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  • Lepidoptera  (329)
  • Cell & Developmental Biology
  • Magnetism
  • Springer  (330)
  • 2015-2019
  • 2010-2014
  • 1985-1989  (330)
  • 101
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    Response of generalist and specialist insects to qualitative allelochemical variation (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 319-334 
    Details
    ISSN: 1573-1561
    Keywords: Iridoid glycoside ; Junonia coenia ; Lymantria dispar ; Lepidoptera ; Nymphalidae ; Lymantriidae ; induction ; insect-plant interaction ; generalist herbivore ; specialist herbivore
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract We examined the effects of a set of four biosynthetically related iridoid glycosides, aucubin, catalpol, loganin, and asperuloside, on larvae of a generalist,Lymantria dispar (Lymantriidae), the gypsy moth, and an adapted specialist, the buckeye,Junonia coenia (Nymphalidae). In general,L. dispar grew and survived significantly less well on artificial diets containing iridoid glycoside, compared to a control diet without iridoid glycosides. In choice tests, previous exposure to a diet containing iridoid glycosides caused larvae subsequently to prefer iridoid glycoside-containing diets even though they were detrimental to growth and survival. In contrast,J coenia larvae grew and survived better on diets with aucubin and catalpol, the two iridoid glycosides found in the host plantPlantago lanceolata (Plantaginaceae), than on diets with no iridoid glycoside or with loganin and asperuloside. The results of choice tests of diets with and without iridoid glycosides and between diets with different iridoid glycosides reflected these differences as well. These results are discussed in terms of (1) differences between generalists and specialists in their response to qualitative variation in plant allelochemical content, (2) the induction of feeding preferences, and (3) the evolution of qualitative allelochemical variation as a plant defense.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01022549
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  • 102
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    Pheromone biosynthesis in lepidoptera (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 2019-2031 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; desaturases ; pheromone ; enzymes ; detergents ; fatty acids ; biosynthesis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Pheromone components for many lepidopteran species are produced by the use of unique chain-shortening and Δ9, Δ10, and Δ11 desaturase systems. Correlations in the Tortricidae indicate that the pheromone components derived from Δ9 and Δ01 desaturases are found in the more primitive species (those possessing morphological plesiomorphies). The precise blend ofZ andE acetates in a number of species is regulated in the final reduction sequence from acyl intermediates. Preliminary research has been conducted on the characterization of the various desaturase enzymes used and on the important blend regulating sequence. Initial purification work on the Δ11 desaturase enzyme found in the cabbage looper moth is reported.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01014247
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  • 103
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    Selected factors influencing neurohormonal regulation of sex pheromone production inHeliothis species (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 2063-2069 
    Details
    ISSN: 1573-1561
    Keywords: Heliothis zea ; Heliothis phloxiphaga ; Lepidoptera ; Noctuidae ; sex pheromone ; neuropeptide hormone ; mating ; host plant factors
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Sex pheromone production and release in females ofHeliothis species exhibit a diel periodicity. Phermone production is controlled by a hormone, the pheromone biosynthesis activating neuropeptide (PBAN). Release of PBAN to activate pheromone production follows a circadian rhythm. InH. zea females, mating terminates pheromone production. An unidentified hemolymph-borne factor is transferred from the male to the female during mating. It is speculated that this factor interacts with the release mechanism of PBAN to prevent further production of the pheromone following mating. Wild females ofH. phloxiphaga (reared from larvae collected in the field) did not produce or release the sex pheromone unless kept in association with the host plant. Pheromone production could be induced in these females by the injection of PBAN. It is suggested that a signal from the host plant is essential to trigger the release of PBAN to induce pheromone production.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01014250
