as behavioral antagonists. The attraction of male moths to synthetic lures was suppressed by the addition of 6Z,9Z-cis-3,4-epoxy-nonadecadiene to the lures. Additional experiments were performed to determine the effects of lure dosage, trap height, and trap design on the numbers of male moths captured.
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  • 133
    ISSN: 1573-1561
    Keywords: Courtship pheromone ; Utetheisa ornatrix ; Lepidoptera ; Arctiidae ; sexual selection ; hydroxydanaidal ; pyrrolizidine alkaloid ; Crotalaria
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Hydroxydanaidal, the corematal courtship pheromone of maleUtetheisa ornatrix, shows pronounced quantitative variation in natural populations of the moth. Males that, as larvae, fed on seed-bearing rather than immature food plants (Crotalaria spectabilis orC. mucronata) produce higher levels of hydroxydanaidal. Such males also have higher systemic loads of pyrrolizidine alkaloid, the known metabolic precursor of hydroxydanaidal, whichUtetheisa sequester from their larval diet and which is concentrated in the seeds ofCrotalaria. Males raised on seed-bearing plants also achieve higher adult weight. In the context of sexual selection, therefore, femaleUtetheisa could, through assessment of male hydroxydanaidal levels, gauge both the alkaloid content and body weight of their suitors.
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  • 134
    ISSN: 1573-1561
    Keywords: Sex pheromone ; individual variation ; pheromone titer ; periodicity ; (E,Z)-4,7-tridecadien-1-yl acetate ; (E,Z,Z)-4,7,10-tridecatrien-1-yl acetate ; Lepidoptera ; Gelechiidae ; potato tuberworm moth ; Phthorimaea operculella
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The ratios and quantities of the pheromone components, (E,Z)-4,7-tridecadien-1-yl acetate (diene) and (E,Z,Z)-4,7.10-tridecatrien-1-yl acetate (triene), in the glands of individual female potato tuberworm moths (Phthorimaea operculella) originating from the United States (California) and Japan (Nagoya) were analyzed by gas chromatography. Quantities of glandextracted pheromone components of Nagoya females fluctuated in a periodic fashion during the photoperiod. Maximal titers coincided with the onset of scotophase (and calling), then gradually declined to minimal levels soon after lights-on. The average daily pheromone quantities decreased significantly as females aged. Both populations exhibited considerable variation in the ratio of the two components. The proportions of triene in the blend ranged from 27% to 88% (triene −X = 56 ± 13% SD; CV = 23%) for California females and from 16% to 71% (42 ± 13%; CV = 31%) for Nagoya females. Nagoya females also stored significantly higher amounts of pheromone in their glands (8.6 ± 3.9 ng) than did California females (2.7 ± 1.4). The differences between the populations, while substantial, would probably not be sufficient to impart a barrier to panmixis, given the wide range of component ratios favored by the males.
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  • 135
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    Journal of chemical ecology 16 (1990), S. 2615-2621 
    ISSN: 1573-1561
    Keywords: Lacinipolia renigera ; Lepidoptera ; Noctuidae ; bristly cutworm ; insect pheromones ; (itZ)-9-tetradecenyl acetate ; (Z, E)-9 ; 12-tetradecadienyl acetate ; bolas spider ; Mastophora hutchinsoni
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sex pheromone of the bristly cutworm moth,Lacinipolia renigera was identified as a blend of (Z)-9-tetradecenyl acetate (itZ9–14): Ac and (Z, E)-9,12-tetradecadienyl acetate (ZE-9,12–14: Ac). Extracts of female glands were analyzed by capillary gas chromatography on three columns of different polarities. In each analysis, peaks with retention times identical to Z9–14:Ac andZE–9, 12–14: Ac were observed. GC-MS analysis of gland extracts supported the identification of these two compounds. Volatiles emitted from female sex pheromone glands during 10-min collection periods contained 7.8 ±2.01 ng ofZ9- 14: Ac. On average the blend contained 3.8 ± 1.43%ZE-9,12–14: Ac. Blends ranging from 1% to 10%ZE- 9,12–14: Ac in Z9-14: Ac (1 mg) were effective in capturing males in the field. The number of males captured in traps baited with a 3 % blend ofZE- 9,12-14: Ac in Z9-14: Ac was not significantly different than the number caught in traps containing two virgin females.
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  • 136
    ISSN: 1573-1561
    Keywords: Cnaphalocrocis medinalis ; electroantennogram ; green leaf volatiles ; host-plant resistance ; Lepidoptera ; Marasmia patnalis ; olfaction ; plant volatiles ; Pyralidae ; rice leaf folder
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Electroantennograms (EAGs) were recorded from male and female moths of two sympatric leaf folder species,Cnaphalocrocis medinalis (Gue-née) andMarasmia patnalis Bradley (Lepidoptera: Pyralidae) to 91 volatile chemicals of plant origin. Responses of both leaf folder species were similar to all compounds except to three monoterpenes-β-myrcene, menthone, and isomenthone- and two sesquiterpenes-cis-nerolidol and isophytol. Response ofM. patnalis, an oligophagous leaf folder, to these compounds was higher compared with that of polyphagousC. medinalis. EAG responses of males to saturated and unsaturated aliphatic aldehydes were significantly higher than those of conspecific females in both species. A higher response ofC. medinalis males also was observed for 1-nonanol, 3-nonen-2-one, andtrans, trans-2,6-dimethyl-2,4,6-octatriene. In contrast, females of both species responded more to monoterpenes, borneol, isoborneol, and fenchyl alchohol. Response ofC. medinalis female was higher for terpinen-4-ol, carveol, dihydrocarveol, (−)-myrtenal, and perillaldehyde. In both species and sexes, high EAG responses were recorded for compounds of the green leaf odor complex. EAG responses to nonanal and hexanal were maximum among the aliphatic aldehydes while 1-hexanol elicited the highest response among the alcohols tested. EAG responses to terpene compounds-citronellal,α-terpineol, and (−)-myrtenal-were equal to the response to 1-hexanol. While all compounds tested elicited a negative potential, thymol and carvacrol elicited a positive EAG potential. The EAG data are discussed with regard
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  • 137
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    Journal of chemical ecology 17 (1991), S. 207-215 
    ISSN: 1573-1561
    Keywords: Heliothis zea ; corn earworm ; Lepidoptera ; Noctuidae ; Pastinaca sativa ; wild parsnip ; Apiaceae ; furanocoumarins ; defense ; xanthotoxin ; photoactivation ; bioassay
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Fruits ofPastinaca sativa (Apiaceae), the edible parsnip, contain six different furanocoumarins that are differentially capable of ultraviolet-mediated cross-linkage of DNA and inhibition of DNA transcription. Individually, none of the other furanocoumarins present in parsnip seeds is as toxic as the photosensitizer xanthotoxin. Nevertheless, the natural mixture of compounds is toxicologically more effective againstHeliothis zea (Lepidoptera: Noctuidae), both in the presence and absence of UV light, than is an equimolar amount of xanthotoxin. The difference in toxicity diminishes with increasing light levels. Thus, a series of structurally related natural products can display toxicity lacking in individual compounds and may represent an adaptive compromise to varying environmental conditions.
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  • 138
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    Journal of chemical ecology 17 (1991), S. 195-205 
    ISSN: 1573-1561
    Keywords: Pyrrolizidine alkaloids ; pollination ; nectar constituents ; Ithomiinae ; Danainae ; Heliconiinae ; Lepidoptera ; Nymphalidae ; agraulis vanillae
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Pyrrolizidine alkaloids occur in several plant families, attracting ithomiine and danaine butterflies that specialize on the flowers. I show that pyrrolizidine alkaloids in artificial nectar also inhibit at least one butterfly,Agraulis vanillae (Nymphalidae: Heliconiinae), a more general forager. Inhibition was demonstrated in two ways: quantity of nectar consumed and number of artificial flowers visited. The amount of sucrose solution consumed by individual butterflies was measured using a microcapillary tube. Number of flower visits was determined using an array of artificial orange and yellow flowers.A. vanillae drank less sucrose solution with monocrotaline, a pyrrolizidine alkaloid, than without. When monocrotaline was placed into yellow flowers,A. vanillae learned to visit predominantly orange flowers. Evolutionarily, pyrrolizidine alkaloids in nectar may represent an adaptation to exclude butterflies. Ithomiines and danaines, seeking these compounds in larval food plants, were not excluded. Alternatively, ithomiines and danaines overcame the nectar defense. In either case, the plant effectively increased floral constancy by inhibiting generalist butterflies and attracting specialists.
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  • 139
    ISSN: 1573-1561
    Keywords: Mamestra brassicae ; Lepidoptera ; Noctuidae ; hairpencils ; male-produced compounds ; identification ; benzaldehyde ; 2-methylpropanoic acid ; 2-methylbutanoic acid ; benzyl alcohol ; 2-phenylethanol ; phenol ; electroantennography
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Extracts of maleMamestra brassicae (L.) hairpencils were analyzed by capillary gas chromatography (GC) and by GC-mass spectrometry (GC-MS). The extracts were found to consist of six components. Benzaldehyde, 2-methylpropanoic acid, 2-methylbutanoic acid, and phenol were present in the extracts as well as the previously identified benzyl alcohol and phenyl ethanol. The two major components were 2-phenylethanol and 2-methylbutanoic acid. They represented, respectively, 74% and 12.5% of the total blend in 3-day-old male extracts. Electroantennograms were recorded on male and female antennae in response to stimulation by hairpencil compounds. Male and female antennae responded to each chemical but the female responses were significantly higher than those of the males.
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  • 140
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    Journal of chemical ecology 17 (1991), S. 1941-1951 
    ISSN: 1573-1561
    Keywords: α-Tocopherol ; elicitor ; alterable resistance ; soybean ; Trichoplusia ni ; Lepidoptera ; Noctuidae ; antiherbivory
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    Notes: Abstract The antioxidant vitamin E, α-tocopherol, was tested as a candidate elicitor of alterable antiherbivory in soybean plants against cabbage looper larvae. Although a nonspecific antioxidant, vitamin E proved elicitory to the involved sulfhydryl-dependent receptor-energy transducer protein in soybean plasma membrane. Effects of α-tocopherol were dependent on dosage, time, and space in the plant. The observed elicited effects were all decreases in herbivory. The best negative phytochemical correlate of looper feeding was the percentage of increased total HPLC peak area of extractables from elicited as compared to nonelicited leaves. Some specific compounds, e.g., glyceollins, were quantitatively major components of the total profile of secondary metabolites.
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  • 141
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    Journal of chemical ecology 17 (1991), S. 2035-2042 
    ISSN: 1573-1561
    Keywords: Sex pheromone ; (Z)-11-hexadecenal ; Brithys crini ; Lepidoptera ; Noctuidae
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The existence of a female sex pheromone of the noctuid mothBrithys crini Fabricius was confirmed in both laboratory bioassay and field tests. Crude extracts and airborne volatiles from females were analyzed by gas chromatography and mass spectrometry and the data compared with authentic compounds. The primary sex pheromonal compound was Z11-16: Ald. Scanning electron microscopy showed that the external surface of the sex pheromone gland was covered with folds that might increase the sex pheromone evaporation area.
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  • 142
    ISSN: 1573-1561
    Keywords: Lymantria dispar ; gypsy moth ; Lymantria mathura ; Lepidoptera ; Lymantriidae ; pheromone ; disparlure ; cis-7,8-epoxy-2-methyocta-decane
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    Notes: Abstract Pheromone traps baited with (+)-disparlure,cis-7,8-epoxy-2methyocta-decane, captured males ofLymantria dispar, L. monacha, andL. mathura in northeastern People's Republic of China.L. dispar responded to the addition of olefin to (+)-disparlure-baited traps in a negative doseresponse manner. Observations on site and seasonal capture ofL. dispar andL. mathura are discussed.
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  • 143
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; sex pheromone ; (Z,E)-9,11,13-tetradecatrienal ; mimic ; (Z,E)-7,9,11-dodecatrienyl formate ; wind tunnel ; attractant ; electrophysiology ; receptor cell
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    Notes: Abstract The behavioral and electrophysiological activity of a mimic [(Z,E)7,9,11-dodecatrienyl formate] of the major sex pheromone component [(Z,E) 9,11,13-tetradecatrienal] of carob moth was assessed. Wind-tunnel bioassays demonstrated that the formate was as effective as natural gland extracts, and significantly more effective than the trienal alone or than the trienal blended with two minor pheromone components, in evoking source contact. Dispensers containing the formate were as effective as trienal-containing blend lures in attracting males when placed at the same dosage in traps in date gardens. Single-cell recordings showed that at least two olfactory neurons, differentiated by spike amplitude, are located in the long trichoid hairs on male carob moth antennae. Dose-response relationships indicated that puffs from cartridges loaded with at least 0.1 μg of the formate or of the trienal were necessary to elicit spiking by either the small or the large-spiking cell within a sensillum. Cross-adaptation studies demonstrated that both compounds stimulated the same large-spiking cell. The frequencies of spikes evoked from the large cell when stimulated by emissions from 0.1-μg, 1-μg, or 10-μg cartridges of either the formate or the trienal were not significantly different, suggesting that the formate is an effective mimic of the trienal at the antennal receptor cell level.
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  • 144
    ISSN: 1573-1561
    Keywords: Cotton ; Gossypium arboreum ; tobacco budworm ; Heliothis virescens ; Lepidoptera ; Noctuidae ; resistance ; allelochemicals ; flavonoids ; gossypetin 8-0-rhamnoside ; gossypetin 8-0-glucoside
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    Notes: Abstract Asiatic cottons [Gossypium arboreum (L.)] have been investigated as a source of resistance to the tobacco budworm [Heliothis virescens (Fab.)] because their diversely colored petals have been presumed to contain various allelochemicals. However, we found that larvae fedG. arboreum squares (buds) grew about equally compared with those fed squares from commercialG. hirsutum lines. The best source of resistance was found in severalG. hirsutum double-haploid (DH) lines. In our investigation of allelochemicals, G.arboreum lines were found to contain much less gossypol in leaves, squares (buds), and petals thanG. hirsutum L. lines. Flavonoids were significantly higher inG. arboreum lines only in petals. Of 22G. arboreum lines from which squares were gathered and fed to tobacco budworm (TBW) larvae in the laboratory, larval growth was not significantly decreased on any, but larval survival was decreased on six. When the square flavonoids were isolated and incorporated in laboratory diets for the TBW, moderate toxicity was observed. However, the estimated toxicities were not greater than those of the same flavonoid isolates fromG. hirsutum lines. The most prevalent flavonoids, all previously found in G.arboreum plant tissues, were gossypetin 8-0-glucoside and gossypetin 8-0-rhamnoside, neither of which were present inG. hirsutum tissue. Quercetin 3-0-glucoside, quercetin-3′-0-glucoside, and quercetin 7-0-glucoside were also present in significant amounts in both species. Gossypetin 8-0-rhamnoside and gossypetin 8-0-glucoside were the most toxic flavonoids tested (the ED50% was estimated to be 0.007 and 0.024) and therefore may prove to be contributing factors of resistance to TBW feeding.
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  • 145
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; Pyraustinae ; Pyraustini ; Fumibotys fumalis ; sex pheromone ; (E,E)-10 ; 12-tetradecadienyl acetate ; (Z)-11-tetradecenyl acetate ; (E)-11-tetradecenyl acetate ; (Z)-9-tetradecenyl acetate
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    Notes: Abstract Compounds identified in sex pheromone gland extracts of femaleFumibotys fumalis (Guenee) consisted of (E,E)-10,12-tetradecadienyi acetate, (Z)-11-tetradecenyl acetate, (E)-11-tetradecenyl acetate, and (Z)-9-tetradecenyl acetate in a ratio of 100:18: 8:4, respectively. The compounds were identified by electroantennographic, gas Chromatographic, mass spectrometric, and chemical derivatization procedures. In mint fields synthetic components in gray elastomeric septa at ratios found in the sex pheromone gland and at doses of 3 or 10 mg of the diene produced trap catch comparable to traps baited with three females.
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  • 146
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    Journal of chemical ecology 17 (1991), S. 317-334 
    ISSN: 1573-1561
    Keywords: Antennal catabolism ; Ostrinia nubilalis ; Lepidoptera ; Pyralidae ; pheromone analogs ; 11-tetradecenyl acetate
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    Notes: Abstract When physiologically excessive amounts of the female sex pheromone of the European corn borer (ECB) or esters analogous to the pheromone were applied to the antennae of males, their behavioral responsiveness to pheromone in a flight tunnel was significantly impaired for 2 hr. Concurrent quantitative analyses of heptane extracts of the male antennae by gasliquid chromatography showed that the compounds applied to antennae were hydrolyzed and, at 2 and 4 hr posttreatment, little or none of the compound applied or hydrolysis product was detectable in the antennal extracts. After 4 hr of in vivo incubation, male responsiveness to pheromone was restored among moths treated with the analogs but not among moths treated with pheromone. Esterase activity on the antennae was moderately inhibited in vivo by a pheromone analog that is a so-called transition-state esterase inhibitor, 1,1, 1-trifluoro-14-heptadecen-2-one. However, the analog did not inhibit male behavior when it was coevaporated with pheromone in a flight-tunnel assay. Therefore, in the presence of pheromone, the analog did not compete well for esterase or the pheromone receptor. Treating the antennae of intact males with tetrahydrofuran obliterated sex pheromone response capability in males, but the treatment did not significantly attenuate esterase and other catabolic activity of the antennae. Indications are that degradation of esters on the ECB antennae involves substrate-nonspecific esterase activity and other metabolic processes that in turn remove hydrolysis products from the antennae. Maintenance of a male's ability to respond to pheromone is linked to these processes.
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  • 147
    ISSN: 1573-1561
    Keywords: Actebia fennica ; Lepidoptera ; Noctuidae ; cutworm ; pheromone traps ; pheromone ; monitoring
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Catch rates of black army cutworm moths,Actebia fennica (Lepidoptera: Noctuidae), were determined for different types of traps and different dispenser loads of sex attractant. Of the five traps tested, highest catch (35 males/per night) was obtained with Uni-Traps, whereas Pherocon 1CP, Delta and Hara traps rapidly became saturated at 9, 6, and 11 males/per night, respectively. Multi-Pher traps, like the Uni-Traps, have a covered vertical cone with a large collecting bucket but only catch about 1/3 of the number of moths (9 males/per night) as the Uni-Traps, thus reducing potential saturation. Red rubber septa loaded with 500 μg of attractant blend gave a consistent catch for at least 60 days; 1000 and 2000 μg loadings lasted for a minimum of 90 days. Polyvinylchloride and red rubber septa dispensers containing 100 μg of attractant had similar catch rates, which decreased rapidly with age. Based on these trap and lure-loading experiments, Multi-Pher traps baited with 1000 μg of attractant in a red rubber septum were selected for future calibration studies between catch density and population fluctuations on susceptible sites. Two years of monitoring results also are reported.
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  • 148
    ISSN: 1573-1561
    Keywords: Ctenopseustis obliquana ; Tortricinae ; Lepidoptera ; pheromones ; (Z)-5-tetradecenyl acetate ; (Z)-8-tetradecenyl acetate ; sibling species ; blend preferences ; electrophysiology ; intraspecific variation
    Source: Springer Online Journal Archives 1860-2000
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    Notes: Abstract The specific status ofCtenopseustis obliquana pheromone-types I, II, and III has been more fully examined. Females of types I and III produce a mixture of (Z)-8- and (Z)-5-tetradecenyl acetates (Z8-14:Ac, Z5-14: Ac). The previously reported different ratios of these two components in females of the two types (type I=80∶20, III=90∶10) have been reinvestigated. The median ratios of each type differed significantly, although there was some overlap in the ranges of these ratios. A field cage trial showed that males of type III are attracted to females of type I, so the observed differences may be ascribed to intraspecific variation. In contrast to females of types I or III, females of type II produce Z5-14∶Ac but no Z8-14∶Ac. The electroantennogram (EAG) profile of antennae of type II males shows a maximum response to Z5-14∶Ac, while the EAG profiles of types I and III show a strong response to Z8-14∶Ac. In wind tunnel tests using mixtures of these two compounds, type II males prefer blends consisting of all or mostly Z5-14: Ac, while type I males showed a preference to a mix of 70% Z8-14∶Ac plus 30% Z5-14∶Ac. We found that type I males are attracted to type I females when offered a choice between type I and type II females in a field cage test and that type II males similarly prefer type II females. Males of types I and II have specialist cells for Z8-14∶Ac and Z5-14∶Ac but differ with respect to relative densities of these cells and to further cell types responsive to other alkenyl acetates. Type IIC. obliquana is considered therefore a sibling species of types I and III. In addition, the amount of Z5-14∶Ac produced by type II females varied geographically. Females from the North Island produced significantly less (median=1.2 ng) Z5-14∶Ac than females from the South Island (median=2.2 ng). Type II populations in the North Island morphologically resembled sympatric type I, rather than type II from the South Island and are designated as type II (North Island). Type II (North Island) populations have so far been found only at Rukuhia (near Hamilton) and from Kerikeri. In contrast, type II populations are sympatric with type III populations over much of the South Island. In a field cage trial, males of types II and II (North Island) were attracted to females of both II and II (North Island). We tentatively ascribe the differences between type II and type II (North Island) to intraspecific variation.