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  • 104
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    Properties of cuticular oxidases used for sex pheromone biosynthesis byHeliothis zea (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 2131-2145 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone biosynthesis ; cuticle ; alcohol oxidase ; alcohol ; aldehyde ; Heliothis zea ; Lepidoptera ; Noctuidae ; enzyme
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Biosynthesis of the aldehydic sex pheromone components released by females ofHeliothis zea was found to be catalyzed by primary alcohol oxidases residing in the cuticle that covers the glands. Activity, as indicated by conversion of primary alcohol to aldehyde, was as high in cell-free cuticle as it was in intact pheromone glands. Studies indicated that some activity was associated with the surface of the epicuticle and could be removed, into buffer, by sonication. However, the majority of activity lies within the inner epicuticle and exo- and endocuticular layers. The oxidase was not functional in pharate pupae that did not have mature adult cuticle but became functional just prior to adult emergence. The enzyme in individual glands was saturated at alcohol concentrations above 100 n. moles. Nonionic detergents did not affect the activity of the oxidase in the cuticle but treatment with either 7 M urea or 1% SDS resulted in total loss of activity. Studies on the effect of pH indicated an optimum at 6.4; however, activity was high throughout the range of 5–9. The oxidase was functional in both dichloromethane and hexane, suggesting that this enzyme system may have applications for organic synthesis of aldehydes.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01014254
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  • 105
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    The influence of dietaryβ-carboline alkaloids on growth rate, food consumption, and food utilization of larvae ofSpodoptera exigua (Hubner) (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 475-484 
    Details
    ISSN: 1573-1561
    Keywords: β-Carboline alkaloids ; harman ; harmins ; Spodoptera exigua (Hubner) ; beet armyworm ; antifeedant ; Lepidoptera ; Noctuidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract β-Carboline alkaloids are found worldwide in many plant families. Harman, harmine, and other simple β-carboline alkaloids were tested for activity against a generalist phytophagous insect, the beet army worm [Spodoptera exigua (Hubner)]. Chronic dietary exposure tests (neonate to pupa) reveal potent antifeedant and possible toxic effects. Acute dietary exposure tests on fifth-instar larvae also demonstrate antifeedant activity.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01013899
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  • 106
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    Male confusion of the nun moth with disparlure at high and low population densities (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 537-547 
    Details
    ISSN: 1573-1561
    Keywords: Lymantria monacha ; Lepidoptera ; Lymantriidae ; pheromone communication ; mating disruption ; disparlure ; slow-release formulations
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The feasibility of using the synthetic sex pheromone, disparlure, as a mating confusant of the nun moth (Lymantria monacha L.) was investigated on wild populations occurring in outbreak proportions in Poland and in low density in Czechoslovakia. The size of experimental plots ranged from 1 to 12 hectares. The amounts of pheromone applied were 10 or 20 g/hectare. Three types of slow-release formulations of a racemic mixture of disparlure were tested: (1) a spray formulation with latex as a carrier, (2) a tubing of natural rubber, and (3) sawdust of a porous material used for making tips of fiber-tip pens. All three pheromone formulations prevented significant numbers (98.6–100% in the low density situation, 90–96.2% during the outbreak) of the males from locating a discrete source of pheromone (a trap containing synthetic pheromone or a female) during the whole flight period, indicating long-lasting efficiency of the formulations.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01013905
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  • 107
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    Responses of male codling moths (Laspeyresia pomonella) to codlemone and other alcohols in a wind tunnel (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 797-813 
    Details
    ISSN: 1573-1561
    Keywords: Codling moth ; Laspeyresia pomonella ; Lepidoptera ; Tortrici-dae ; codlemone ; sex pheromone ; parapheromones ; inhibitors ; olefinic alcohols ; wind tunnel ; orientation flight
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The primary pheromone (E,E)-8,10-dodecadien-1-ol (I, codle-mone), 11 further alcohols, and binary blends of both were evaluated for attractiveness as defined by the percentage ofL. pomonella males showing oriented upwind flight terminated by landing at the source within 10 min after release. Sources of I were attractive from 10−5 μg to 101 μg, with approx. 70% males responding at 10−3−10−1 μg. Most other alcohols also showed attractiveness, but the dose-response curves differed greatly with respect to the range of effective lure doses as well as the maximum response level reached at any dose. (E,E)-7,9-Undecadien-1-ol (III) revealed a dose-response curve similar in shape to I but shifted towards higher concentrations. (E,E)-8,10-Tridecadien-1-ol (II) and (E)-8,10-undecadien-1-ol (IV) exhibited threshold values of 10−5 μg (same as for I) and were effective over, respectively, seven and nine decades of source load, but they did not reach a response level of 40% at any test amount. (E)-9,11-Dodecadien-1-ol (VI) and the monoenes (E)-8-, (E)-10-, and (Z)-10-dodecen-1-ol (VIII-X) showed weak attractivity restricted to one to three test doses. Upwind approaches that broke off a few centimeters from the source were rarely seen in tests with I but frequently occurred with some of the analogs. When combined with 10−3 μg of I, all alcohol analogs showed “inhibitory” properties, although the amounts required to obtain a significant lowering of response differed by up to 105-fold. This amount was the lowest (10−4 μg) for the positional isomer VI, and the highest (101 μg) for undecan-1-ol (XI) and dodecan-1-ol (XII). With some mixtures, the presence of the inhibitor appeared to cause an alteration in landing behavior. No synergistic effects were seen in these tests. The results are briefly considered with respect to the sensory perception of the test stimuli and the involvement of minor components in the female pheromone blend.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01018774
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  • 108
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    Chemical trail marking and following by caterpillars ofMalacosoma neustria (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 815-824 
    Details
    ISSN: 1573-1561
    Keywords: Trail pheromones ; trail marking ; 5β-cholestane-3,24-dione ; tent caterpillars ; Malacosoma nuestria L. ; Lepidoptera ; Lasiocampidae ; recruitment ; leader-follower behavior
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Chemical trail marking and following by gregarious caterpillars,Malacosoma neustria L. (Lepidoptera: Lasiocampidae), was studied in the laboratory. As in other species ofMalacosoma, larvae deposit a trail pheromone from a sternal secretory site when searching the host for food. Larvae in the vanguard of foraging columns establish chemical trails as they explore new territory. Marking behavior diminishes as successive unfed foragers utilize the trail. These exploratory trails are subsequently overmarked by fed larvae returning to the tent. Other foragers follow the trails of fed larvae in preference to trails of unfed larvae. Thus, like the eastern tent caterpillar,M. americanum, successful foragers ofM. neustria recruit colony-mates to feeding sites. The chemical activity of both recruitment and exploratory trails degrades slowly, suggesting that the trail pheromone ofM. neustria is a nonvolatile substance. Caterpillars ofM. neustria readily follow the nonvolatile trail pheromone which has been identified fromM. americanum, 5β-cholestane-3,24-dione.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01018775
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  • 109
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    Sex pheromone biosynthesis of (E,E)-8,10-dodecadienol in codling mothCydia pomonella involvesE9 desaturation (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 903-915 
    Details
    ISSN: 1573-1561
    Keywords: pheromone ; Lepidoptera ; Tortricidae ; Cydia pomonella ; biosynthesis ; palmitic acid ; (E)-9-dodecenoic acid ; (E,E)-8,10-dodecadienol ; E9 desaturation ; capillary gas chromatography ; deuterium ; labeled precursors