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  • 149
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    Journal of chemical ecology 20 (1994), S. 231-238 
    ISSN: 1573-1561
    Keywords: Trichoplusia ni ; Lepidoptera ; Noctuidae ; sex pheromone ; behavior ; evolution ; sexual selection
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Male cabbage looper moths,Trichoplusia ni, from two colonies in which all females express an abnormal sex pheromone production phenotype were evaluated in a laboratory wind tunnel for upwind flight responses to the normal and abnormal sex pheromones. The abnormal sex pheromone blend consisted of 20 times as much (Z)-9-tetradecenyl acetate and 30-fold less (Z)-5-dodecenyl acetate compared to the normal pheromone blend. Initially, these males exhibited poor behavioral responses to the abnormal sex pheromone and maximum responses to the normal pheromone blend, indicating that there was no linkage between signal production and response. After 49 generations of laboratory rearing, males from the mutant colonies maintained good responses to the normal pheromone and increased their behavioral response to the abnormal sex pheromone to the same levels as for the normal pheromone. Over the same period, normal males maintained their preference for the normal pheromone. These results indicated that evolution had occurred in mutant colonies in favor of greater male responsiveness to the abnormal sex pheromone, resulting in the broadening of the response spectrum to pheromone blend ratios. This evolution presumably resulted from a mating advantage to those males that did not discriminate against mutant-type females in the mutant colonies.
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  • 150
    ISSN: 1573-1561
    Keywords: Pieris rapae ; Pieris napi oleracea ; Lepidoptera ; Pieridae ; Barbarea vulgaris ; oviposition ; stimulants ; glucosinolates ; glucobarbarin ; glucobrassicin
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The closely related butterflies,Pieris rapae andP. napi oleracea, readily laid eggs onBarbarea vulgaris in greenhouse cages. When offered a choice between cabbage andB. vulgaris, P. rapae showed no preference, butP. napi oleracea preferredB. vulgaris. Bioassays of extracts ofB. vulgaris foliage revealed the presence of oviposition deterrent(s) in l-butanol extracts as well as stimulants in the postbutanol water extracts. However, the deterrent effect was apparently outweighed by the strong stimulatory effect in the whole plants. The postbutanol water extract was preferred over an equivalent cabbage extract by both species, but more significantly in the case ofP. napi oleracea. The stimulants were isolated by open column chromatography and HPLC, and the activity was associated with three glucosinolates.P. napi oleracea was more sensitive thanP. rapae to the natural concentration of compounds1 and3, whereas both species were strongly stimulated to oviposit by natural concentrations of compound2. Compounds1 and2 were identified as (2R)-glucobarbarin and (2S)-glucobarbarin, respectively, and3 was identified as glucobrassicin, on the basis of their UV, mass, and NMR spectra. When the pure compounds were tested at the same concentrations applied to bean plants, the (2R)-glucobarbarin at 0.2 mg/plant was preferred over a standard cabbage extract by both butterfly species. However, at a dose of 0.02 mg/plant,P. rapae preferred the cabbage extract whereasP. napi oleracea still preferred the (2R)-glucobarbarin. No such difference in response of the two species to the same two concentrations of (2S)-glucobarbarin was obtained. The results indicate a distinct difference in sensitivity of these butterflies to the epimers of glucobarbarin, and the differences in behavioral responses of the two butterfly species depend to a large extent on the concentration of stimulant present.
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  • 151
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    Journal of chemical ecology 18 (1992), S. 907-914 
    ISSN: 1573-1561
    Keywords: Tobacco budworm ; Heliothis virescens ; Lepidoptera ; Noctuidae ; cotton ; gossypium hirsutum ; oviposition ; attractant ; floral extracts
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Mated and virgin female and virgin male tobacco budworm moths,Heliothis virescens (F.), responded via directed upwind flight in wind-tunnel bioassays to volatiles from floral extracts of cotton,Gossypium hirsutum L. Significantly more male and female moths landed on cloth dispensers treated with a methylene chloride extract of debracted flowers than on control dispensers treated only with methylene chloride. Only mated females landed in significant numbers on the dispensers treated with extract of cotton squares, flowers (including bracts), or flower petals. After landing, most of the moths examined the dispensers by probing with their antennae, proboscis, and/or ovipositor.
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  • 152
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    Journal of chemical ecology 18 (1992), S. 1009-1024 
    ISSN: 1573-1561
    Keywords: Pieris rapae ; Artogeia rapae ; Trichoplusia ni ; Lepidoptera ; Noctuidae ; Pieridae ; trypsin inhibitors ; chymotrypsin inhibitors ; serine proteinase inhibitors ; cabbage ; Cruciferae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Trypsin and chymotrypsin inhibitors are proteins that are developmentally regulated in foliage of cabbage plants, appearing at high concentrations in young foliage on mature plants. This temporal and spacial regulation of foliar proteinase inhibitors is synchronized with the appearance and distribution of foliar feeding Lepidoptera. When insects were allowed to select their feeding sites, larvalPieris rapae fed on the young foliage of cabbage plants, while larvalTrichoplusia ni fed on the mature foliage on cabbage plants. LarvalP. rapae that fed on mature plants were significantly smaller than larvae feeding on young plants, while there was no significant difference between larvalT. ni feeding on mature plants and those feeding on young plants. Thus, there was a significant inverse correlation between the level of proteinase inhibitory activity in cabbage foliage and larval growth. WhenP. rapae andT. ni were provided with an artificial diet containing total protein (including significant levels of proteinase inhibitors) that was extracted from cabbage foliage, there was a significant reduction in growth and development of both species of Lepidoptera.
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  • 153
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; Gallerinae ; Galleria mellonella ; greater wax moth ; sex pheromone gland ; nonanoic acid ; undecanoic acid ; 1-nonanol ; 1-undecanol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Chemical analyses of pheromone-gland extracts and volatiles released by maleGalleria mellonella (L.), the greater wax moth, resulted in the identification and quantification of the aldehydes, primary alcohols, and fatty acids of nonane and undecane. Adult females released none of these six compounds. Mean percentages of the aldehydes and alcohols in the gland extracts were 19.0% undecanal, 3.9% nonanal, 48.3% 1-undecanol, and 28.8% 1-nonanol. Mean percentages of the aldehydes and alcohols in volatiles collected during the first hour of scotophase from moths 1 to 9 days old were 77.4% undecanal, 20.8% nonanal, 1.46% 1-undecanol, and 0.36% 1-nonanol. Age did not significantly affect the amount of each compound collected. The collection of volatiles from moths 3 to 5 days old during a 12-hr scotophase indicated that production was greatest during the first and third quarters of the period. Methylation of group volatile samples allowed the quantification of the fatty acids.
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  • 154
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    Journal of chemical ecology 20 (1994), S. 1039-1051 
    ISSN: 1573-1561
    Keywords: Pieris rapae ; Pieris napi oleracea ; Lepidoptera ; Pieridae ; oviposition ; deterrents ; cardenolides
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Oviposition responses ofPieris rapae andP. napi oleracea to 18 cardenolides were compared under the same conditions. Effects of different concentrations of selected cardenolides were also tested. Most of the compounds were deterrent to oviposition by both insects, but to significantly different degrees.P. rapae were strongly deterred by K-strophanthoside, K-strophanthin-β, cymarin, convallatoxin, oleandrin, erysimoside, erychroside, and gitoxigenin. The most deterrent compounds forP. napi oleracea were erychroside, cymarin, erysimoside, convallatoxin, and K-strophanthoside. Strophanthidin-based glycosides were more deterrent than digitoxigenin-based ones, and the number and type of sugar substitutions can have profound effects on activity. Both similarities and contrasts were found in responses ofP. rapae andP. napi oleracea to these cardenolides. Cymarin was equally deterrent to bothPieris species at all concentrations tested. However, when compared withP. rapae, P. napi oleracea was less sensitive to most of the cardenolides.P. napi oleracea was insensitive to K-strophanthin-β and oleandrin at 0.5 × 10−4 M, which were highly deterrent toP. rapae.
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  • 155
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    Journal of chemical ecology 20 (1994), S. 1063-1073 
    ISSN: 1573-1561
    Keywords: Oxime ether ; NMR data ; pheromone mimics ; ESG studies ; structure-response relationships ; turnip moth ; Agrotis segetum Schiff. ; Lepidoptera ; Noctuidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Oxime ether analogs of sex pheromone components of the turnip moth (Agrotis segetum Schiff.) were synthesized by the acidolytic opening of cyclic enol ethers withO-alkyl hydroxylamine hydrochlorides. The compounds varying in chain lengths and in the position of the C=N double bond were studied by electrophysiological single sensillum recordings (electrosen-sillography: ESG). The ESG data indicate in general reduced receptor interaction of all analogs investigated in comparison with natural pheromone components of the turnip moth. The data also show that the grade of decrease of receptor interaction depends on specific structural changes within the molecule. The results demonstrate high complementary pheromone-receptor relationships, predominantly depending on the position of the unsaturated group in the chain, whereas analogs with other structural changes are still recognized as a pheromone-like compound by the receptor.
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  • 156
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    Journal of chemical ecology 19 (1993), S. 1-9 
    ISSN: 1573-1561
    Keywords: Insect pheromones ; C. pomonella ; C. nigricana ; Lepidoptera ; Tortricidae ; propheromone ; codlemone ; conjugated dienes ; pheromone protection ; pheromone release
    Source: Springer Online Journal Archives 1860-2000
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    Notes: Abstract Tricarbonyl [(8,9,10,11-η-8,10-dodecadien-l-ol] iron and the corresponding acetate prepared from 8,10-dodecadien-1-ol or its acetate, comprise the protected double-bond system of the molecule. After coming in contact with ambient oxygen, the iron complexes in question slowly release the corresponding pheromones of, for example, the codling moth,Cydia pomonella, and the pea moth,Cydia nigricana in highE,E purity and amounts that are sufficient for pest monitoring. A simple dispenser for propheromone application is proposed. Results of release rates in laboratory conditions and field trials are given.
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  • 157
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    Journal of chemical ecology 19 (1993), S. 71-81 
    ISSN: 1573-1561
    Keywords: Sex pheromone ; pheromone components ratio ; (E,Z,Z)-4,7,10-tridecatrienyl acetate ; (E,Z)-4,7-tridecadienyl acetate ; rearing temperature ; Lepidoptera ; Gelechiidae ; potato tuberworm moth ; Phthorimaea operculella
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    Notes: Abstract The ratio of two components in the sex pheromone of the potato tuberworm moth,Phthorimaea operculella, was influenced by the rearing temperature. The percentage of the (E,Z,Z)-4,7,10-tridecatrienyl acetate dropped as the rearing temperature was raised. The total amount of the pheromone did not change parallel with the change of ratio. The critical period sensitive to temperature seemed to be the pupal stage. Temperature in the larval stage may also influence the ratio slightly. The biological significance of the phenomenon was also discussed.
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  • 158
    ISSN: 1573-1561
    Keywords: Hymenoptera ; Braconidae ; Lepidoptera ; Pieridae ; Cruciferae ; tritrophic interactions ; foraging behavior ; host-habitat location ; herbivoreinduced synomones ; flight chamber ; infochemicals
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Recently parasitoids were hypothesized to encounter a reliability-detectability problem relating to chemical stimuli from the first and second trophic level, when searching for hosts. The relative role of infochemicals originating from the host,Pieris brassicae (second trophic level), and its food plant, cabbage (first trophic level), have been investigated with respect to long-range host location by the larval parasitoidCotesia glomerata. Flight-chamber dual choice tests showed that uninfested cabbage plants are least attractive to female wasps. Host larvae and their feces were more attractive than clean plants but far less attractive than artificially damaged and herbivore-damaged plants. The plant-host complex, with host larvae actively feeding on the plant, was the most attractive odor source for the parasitoids. The data indicate that one of the solutionsC. glomerata uses to solve the reliability-detectability problem is to respond to infochemicals that are emitted from herbivore-damaged plants. Whether these infochemicals are herbivore-induced synomones that are produced by the plant remains to be demonstrated. Infochemicals emitted by the herbivore or its by-products are of little importance in the foraging behavior ofC. glomerata.
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  • 159
    ISSN: 1573-1561
    Keywords: Pheromone identification ; (6Z,9Z)-6,9-cis-3,4-epoxyhepta-decadiene ; (3Z,6Z,9Z)-3,6,9-heptadecatriene ; Abraxas grossulariata ; Lepidoptera ; Geometridae
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    Notes: Abstract (3Z,6Z,9Z)-3,6,9-Heptadecatriene and (6Z,9Z)-6,9-cis-3,4-epoxyheptadecadiene have been identified in female sex pheromone gland extracts ofAbraxas grossulariata L. (Lepidoptera: Geometridae). The compounds were detected by gas chromatography with electroantennographic detection (GC-EAD) and identified by GC-mass spectrometry (GC-MS). The amounts of hydrocarbon and epoxide were 0.13 and 0.42 ng/female, respectively. These identifications were confirmed by synthesis; the absolute configuration of the epoxide remains to be determined. Another isomeric epoxide, (3Z,6Z)-3,6-cis-9,10-epoxyheptadecadiene, was tentatively identified in small amounts (0.04 ng/female). Racemic (6Z,9Z)-6,9-cis-3,4-epoxyheptadecadiene elicited the largest electroantennogram response within a series of heptadecadiene and nonadecadiene monoepoxides and the corresponding trienic hydrocarbons and, in field tests, attracted maleA. grossulariata into traps. Addition of 10% (3Z,6Z,9Z)-3,6,9-heptadecatriene to this epoxide enhanced attractiveness; addition of (3Z,6Z)-3,6-cis-9,10-epoxyheptadecadiene had no effect at low proportions while higher proportions caused a reduction in the numbers of males caught.
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  • 160
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    Journal of chemical ecology 18 (1992), S. 1901-1912 
    ISSN: 1573-1561
    Keywords: Parasitoid ; pheromone ; bioassay ; wind-tunnel ; Hymenoptera ; Braconidae ; Macrocentrus grandii ; Lepidoptera ; Pyralidae ; Ostrinia nubil-alis
    Source: Springer Online Journal Archives 1860-2000
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    Notes: Abstract A multicomponent sex pheromone inMacrocentms grandii Goidanich (Hymenoptera: Braconidae) was demonstrated using wind-tunnel and field bioassays. In wind-tunnel bioassays, three Florisii fractions from female wasps (hexane, 5%, and 50% ether in hexane) and one from male wasps (50% ether in hexane) were attractive to males. The hexane and 5% ether in hexane fractions each elicited similar male behavioral responses. These included upwind anemotaxis, casting, landing on the source, wing fanning, and mating attempts between males. The 50% ether in hexane fraction, whether male- or female-derived, initiated a strong flight response by males but few landings on the source. In addition, the 50% ether in hexane fraction was found to synergize strongly the hexane fraction. All females tested in the wind tunnel gave no responses to male- or female-derived extracts. Field tests generally supported the wind-tunnel results, although no field attraction was observed for the 5% ether in hexane fraction.
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  • 161
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    Journal of chemical ecology 20 (1994), S. 1825-1841 
    ISSN: 1573-1561
    Keywords: Epiphyas postvittana ; Lepidoptera ; Tortricidae ; electroantennogram ; pheromone ; dispenser ; apple ; mating ; disruption ; atmospheric concentration
    Source: Springer Online Journal Archives 1860-2000
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    Notes: Abstract The absorption and release of the pheromone ofEpiphyas postvititana (Lepidoptera: Tortricidae),E 11–14: OAc andE,E 9, 11–14: OAc (95:5) by apple leaves was studied using electroantennograms (EAG) and sticky traps baited with pheromone-treated leaves. Leaves exposed to an airstream containing pheromone reached a constant level of pheromone release within 3 min. Release occurred over a period greater than 24 hr, following removal of leaves from the pheromone-saturated environment. Pheromone-treated leaves were effective as lures in sticky traps for at least three nights, although the average catch per night decrease logarithmically with time. In the field, pheromone was detected by EAG on leaves harvested from up to 25 cm away from a central point source of pheromone. The shape of a surface representing equal pheromone re-release from leaves around a central point source was defined by interpolation from a three-dimensional transect. Leaves harvested from 5 cm under the dispensers showed the highest pheromone release rate. Leaves downwind of the dispensers also had higher release of pheromone. In a treated orchard, significantly higher EAG measurements were recorded in the rows of trees that contained dispensers, compared to grass interrows or untreated trees. The implications of foliar pheromone adsorption and release on atmospheric concentrations and insect behavior require further investigation.
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  • 162
    ISSN: 1573-1561
    Keywords: Boarmia selenaria ; giant looper ; sex pheromones ; Lepidoptera ; Geometridae ; (Z,Z)-6,9-cis-(3S,4R)-epoxynonadecadiene ; (Z,Z)-6,9-cis-(3R,4S)-epoxynonadecadiene ; (Z,Z,Z)-3,6,9-nonadecatriene, anantiomers ; enantioselective synthesis ; EAG ; wind tunnel ; field tests ; precursor
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    Notes: Abstract (Z,Z)-6,9-cis-(3S,4R)-Epoxynonadecadiene9a and (Z,Z,Z)-3,6,9-nonadecatriene have been identified as sex pheromone components in female ovipositor extracts and effluvia of the geometridBoarmia selenaria. The identification was based on relative retention times on gas chromatographic columns, GC-MS, chemical enantioselective syntheses, EAG, wind-tunnel behavioral experiments, and field tests. A single female ovipositor extract contained an average of 42 ng of (Z,Z)-6,9-cis-3,4-epoxynonadecadiene and 2 ng of (Z,Z,Z)-3,6,9-nonadecatriene.EAG, wind-tunnel behavioral studies, and field tests demonstrated that maleB. selenaria exhibit preferential attraction for the (3S,4R)-enantiomer of (Z,Z)-6,9-cis-3,4-epoxynonadecadiene. Only in effluvia and ovipositor extracts of calling females was (Z,Z)-6,9-cis- 3,4-epoxynonadecadiene detected, whereas relatively high amounts of (Z,Z,Z)-3,6,9-nonadecatriene were found in noncalling females. Wind-tunnel behavioral studies showed that (Z,Z,Z)-3,6,9-nonadecatriene did not elicit any response in the males, and when tested in combination with a mixture of monoepoxynonadecadienes, (Z,Z,Z)-3,6,9-nonadecatriene decreased the observed behavioral responses. A possible precursor role for (Z,Z,Z)-3,6,9-nonadecatriene in the pheromonal system is discussed.
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  • 163
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    Journal of chemical ecology 18 (1992), S. 283-298 
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; Ostrinia nubilalis ; European corn borer ; tritiated pheromone ; 11-tetradecenyl acetate ; sensory biochemistry ; catabolism
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Isomers of [11,12-3H2]-11-tetradecenyl acetate (57 Ci/mM) were synthesized. Behavioral assay of the two compounds using Z- and E-type European corn borer (ECB) males showed that introduction of tritons into the double bond of the pheromone caused a significant isotope effect in the E-type ECB but not in the Z-type ECB. Measurements of tritium associated with the male antennae after a 3-min exposure showed that radioactivity equivalent to 10−7 mol pheromone was adsorbed onto male antennae. Time-course in vivo metabolic studies with picogram amounts of compound applied topically to antennae of E- and Z-type males and Z-type females showed that they metabolized pheromone similarly but females degraded pheromone more slowly than males. Pheromone was hydrolyzed, and the only other major radiolabeled metabolite observed by combined high-pressure liquid chromatography-radiodetection was tritiated water. Capillary gas chromatography and radiomonitoring permitted detection of a trace amount of 11-tetradecenoic acid, which indicated alcohol oxidase activity is associated with the antennae. Evidence shows that clearing of pheromone from the ECB male antennae involves hydrolysis and oxidation of the alcohol to fatty acid, which in turn is degraded, probably via β-oxidation, to carbon dioxide and water.
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  • 164
    ISSN: 1573-1561
    Keywords: Tall oil ; resin acids ; abietic acid ; dehydroabietic acid ; isopimaric acid ; Peridroma saucia ; Lepidoptera ; Noctuidae ; variegated cutworm ; bioactivity ; natural insecticide
    Source: Springer Online Journal Archives 1860-2000
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    Notes: Abstract Tall oil, a by-product of the kraft process for pulping softwood, has been shown to have insecticidal properties. In the present study, the active principles in tall oil against the variegated cutworm,Peridroma saucia Hübner, were investigated. GC-MS analysis showed that abietic, dehydroabietic, and isopimaric acids were major resin acid components of crude tall oil and depitched tall oil. When crude tall oil samples of differing resin acid composition were incorporated into artificial diet at a concentration of 2.0% fresh weight, they suppressed larval growth by 45–60% compared to controls. This suppression was significantly (P≤0.05) correlated with the equivalent contents of abietic, dehydroabietic, isopimaric, and total resin acids. These results were also evident from a diet choice test, showing that the second-instar larvae obviously selected diets with low levels of resin acids when different diets were randomly arranged in a Petri dish. Bioassays with pure resin acids (abietic, dehydroabietic, and isopimaric acids) demonstrated that all individual chemicals have similar bioactivity against this insect. Comparison of the bioactivities of depitched tall oil and an equivalent mixture of pure resin acids in thePeridroma chronic growth bioassay indicated that pure resin acids and depitched tall oil share a common mode of action to this insect. This study confirms that resin acids are major active principles in tall oil against the variegated cutworm, but other chemicals likely also contribute to the bioactivity of tall oil.