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Sex pheromone biosynthesis in the codling mothCydia pomonella (Lepidoptera; Tortricidae) was studied by topical application of deuterated fatty acids in DMSO to pheromone glands. The incorporation of deuterium label into fatty acids and alcohols in the pheromone gland was monitored by gas chromatography with flame ionization detection and mass spectrometry in the selected ion monitoring mode. Dodecanol, (E)-9-dodecenol, (E,E)-8,10-dodecadienol, tetradecanol, and hexadecanol were found in gland extracts. The application of [12,12,12-2H3]dodecanoic acid resulted in labeled dodecanol, (E)-9-dodecenol, and (E,E)-8,10-dodecadienol, as well as the corresponding labeled acids. No label was incorporated into tetradecanol or hexadecanol or any acid with more than 12 carbon atoms. The application of labeled tetradecanoic or hexadecanoic acid introduced label not only into the 12-carbon alcohols, but also into tetradecanol, or tetradecanol and hexadecanol, respectively. The application of (E)-[11, 11,12,12,12,-2H5]9-dodecen-oic acid, whose facile synthesis is described, resulted in labeled (E)-9-do-decenol and (E,E)-8,10-dodecadienol. The (E,E)-8,10-dodecadienol so produced was characterized by an ion atm/z 186, equivalent to [M]+ of a dienol labeled with four deuterons. Thus, one deuterium label is lost when the labeled (E)-9-monoene is converted to the (E,E)-8,10-diene. We conclude that (E,E)-8,10-dodecadienol is synthesized by chain shortening (β-oxidation) of palmitic acid to dodecanoic acid, followed by an unusualE9 desaturation and subsequent conversion of this intermediate into the conjugated precursor, which is finally reduced to the pheromone alcohol. The evolutionary significance ofE9 desaturation being responsible for pheromone production in an Olethreutinae species is discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01018782
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  • 110
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    Identification of a male-produced pheromone ofAnticarsia gemmatalis (Hübner) (Lepidoptera; Noctuidae) attractive to conspecific males (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 1121-1130 
    Details
    ISSN: 1573-1561
    Keywords: Anticarsia gemmatalis ; velvetbean caterpillar ; Lepidoptera ; Noctuidae ; attractant ; pheromone ; hairpencils ; (Z,Z,Z)-3,6,9-heneicosatriene ; male-produced pheromone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Observations in the laboratory and in the field indicated that maleAnticarsia gemmatalis (Hübner), the velvetbean caterpillar (VBC), are attracted to conspecific courting males. Male VBC subsequently were found to be attracted to extracts of male abdominal tips including the extrudable hairpencils. The active chemical in these extracts was identified as (Z,Z,Z)-3,6,9-heneicosatriene, which is also one of the major components of the female VBC sex pheromone. Male VBC in a wind tunnel and in the field exhibited a bimodal response distribution to a range of ratios of the (Z,Z,Z)-3,6,9-heneicosatriene and (Z,Z,Z)-3,6,9-eicosatriene, with one maximum at the pure heneicosatriene alone and the other at the 60∶40 female blend. This demonstrates that the male response to the male hairpencil component is distinct from that to the female sex pheromone.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01019340
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  • 111
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    Multivariate analysis of the correlation between noctuidae subfamilies and the chemical structure of their sex pheromones or male attractants (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 1187-1215 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Noctuidae ; sex attractants ; sex pheromones ; correspondence analysis ; chemotaxonomy ; multidimensional analysis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Female-emitted pheromones and sex attractants of Noctuidae were investigated using a specific computer procedure to analyze data collected from the literature. Correspondence analysis was used to survey the structure-activity relationships of sex pheromones in seven subfamilies. Structural, stereochemical, and functional features of active molecules were related to taxonomy. This multidimensional analysis revealed that the prevalent chemical frame of noctuid moth pheromones was a monounsaturated acetate withZ stereochemistry and a double bond on the fifth carbon closest to the nonfunctional branch of the molecule. Possible phylogenetic relationships within Noctuidae and between Noctuidae and other families are discussed in light of the sex pheromone biochemistry. Female sex pheromones appeared to be an additional character to be considered in the classification of noctuid moths.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01019346
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  • 112
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    Beneficial arthropod behavior mediated by airborne semiochemicals (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 1583-1596 