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  • 165
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    Journal of chemical ecology 19 (1993), S. 1219-1231 
    ISSN: 1573-1561
    Keywords: Host recognition behavior ; entomopathogenic nematodes ; feces ; Spodoptera exigua ; Lepidoptera ; Noctuidae ; Popillia japonica ; Coleoptera ; Scarabaeidae ; Blattella germanica ; Blatteria ; BlattellidaeAcheata domesticus ; Orthoptera ; Gryllidae
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    Notes: Abstract Host recognition by entomopathogenic nematodes may occur through contact with insects' excretory products, cuticle, or gut contents. We analyzed the behavioral responses of four species of entomopathogenic nematodes during contact with feces of natural or experimental hosts. Host recognition by nematodes was manifested in alterations in the frequency and/or duration of one or more search parameters including forward crawling, headwaving, body-waving, stopping, backward crawling, head-rubbing, and headthrusting.Heterorhabditis bacteriophora andSteinernema glaseri showed behavioral responses to contact with feces of their natural hosts,Spodoptera exigua (Lepidoptera) andPopillia japonica (Coleoptera), and to the experimental hosts,Acheata domesticus (Orthoptera) andBlatella germanica (Blatteria).Steinernema carpocapsae responded only toB. germanica feces, whereas5. scapterisci did not significantly respond to any of the insect species. During contact with cockroach feces, all nematodes, exceptS. scapterisci, showed avoidance behavior. We suggest that ammonia present in cockroach feces is inhibitory to nematodes. Specific host recognition by entomopathogenic nematodes may be an important mechanism to maintain host affinities.
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  • 166
    ISSN: 1573-1561
    Keywords: Artificial diet ; herbivory ; nitrogen ; Lymantria dispar ; Lepidoptera ; Lymantriidae ; monoterpenes ; nutritional ecology ; phenolics ; Pseudotsuga menziesii
    Source: Springer Online Journal Archives 1860-2000
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    Notes: Abstract Two experiments were conducted to examine the influence of foliar nitrogen, terpenes, and phenolics of Douglas-fir on the development of gypsy moth larvae. In the first experiment, foliar concentrations of nitrogen and allelochemicals were manipulated by fertilizing 3-year-old potted seedlings with 0 or 200 ppm nitrogen. Concentrations of foliar nitrogen (0.33–2.38%) were negatively correlated with the phenolics (15.8–24.4 mg/g). Sixth-instar larvae previously reared on current-year Douglas-fir needles were allowed to feed on these seedlings. Pupal weights (312.8–995.6 mg) were positively correlated with levels of foliar nitrogen, negatively correlated with amounts of foliar phenolics, and uncorrelated with terpene concentrations. In the second experiment, terpene and phenolic extracts from Douglas-fir foliage were incorporated at natural levels into artificial diets with high and low levels of protein nitrogen. Neonate larvae grew faster and were larger on the high nitrogen control diet (4.1–4.5%), however, fourth instars performed better on the control diet with low nitrogen levels (2.5–2.7%). Foliar terpenes incorporated into diet had little effect on neonate fitness, but may induce subtle physiological changes in later instar larvae. Phenolics, alone or in combination with terpenes, excessively suppressed growth and survival, with no individuals living through the fourth instar, regardless of the nitrogen level. Incorporating foliar phenolic extracts into artificial diet caused unnatural levels of toxicity and failed to clarify the effects of Douglas-fir phenolics on gypsy moth fitness. Foliar nitrogen is a key factor influencing gypsy moth development on Douglas fir, but may be mitigated to some degree by phenolics.
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  • 167
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    Journal of chemical ecology 19 (1993), S. 1355-1369 
    ISSN: 1573-1561
    Keywords: Pieris rapae ; Erysimum cheiranthoides ; feeding deterrents ; cardenolides ; digitoxigenin 3-O-β-D-glucoside ; glucodigigulomethyloside ; glucodigifucoside ; erychroside ; cheirotoxin ; strophanthidin glycosides ; digitoxigenin glycosides ; Lepidoptera ; Pyridae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Larvae of the cabbage butterfly,Pieris rapae, refuse to feed on the wild mustard,Erysimum cheiranthoides, due to the presence of alcoholextractable deterrents. The active components were extracted inton-BuOH, and this extract was separated into four fractions (I–IV) by reverse-phase HPLC. Fractions III and IV retained the feeding deterrent activity. The activity of fraction III was found to be due to the cardenolide diglycosides 1 and 2, which were previously reported as oviposition deterrents for gravidP. rapae butterflies. Three active compounds were isolated from fraction IV by column chromatography on silica gel followed by reverse-phase HPLC. These compounds were identified as a monoglycoside, digitoxigenin 3-O-β-D-glucoside (4), and two diglycosides, glucodigigulomethyloside (5) and glucodigifucoside (6). An additional cardenolide isolated from fraction II was identified as cheirotoxin (7). All compounds were identified by UV, NMR (1H and13C), and mass spectrometry, as well as hydrolysis experiments. The feeding deterrent activity of these compounds was compared with that of related commercially available chemicals and other compounds isolated fromE. cheiranthoides.
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  • 168
    ISSN: 1573-1561
    Keywords: Corn ; Zea mays (L.) ; southwestern bora borer ; Diatraea grandiosella ; Dyar ; Lepidoptera ; Pyralidae ; feeding resistance ; 2-hydroxy-4,7-dimethoxy-1,4-benzoxazin-3-one ; N-O-Me-DIMBOA
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    Notes: Abstract The southwestern corn borer (SWCB),Diatraea grandiosella Dyar, is a major pest of corn,Zea mays L., in the southern United States. The damage to corn is caused primarily by larval feeding on leaf, ear, and stem tissues. In this study, 2-hydroxy-4,7-dimethoxy-1,4-benzoxazin-3-one (N-O-Me-DIMBOA) was identified by MS and NMR as present in corn whorl surface waxes. This compound has evidently not been isolated previously, but its glucoside has been reported in corn, wheat, andCoix lachryma. It is present in the waxes in a higher concentration than DIMBOA (2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one) and 6-MBOA (6-methoxybenzoxazolinone). It was toxic to the SWCB in a stress diet, but it was less toxic to this insect than 6-MBOA when incorporated in the standard rearing diet. Nevertheless, it may have some role in the resistance of corn to the SWCB because the total surface wax content is higher in resistant lines than in susceptible lines.
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  • 169
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    Journal of chemical ecology 19 (1993), S. 669-679 
    ISSN: 1573-1561
    Keywords: Pyrrolizidine alkaloids ; alkaloid sequestration ; alkaloid transformation ; Boraginaceae ; Heliotropium transalpinum, Heliotropium peruvianum ; Lepidoptera ; Arctiidae ; Pericopinae ; Hyalurga syma ; chemical defense ; Araneidae ; Nephila clavipes ; orb-weaving spider
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The arctiid mothHyalurga syma (subfamily Pericopinae) sequesters pyrrolizidine alkaloids (PAs) from its larval food plantHeliotropium transalpinum (Boraginaceae). Colorimetric quantification of total PAs in the larvae, pupae, and adults ofHyalurga revealed mean values of about 286–445μg per individual (1.4–2.6% of dry weight). The PA mixtures found in the moth and its larval food plant were evaluated by GC-MS. Food-piant leaves were found to contain the diastereoisomeric retronecine esters indicine (IIIa), intermedine (IIIb), and lycopsamine (IIIc), and the heliotridine ester rinderine (IIId) only as minor constituents, whereas 3′-acetylrinderine (IVc) (68% of total PAs) and the respective 3′-acetyl esters of indicine (IVa) and intermedine (IVb) (both 17%) were the major alkaloids. Supinine (IIa) is detectable in traces only. The PA mixtures in eggs, larvae, pupae, and imagines ofHyalurga were identical: indicine, intermedine, and lycopsamine accompanied by considerable amounts of supinine and amabiline or coromandalinine (IIb/IIc) were the major components. Only larvae were found to store small quantities of a 3′-acetyl derivative. Rinderine and its 3′-acetyl ester were never found in the insects. Low concentrations of the arctiidspecific PA callimorphine (I) were present in larvae, pupae, and imagines. The differences in the PA patterns of the insects and their larval food plant suggest thatHyalurga is capable of modifying plant-derived PAs by inversion of the 7-OH configuration (conversion of the necine base heliotridine into retronecine), and perhaps the inversion of the 3′-OH [conversion of (+)-trachelanthic acid into (−)-viridifloric acid], although the possibility of a selective sequestration of the respective retronecine esters cannot be excluded. Some trials with the orb-weaving spiderNephila clavipes, a common neotropical predator, showed that both freshly emerged and field-caught adults ofHyalurga syma are liberated unharmed by the spider. The liberation could be related to the presence of PAs in the moths.
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  • 170
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    Journal of chemical ecology 19 (1993), S. 735-750 
    ISSN: 1573-1561
    Keywords: Pheromone analogs ; (E,Z)-2,13-octadecadien-1-yl acetate ; EAG ; gas chromatography ; vapor pressure ; currant clearwing moth ; Synanthedon tipuliformis Clerk ; Lepidoptera ; Sesiidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Eleven analogs of (E,Z)-2,13-octadecadien-1-yl acetate1, a main pheromone component of the currant clearwing moth,Synanthedon tipuliformis Clerk (Lepidoptera: Sesiidae) were synthesized and tested for their biological activities by electroantennography (EAG). To correct the EAG data for differences in volatility of the analogs, their vapor pressures were estimated by a gas chromatographic method. All structural changes in the parent molecule were found to reduce the biological activity to various degrees. The most active analog tested was the carbamate12, whose activity was almost comparable to that of the pheromone component1. Structure-activity correlations showed that hydrophobic, steric, and electronic effects of chain terminal groups might be responsible for variations in biological activity of the conformationally unchanged (E,Z)-2,13-analogs
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  • 171
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Tortricidae ; Acleris variana ; sex pheromone ; (E)-11,13-tetradecadienal
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract (E)-11,13-Tetradecadienal (E11,13–14:Ald) is the major sex pheromone component of the eastern blackheaded budworm (EBB),Acleris variana (Fern.). The compound was identified in female pheromone gland extracts by coupled gas chromatographic-electroantennographic detection (GC-EAD), coupled GC-mass spectrometry in selected ion monitoring mode, and retention index calculations of candidate pheromone components.E11,13–14:Ald alone as trap bait was very attractive to male EBB. Addition of the corresponding diene alcohol or acetate or both did not enhance attraction. (Z)-11,13-Tetradecadienal in binary combination with (E)-11,13–14:Ald neither enhanced nor reduced trap catches. Increasing the amounts of pheromone from 0.01 to 10 µg increased trap catches, but increase of pheromone quantity above 100 µg proportionately reduced attraction. Stabilization of slowly polymerizingE11,13–14:Ald and development of a sustained, adequate release rate is required for pheromone-based monitoring of EBB populations.
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  • 172
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    Journal of chemical ecology 19 (1993), S. 1479-1489 
    ISSN: 1573-1561
    Keywords: Archips cerasivoranus ; Yponomeuta cagnagella ; trail following ; silk ; trail pheromone ; Lepidoptera ; Tortricidae
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The activity ofArchips cerasivoranus caterpillars is largely limited to their colonial silk web and trails. Silk pulled directly from the spinnerets of caterpillars and wound onto paper strips to form artificial trails elicited locomotion from the larvae. Trails made from extracts of silk and silk glands also elicited locomotion. These and other observations reported here indicate that the caterpillars are responsive to a water-soluble pheromone that is a component of the silk strand. Marker pheromones appear not to be secreted from other regions of the body, as has been reported for some other trail-following caterpillars.
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  • 173
    ISSN: 1573-1561
    Keywords: Oriental fruit moth ; orfralure ; sex pheromone ; traps ; air permeation with pheromone ; Lepidoptera ; Olethreutinae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Orfralure [93% (Z), 7% (E)-8-dodecen-1-ol acetate], the synthetic pheromone of the oriental fruit moth,Grapholitha molesta (Busck), was released into the air of orchard test plots either by hanging plastic laminated dispensers on trees or by aerial dispersal of microcapsules containing a solution of the lure. Trap catch was reduced 95% or more with the most effective formulations, but consistently higher reductions were produced by the dispensers. In tests as long as 28 weeks with dispensers, a single retreatment at midseason maintained an effective concentration.
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  • 174
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    Journal of chemical ecology 6 (1980), S. 213-220 
    ISSN: 1573-1561
    Keywords: Olfactory receptors ; chemoreception ; Lepidoptera ; Lasio-campidae ; plant volatiles ; tent caterpillars ; Malacosoma americanum
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Volatile constituents of leaves of acceptable and unacceptable plants evoke multiunit responses from the antennal olfactory sensilla of larvae of the eastern tent caterpillar. Electrophysiological investigation of the activities of three of the sixteen antennal olfactory receptors revealed that different combinations of the three responded to the various plants. In those instances where the same combination responded to more than one species of plant, the ratios of responses measured as frequency of action potentials were often different. Thus, discrimination of different plants theoretically could be based upon the absolute number of cells responding and/or the ratios of frequencies.
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  • 175
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    Journal of chemical ecology 6 (1980), S. 565-572 
    ISSN: 1573-1561
    Keywords: Armyworm ; Mythimna unipuncta ; Pseudaletia unipuncta ; Leucania unipuncta ; Cirphis unipuncta ; Lepidoptera ; sex pheromone ; sex attractant ; (Z)-11-hexadecen-1-ol acetate ; (Z)-9-hexadecen-1-ol acetate ; hexadecan-1-ol acetate ; (Z)-11-hexadecen-1-ol
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    Notes: Abstract (Z)-11-Hexadecen-1-ol acetate (Z11–16∶Ac) free of theE isomer (〈1%), hexadecan-1-ol acetate (16∶ Ac), and a hexadecen-1-ol [the (Z)-11 isomer based on the retention time on a Carbowax capillary column] were identified in extracts of the sex pheromone glands of adult virgin female armyworms,Pseudaletia unipuncta. Also, gas Chromatographic retention times on polar and nonpolar columns indicated the possible presence of (Z)-9-hexadecen-1-ol acetate (Z9–16∶Ac). The ratioZ11–16∶Ac/16∶Ac/Z11–16∶OH/Z9–16∶Ac was 1∶0.15∶0.13∶0.02. Infield testsZ11–16∶ Ac was attractive alone, and the addition ofZ9–16∶Ac,Zll–16 ∶ OH, or 16 ∶ Ac singly or in combination in ratios found in the gland did not increase trap capture.
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  • 176
    ISSN: 1573-1561
    Keywords: Baldcypress ; Taxodium distichum ; 2-furaldehyde ; 2-furoic acid ; Bombyx mori ; Lepidoptera ; Bombycidae ; enteric microbial inhibition ; Bacillus ; Micrococcus ; Arthrobacter ; Mucor ; Curvularia
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    Notes: Abstract Exposure ofBombyx mori larvae to 2-furaldehyde, a major volatile component of baldcypress heartwood,Taxodium distichum, resulted in in vivo inhibition of enteric microorganisms at concentrations (1–47 ppm) that were released naturally from heartwood. The 7 bacterial and 2 fungal enteric isolates were also inhibited in vitro at the same concentrations. It is suggested that inhibition of leaf surface micro-organisms or in vivo inhibition of silkworm enteric microflora, as a result of indirect or direct action of 2-furaldehyde, exacerbates the growth-inhibitory effects of this compound on larvae by reducing the microbial nutritional contribution. The ecological significance of insect enteric microbial inhibition by plant allelochemics is discussed.
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  • 177
    ISSN: 1573-1561
    Keywords: Pea moth ; Cydia nigricana (F.) ; Lepidoptera ; Olethreutidae ; sex attractant ; (E)-10-dodecen-1-yl acetate ; (E,E)-8 ; 10-dodecadien-1-yl acetate ; lure ; formulation ; antioxidant ; monitoring
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    Notes: Abstract Lures containing different amounts of (E)-10-dodecen-1-yl acetate and (E,E)-8, 10-dodecadien-1-yl acetate were formulated in natural rubber stoppers or polyethylene vials and tested in traps in the field to establish relative attractiveness to males of the pea moth,Cydia nigricana (F.), dose-response relationships, and the effects of weathering. Initially, both formulations of (E,E)-8,10-dodecadien-1-yl acetate were much more attractive than those of (E)-10-dodecen-1-yl acetate, but their activity diminished considerably after only 5 days in the field because an inhibitor was formed, and polyethylene formulations were not attractive after one week. However, lures containing (E)-10-dodecen-1-yl acetate, with or without antioxidants, in both rubber and polyethylene were still attractive after three months' exposure in the field and are therefore suitable for practical monitoring of pea moth populations.
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  • 178
    ISSN: 1573-1561
    Keywords: Peachtree borer ; lesser peachtree borer ; Synanthedon exitiosa ; S. pictipes ; Lepidoptera ; Sessiidae ; Z,Z-3 ; 13-octadecadien-1-ol acetate sex pheromone ; traps ; air permeation ; trap catch reduction
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    Notes: Abstract Air permeation trials were conducted to determine whether trap catches of the peachtree borer (PTB)Synanthedon exitiosa (Say) and lesser peachtree borer (LPTB)S. pictipes (Grote and Robinson) could be reduced through application of the synthetic pheromone of the PTB, (Z,Z)-3,13-octadecadien-1-ol acetate (Z,Z-ODDA), at 92% isomeric purity. The pheromone was released into the air of peach orchard test plots with hanging laminated plastic dispensers or hollow fiber dispensers in the trees and by aerial dispersal of microcapsules containing a solution of the lure. Results showed that all formulations ofZ, Z-ODDA reduced trap catches of both PTB and LPTB in treated plots relative to catches in traps in untreated plots. In one air permeation experiment, three types of laminated dispensers and one type of hollow fiber dispenser each reduced trap catch of PTB by 93–100% and of LPTB by 75–95%. In a separate test, two formulations of microencapsulatedZ,Z-ODDA did not reduce trap catch of male PTB as effectively as the laminated dispenser; results for LPTB were similar for both the dispensers and microcapsules. Catches of male PTB moths in traps baited with laminated and or fiber pheromone dispensers containing ODDA (94∶6%Z,Z∶E,Z) were not significantly different. LPTB male moths were also captured in these traps, the catches being dependent upon the initial pheromone loading and the type of dispensers.
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  • 179
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    Journal of chemical ecology 7 (1981), S. 627-633 
    ISSN: 1573-1561
    Keywords: Insect sex pheromones ; insect sex attractants ; Lepidoptera ; pheromones ; pheromone formulations ; insect population monitoring
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The half-lives (t 1/2) of alcohol sex pheromones, 1-alkanols, acetate sex pheromones, and an epoxide (disparlure) were determined on natural rubber septa. Thet 1/2 values for the homologous alcohols from decanol to heptadecanol increased regularly from 2.2 to 1117 days, but thet 1/2 of octadecanol was 609 days. Thet 1/2 values of (Z)7-, (E)7-, and (Z)9-tetradecen-1-ol acetates were 154, 168, and 199 days, respectively, whereas those of five other tested 14-carbon acetates ranged from 310 to 350 days. The dependence oft 1/2 values on chain length and double-bond position is consistent with the hypothesis that molecular size is an important variable affectingt 1/2 values. Also, in accordance with the hypothesis, when aZ-alkenyl compound has a much shortert 1/2 than the corresponding saturated compound, thet 1/2 values of theZ compound and itsE isomer may be quite different. Thus, (E)-9-tetradecen-l-ol acetate had at 1/2 of 331 days. Thet 1/2 of disparlure was 180 days. The effect of thecis-7,8 epoxide group is apparently similar to that of the olefin group in lowering thet 1/2 below the value that would be expected solely on the basis of chain length.
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  • 180
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    Journal of chemical ecology 7 (1981), S. 733-740 
    ISSN: 1573-1561
    Keywords: Beet armyworm ; Spodoptera exigua ; Lepidoptera ; Noctuidae ; pheromone trap ; trap efficiency ; Pherocon 1C trap ; population monitoring
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    Notes: Abstract The relative efficiency of sticky traps and cylindrical electrical grid traps for capturing male beet armyworm moths,Spodoptera exigua (Hubner), was studied using night vision equipment. The sticky and grid traps captured 34 and 40%, respectively, of the insects which oriented to them. The grid trap's capacity was limited only by the size of the receptacle (3.8-liter bucket) at the base of the funnel. The maximum capacity of the sticky trap was ca. 110 insects, and the efficiency of this trap declined rapidly when captures exceeded 50% capacity. This decline was caused by the physical blockage of the sticky surface by the captured insects. There was no evidence to indicate that captured males had any repelling effect on other males subsequently attracted to the sticky trap.
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  • 181
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    Journal of chemical ecology 7 (1981), S. 909-917 
    ISSN: 1573-1561
    Keywords: Trichogramma pretiosum ; Hymenoptera ; Trichogrammatidae ; biological control ; kairomone ; Heliothis zea ; Lepidoptera ; Noctuidae ; host density
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    Notes: Abstract Trichogramma pretiosum Riley females exhibit success-motivated searching after oviposition. The stimulatory effect of contact with host eggs makes host-egg density an important factor in determining the appropriate strategy for behavioral manipulation, using kairomones, that simulate host seeking, in biological control programs. Host eggs can be used, in conjunction with kairomones or by themselves, to improve the performance of these important beneficial insects.
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  • 182
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    Journal of chemical ecology 8 (1982), S. 1251-1262 
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Tortricidae ; Adoxophyes orana ; pheromone traps ; attraction ; interaction ; trap spacing ; wind ; monitoring ; mass trapping
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    Notes: Abstract In a spindle-tree apple orchard, sex pheromone traps for the summerfruit tortrix moth were distributed at different spacings. From the captures, information was derived about influence of prevailing wind direction and of trap spacing on interactions between traps. Prevailing wind direction in the experimental area had no appreciable influence on trap interaction, perhaps because of eddying within the planting. The relationship between density and capture of traps was first considered theoretically and interaction by overlap of active-space areas was distinguished from that by overlap of mere capturing areas, which depend also on distance of dispersal. The actual results were in accordance with these considerations and indicated that the diameter of the active-space areas averaged 15 m. The variation in the captures of the wider-spaced traps was too large to be conclusive about the average width of the capturing areas, but the diameter of these seemed to be more than about 45 m. These data have been related to adequate trap distances for monitoring and mass trapping.
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  • 183
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    Journal of chemical ecology 8 (1982), S. 1429-1436 
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Noctuidae ; Heliothis zea ; bioassay ; host plant resistance mechanisms ; allelochemicals
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    Notes: Abstract Maysin, a flavone glycoside from corn silks, inhibits ingestion, and thus growth, ofHeliothis zea (Boddie) larvae. Pinitol from soybeans inhibitedH. zea growth by the same mechanism. Despite the widely held assumption that tannins inhibit growth by inhibiting assimilation, cotton condensed tannin inhibitedH. zea growth by reducing ingestion; no evidence was found for a reduction in assimilation. Neonate larvae are shown to be much more sensitive to allelochemics than larvae that have fed on control diet before being transferred to diet containing plant allelochemics.
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  • 184
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    Journal of chemical ecology 8 (1982), S. 351-362 
    ISSN: 1573-1561
    Keywords: Choristoneura occidentalis ; western spruce budworm ; Lepidoptera ; Tortricidae ; pheromone chemistry ; Choristoneura fumiferana ; capillary GC-MS ; (E/Z)-11-tetradecenal
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    Notes: Abstract SCOT capillary Chromatographic and SCOT capillary chromatographic-mass spectrometic analyses of gland washes and effluvia of virgin femaleChoristoneura occidentalis Free, have been conducted with both a diapausing and nondiapausing strain of this insect. The following compounds were identified in gland washes and effluvia in both strains:E andZ11–14∶Ald,E andZ11–14∶Ac,E andZ11–14∶OH and 14∶Ald, 14∶Ac, and 14∶OH. The average aldehyde: acetate: alcohol ratio found by analysis of single glands by virgin females (nondiapausing strain) was 1∶7∶0.73. Analysis of virgin female effluvia gave this ratio as 10∶3∶8 (diapausing strain: %Z=8, 11, 15, respectively) and 10∶3∶6 (nondiapausing strain: %Z=8, 11, 12, respectively). The saturated components were generally 1–2% of theE isomer in each case. Comparisons of EAG responses of bothC. occidentalis andC. fumiferana toE11–14∶Ald,E11–14∶Ac andE11–14∶OH were made. Correlations with both laboratory and field data previously published were also made betweenC. fumiferana andC. occidentalis.
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  • 185
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    Journal of chemical ecology 8 (1982), S. 493-506 
    ISSN: 1573-1561
    Keywords: Choristoneurafumiferana (Clem.) ; Lepidoptera ; Tortricidae ; sex pheromone ; mating disruption ; sex attraction
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    Notes: Abstract Male spruce budworm [Chorisloneura fumiferana (Clem.)] moths were held for 3 hr in a wind tunnel and subjected to various concentrations of background synthetic pheromone. They were then exposed to calling females and their response was recorded. The background pheromone was presented either as discrete turbulent plumes or as a uniform permeation throughout the tunnel. The numbers of males wing-fanning and flying in response to the calling females decreased as the concentration of background pheromone increased. Of the males which flew, a higher proportion progressed upwind in the discrete plumes than in the uniform permeation, an indication that structure in the pheromone cloud is necessary for upwind progression. In both discrete plumes and uniform permeation fewer males were able to locate the females (i.e., disruption was greater) as the concentration of synthetic pheromone increased, but for the same total release rates, disruption was greater when the synthetic pheromone was released in discrete plumes rather than in a uniform permeation. This implies that disruption which involves luring males to sources of synthetic pheromone is more effective than masking female plumes by uniform permeation and suggests that it is more efficient to release pheromone from a few potent sources than from numerous low-potency sources.
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  • 186
    ISSN: 1573-1561
    Keywords: Monarch butterfly ; Asclepias spp. ; monooxygenase ; induction ; cardenolide ; aldrin epoxidation ; p-chloro-N-methylanilme demethylation ; Lepidoptera ; Danaidae
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    Notes: Abstract Monarch butterfly larvae were examined for NADPH-dependent monooxygenase activities. Midgut and fat body homogenates catalyzed aldrin epoxidation andp-chloro-N-methylanilineN-demethylation at consistently low rates compared to many other lepidopteran larvae. Homogenates from larvae collected from four different milkweeds (Asclepias spp.) with quite different cardenolide contents had similar levels of activity. There were no detectable variations in activity due to season or year of collection.
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  • 187
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    Journal of chemical ecology 9 (1983), S. 191-200 
    ISSN: 1573-1561
    Keywords: Sex pheromone ; Cossus cossus ; Lepidoptera ; Cossidae ; (Z)-5-dodecenyl acetate ; (Z)-5-dodecenol ; (Z)-5-tetradecenyl acetate ; (Z)-3-decenyl acetate
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    Notes: Abstract Female tip washings of the European goat moth,Cossus cossus L., were found to contain the following compounds that are structurally similar to known pheromone components of Lepidoptera (%): decyl acetate (1.5), (Z)-5-dodecenol (1), (Z)-5-dodecenyl acetate (66), dodecyl acetate (12), (Z)-5-tetradecenyl acetate (14), tetradecyl acetate (4), and hexadecyl acetate (1.5). The washes contained an average of 125 ng of (Z)-5-dodecenyl acetate per female equivalent. EAG responses to nanogram amounts of the identified products indicated that (Z)-5-dodecenyl acetate was the most potent olfactory stimulant followed by (Z)-5-tetradecenyl acetate and (Z)-5-dodecenol, whereas the saturated acetates caused only weak depolarization. A strong EAG response was also recorded for (Z)-3-decenyl acetate, which was not detected in the female tip washings. Field results showed that (Z)-5-dodecenyl acetate was essential for the attraction of the males and that (Z)-3-decenyl acetate improved the attractiveness of (Z)-5-dodecenyl acetate alone or in combination with (Z)-5-tetradecenyl acetate.
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  • 188
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    Journal of chemical ecology 9 (1983), S. 219-223 
    ISSN: 1573-1561
    Keywords: Synthesis ; sex pheromone ; processionary moth ; Thaume-topoea pityocampa ; Lepidoptera ; Notodontidae ; (Z)-13-hexadecen-11-yn-1-yl acetate ; acetylene ; carbocupration
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The synthesis of the major component of the sex pheromone of the processionary mothThaumetopoea pityocampa is described. The synthesis uses the carbocupration of acetylene, followed by the coupling with the appropriate 1-iodoalkyne. This synthetic pheromone was shown to be of 98.8%Z purity.
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  • 189
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    Journal of chemical ecology 9 (1983), S. 335-346 
    ISSN: 1573-1561
    Keywords: Euxoa drewseni ; Chorizagrotis thanatologia ; Lepidoptera ; Noctuidae ; sex pheromone ; attractant inhibitor ; parapheromone ; (Z)-5-dodecenyl acetate ; (Z)-7-dodecenyl acetate ; (Z)-7-tetradecenyl acetate ; (Z)-7-pentadecenyl acetate
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    Notes: Abstract Eleven compounds structurally similar to known lepidopterous pheromone components were identified in the extract from 18 calling female moths ofEuxoa drewseni (Staudinger). The identifications were done by gas chromatography-mass spectrometry and high-resolution gas chromatography with flame ionization and electroantennographic detectors simultaneously. Detector antennae were from five species of moths. In the field, male moths were specifically attracted to a three-component blend of dodecyl, (Z)-5-dodecenyl, and (Z)-7-tetradecenyl acetates in a ratio of 2∶6∶1. This blend at 1000 μg/rubber septum dispenser is recommended as a trap bait for monitoring purposes. Low concentrations of (Z)-7-dodecenyl acetate or (Z)-7-tetradecenol inhibited the attraction of moths to the three-component blend. (Z)-7-Pentadecenyl acetate functioned as a parapheromone in place of (Z)-7-tetradecenyl acetate in the pheromone blend, and they appear to react via the same antennal receptor.
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  • 190
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    Journal of chemical ecology 8 (1982), S. 731-754 
    ISSN: 1573-1561
    Keywords: Alkenylcompounds ; pheromones ; chemotaxonomy ; decenyl dodecenyl ; tetradecenyl ; hexadecenyl ; trapping ; Lepidoptera ; Noctuidae
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    Notes: Abstract Sex attractants known for 145 species of noctuid moths have many common features both as to chemical constituents and to their relationships in blends. The great majority of constituents are straight-chain (Z)-alkenols, -alkenals, or -alkenyl acetates of even carbon number (10 through 16). The unsaturation is nonterminal in odd-numbered positions (5 through 11). In effective lures, these components are blended in specific ratios and the components in a sex pheromone or sex attractant blend are structurally related by “one-change” steps. This means that any blend component differs from one or more other components by a single structural alteration, such as a change in double bond position, or a change in carbon chain length, or a change in the oxygen function. For the few multicomponent systems known in detail, the central place in the “one-change” framework is occupied by the predominant blend component. Different patterns of occurrence of lure components occur in the subfamilies Acronictinae, Noctuinae, Hadeninae, Cuculliinae, Amphipyrinae, Heliothidinae, Plusiinae, Acontiinae, and Pantheinae, and some subfamilies are as yet without known lures. Some guiding principles for elucidation of blend compositions for unstudied species are presented; these guidelines can also be used in improvement of some synthetic blends of unsatisfactory quality.
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  • 191
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    Journal of chemical ecology 8 (1982), S. 837-842 
    ISSN: 1573-1561
    Keywords: 2-Tridecanone ; structure-activity relationships ; Lycopersicon hirsutum f.glabratum C.M. Mull ; Heliothis zea (Boddie) ; Lepidoptera ; Noctuidae ; resistance
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Toxicity bioassays of the naturally occurring insecticide 2-tridecanone and a group of structural analogs against the tomato fruitworm (Heliothis zea) reveal a significant influence of chain length on toxicity of methyl ketones. This effect may be due to the differential ability of these compounds to penetrate lipid barriers and reach the active site, since a close relationship is seen between toxicity and lipophilicity. Congeners of chain lenths 15 and over are less active than predicted by this relationship, possibly due to steric effects.
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  • 192
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    Journal of chemical ecology 8 (1982), S. 1125-1132 
    ISSN: 1573-1561
    Keywords: Peachtree borer ; Synanthedon exitiosa (Say) ; Lepidoptera ; Sessiidae ; oviposition stimulant ; peach ; Prunus persica
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    Notes: Abstract Peachtree borer (PTB) cocoons, peach tree bark, and a mixture of frass and gum obtained arount PTB wounds were extracted with organic solvents of increasing polarity. Female PTB moths,Synanthedon exitiosa (Say), laid the greatest number of eggs on filter paper substrates treated with acetone extracts of PTB cocoons, ethyl acetate extracts of peach tree bark and acetone extracts of frass and gum mixtures. The extracts of cocoons or frass and gum mixture were separated by liquid chromatography and thin layer chromatography.
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  • 193
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    Journal of chemical ecology 8 (1982), S. 1183-1191 
    ISSN: 1573-1561
    Keywords: Kairomone ; contact chemicals ; arrestant ; host seeking ; Eucelatoria bryani ; Diptera ; Tachinidae ; Heliothis ; Lepidoptera ; Noctuidae ; parasitoid
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Factors acting at contact or close range affected the behavior associated with host seeking of females, but not of males, of the tachinid,Eucelatoria bryani Sabrosky. Females were arrested by components of larvae ofHeliothis virescens (F.) and by a dichloromethane extract of okra leaves. A hexane extract ofH. virescens frass and a chloroform-methanol extract ofH. virescens larvae were both active. In addition to chemicals, shape and size were involved because females were arrested by small inert objects the size ofH. virescens larvae and frass.
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  • 194
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    Journal of chemical ecology 9 (1983), S. 33-37 
    ISSN: 1573-1561
    Keywords: Disparlure ; Lymantria dispar ; Lepidoptera ; Lymantriidae ; gypsy moth ; pheromone persistence
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    Notes: Abstract Positive attraction of male gypsy moths to the body of the author, now four years after his last known direct contact with disparlure, the synthetic pheromone, is documented. A designed test showed that moths responded to him in highly significantly greater numbers than to others who had had less or no previous exposure to the insect and / or disparlure. The data present persuasive evidence of bodily contamination with disparlure and suggest that the material is very persistent.
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  • 195
    ISSN: 1573-1561
    Keywords: Behavior ; Caenurgina erechtea (Cramer) ; forage looper ; Lepidoptera ; Noctuidae ; sex pheromone ; (Z,Z,Z)-3,6,9-eicosatriene ; (Z,Z,Z)-3,6,9-heneicosatriene ; flight tunnel
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    Notes: Abstract (Z,Z,Z)-3,6,9-Eicosatriene and (Z,Z,Z)-3,6,9-heneicosatriene have been identified as components of the sex pheromone of the noctuid,Caenurgina erechtea (Cramer), the forage looper. Structural assignments were made on the basis of spectroscopic and chromatographic data and were confirmed by comparison with synthetic material. Flight tunnel behavioral studies demonstrated that either component, when tested individually, would elicit wing fanning responses in males; however, mixtures of the two components increased this response and were essential for initiation of upwind flight and landing. In field experiments, traps baited with either component alone captured few or no adult forage looper males while those baited with both components captured several target males.
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  • 196
    ISSN: 1573-1561
    Keywords: Sex pheromone ; 3,6,9-heneicosatriene ; 3,6,9-eicosatriene ; velvetbean caterpillar ; Anticarsia gemmatalis Hübner ; Lepidoptera ; Noctuidae ; attractant ; hydrocarbons
    Source: Springer Online Journal Archives 1860-2000
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    Notes: Abstract A sex pheromone produced by female velvetbean caterpillar moths,Anticarsia gemmatalis Hübner, that attracts conspecific males was isolated and identified as a blend of (Z,Z,Z)-3,6,9-eicosatriene and (Z,Z,Z)-3,6,9-heneicosatriene in a ratio of ca. 5∶3, respectively, when combined. The synthesized compounds elicited responses by velvetbean caterpillar moth males equivalent to those elicited by females in both laboratory wind tunnel bioassays and field trapping experiments.
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  • 197
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    Journal of chemical ecology 9 (1983), S. 657-672 
    ISSN: 1573-1561
    Keywords: Pseudoplusia includens ; soybean looper ; Lepidoptera ; Noctuidae ; Epilachna varivestis ; Mexican bean beetle ; Coleoptera ; Coccinellidae ; feeding preferences ; nutrition ; food utilization ; host-plant resistance ; induced resistance ; glyceollin ; isoflavonoids ; soybean ; phytoalexins
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    Notes: Abstract Effects of soybean phytoalexins on the feeding of the soybean looper and Mexican bean beetle were investigated to test the hypothesis that phytoalexins might be a defense mechanism of plants against insects as well as against pathogens. Short-term behavioral responses to the phytoalexins were analyzed using dual-choice tests with phytoalexin-rich and phytoalexin-poor (control) tissues. Phytoalexin production was elicited with ultraviolet radiation. Results from the dual-choice tests indicated that 6th instar soybean looper larvae fed equally on the control and phytoalexin-rich tissues. Feeding by adult and 4th instar Mexican bean beetles, however, was strongly deterred by the phytoalexins as evidenced by “single-bite” mandible scars on the phytoalexin-rich cotyledon discs. Nutritional effects of the isoflavonoid phytoalexin glyceollin on early instar soybean looper larvae were tested by incorporating the phytoalexin into an artificial medium at a level of 1% dry weight (0.15% fresh weight). The larvae were reared for 7 days from emergence on diets of control and glyceollin-containing media. Although survival on the glyceollin diets was initially less than on the control diets, under the experimental conditions glyceollin had no significant effect on the growth, development, or subsequent survival of the larvae. Efficiency of food utilization (ECI) was reduced, indicating that the phytoalexins may be a mild digestibility-reducing factor for the loopers. Implications of the results for host-plant resistance are discussed.
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  • 198
    ISSN: 1573-1561
    Keywords: Driedfruit moth ; Vitula edmandsae serratilineella ; Lepidoptera ; Pyralidae ; Phycitinae ; sex pheromone ; attractant inhibitor ; (Z)-9,(E)-12-tetradecadienol ; (Z)-9,(E)-12-tetradecadienal ; alcohol ; aldehyde
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Sixteen pheromone-like compounds were identified in abdomen tip washes and excised abdomen tip extracts of calling females of driedfruit moth,Vitula edmandsae serratilineella Ragonot. Identifications were by high-resolution gas chromatography-mass spectrometry, and gas chromatography with flame ionization and electroantennographic detectors. Male moths were attracted to a blend of (Z)-9,(E)-12-tetradecadienol and (Z)-9,(E)-12-tetradecadienal in a ratio of 100∶1 at 500 μg/rubber septum dispenser, which is recommended for monitoring purposes. Low concentrations of (Z)-9-tetradecenol (0.5%) and (Z)-9-tetradecenal (0.1%) may be beneficial for the attraction of males, but 1–2% of (E)-9,(E)-12- or (Z)-9,(Z)-12-tetradecadienol, or (Z)-9,(E)-12-tetradecadienyl acetate inhibited their attraction. Gravid female moths were attracted to traps that captured large numbers of males. Females may be attracted to male hairpencil or forewing gland secretions emitted near the traps or that accumulate in the traps.
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  • 199
    ISSN: 1432-0878
    Keywords: Key words: NADPH diaphorase ; Nitric oxide synthase ; Nervous system ; central ; Nervous system ; peripheral ; Immunohistochemistry ; Helix aspersa (Mollusca)
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Abstract. Enzyme histochemistry and immunocytochemistry were used to determine the distribution of neurons in the snail Helix aspersa which exhibited nicotinamide adenine dinucleotide phosphate (NADPH) diaphorase activity and/or immunoreactivity to nitric oxide synthase (NOS). NADPH diaphorase-positive cells and fibres were distributed extensively throughout the central and peripheral nervous system. NADPH diaphorase-positive fibres were present in all neuropil regions of the central and peripheral ganglia, in the major interganglionic connectives and in peripheral nerve roots. NADPH diaphorase-positive cell bodies were found consistently in the eyes, the lips, the tentacular ganglia and the procerebral lobes of the cerebral ganglia; staining of cell bodies elsewhere in the nervous system was capricious. The distribution of NOS-like immunoreactivity differed markedly from that of NADPH diaphorase activity. Small clusters of cells which exhibited NOS-like immunoreactivity were present in the cerebral and pedal ganglia; fibres which exhibited NOS-like immunoreactivity were present in restricted regions of the neuropil of the central ganglia. The disjunct distributions of NADPH diaphorase activity and NOS-like immunoreactivity in the nervous system of Helix suggest that the properties of neuronal NOS in molluscs may differ sigificantly from those described previously for vertebrate animals.
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  • 200
    Electronic Resource
    Electronic Resource
    Springer
    Cell & tissue research 277 (1994), S. 457-464 
    ISSN: 1432-0878
    Keywords: Mammary-derived growth inhibitor ; Fatty acid-binding proteins ; Differentiation ; Vascularization ; Immunohistochemistry ; Immunocytochemistry ; Mammary gland ; Cow
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Abstract Mammary-derived growth inhibitor (MDGI) has previously been localized in the mammary parencyma, dependent on the stage of differentiation of the mammary gland. Here, we have elucidated the distribution of MDGI in the mammary stroma by a combined immunohisto-and cytochemical analysis with antibodies raised against MDGI. Distinct staining of capillary endothelial cells has been revealed. Although its subcellular distribution resembles former observations in secretory epithelial cells, the expression of MDGI in capillary endothelial cells clearly precedes that in secretory epithelial cells. On the other hand, no endothelial MDGI staining has been detected in bovine heart, which contains a fatty acid-binding protein almost identical to MDGI. The localization of MDGI in the mammary capillary endothelium is discussed in terms of its possible involvement in the intracellular transport of hydrophobic ligands or in the regulation of endothelial cell proliferation.
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