    Details
    ISSN: 1573-1561
    Keywords: Microplitis demolitor ; Hymenoptera ; Braconidae ; Heliothis zea ; Lepidoptera ; Noctuidae ; Biological control ; artificial diet ; preflight behavior ; wind tunnels ; oviposition ; age ; chemosensory receptors ; chilling pupae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Heliothis zea (Boddie) larvae fed cowpea seedlings produced volatile semiochemicals to whichMicroplitis demolitor Wilkinson responded in a wind tunnel. However, mostM. demolitor females reared fromH. zea larvae fed an artificial diet were not responsive at emergence to the same volatile semiochemicals. A preflight contact with frass fromH. zea fed cowpea was needed to stimulate a response of sustained flight in a wind tunnel. The most consistent flight response was 7–10 days postemergence. Response resulting from both antennal and ovipositor contact with host frass during preflight stimulation was no better than from antennal contact alone. Chilling the parasitoid pupae rendered most of the emerging females unresponsive to volatile semiochemicals.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01012524
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  • 113
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    Influence ofHeliothis virescens sex pheromone dispensers on captures ofH. zea males in pheromone traps relative to distance and wind direction (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 265-276 
    Details
    ISSN: 1573-1561
    Keywords: Tobacco budworm ; cotton bollworm ; Heliothis virescens ; Heliothis zea ; Lepidoptera ; Noctuidae ; sex pheromone ; virelure ; trapping ; pheromone interaction
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Evaluations conducted by placingHeliothis virescens (F.) sex pheromone (virelure) dispensers at different distances in the predominant downwind and upwind directions fromHeliothis zea (Boddie) pheromone traps indicated that reductions inH. zea male captures were greatest relative to distance when theH. zea traps were located downwind from the virelure dispensers than when the traps were located upwind. When operating traps for both species at the same site, the influence of virelure dispensers on captures inH. zea pheromone traps would be minimized by placing theH. zea traps upwind of theH. virescens traps and, if wind direction is variable, the traps should be spaced at least 75 m apart.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01022546
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  • 114
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    Cardenolide content and thin-layer chromatography profiles of monarch butterflies,Danaus plexippus L., and their larval host-plant milkweed,Asclepias asperula subsp.Capricornu (woods.) woods., in north central Texas (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 295-318 
    Details
    ISSN: 1573-1561
    Keywords: Asclepias asperula ; milkweed ; Asclepiadaceae ; Danaus plexippus ; monarch butterfly ; Lepidoptera ; Danaidae ; Oncopeltus ; Hemiptera ; Lygaeidae ; cardenolide ; cardiac glycoside ; digitoxin ; chemical ecology ; chemotaxonomy ; chemical defense ; ecological chemistry ; thin-layer chromatography ; plant-insect interactions ; coevolution
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract This paper is the second in a series on cardenolide fingerprinting of monarch butterflies and their host-plant milkweeds in the eastern United States. Spectrophotometric determinations of the gross cardenolide content ofAsclepias asperula plants in north central Texas indicated wide variation ranging from 341 to 1616 μg/0.1 g dry weight. The mean plant cardenolide concentration (886 μg/0.1 g) is the highest for any milkweed species on which monarch cardenolide profiles have been produced. Forty-one butterflies reared individually on these plants contained a skewed distribution of cardenolide concentrations ranging from 231 to 515 μg/0. 1 g dry weight with a mean of 363μg/0.1 g. The uptake of cardenolide by the butterflies was independent of plant concentration, suggesting that saturation occurs in cardenolide sequestration by monarchs when feeding on cardenolide-rich host-plants. Female monarchs contained significantly greater mean cardenolide concentrations (339 μg/0.1 g) than did males (320 μg/0.1 g). The mean dry weight of the male butterflies (0.211 g) was significantly greater than the female mean (0.191) so that the mean total cardenolide contents of males (675 fig) and females (754 μg) were not significantly different. Butterfly size was not significantly correlated to butterfly cardenolide concentration when differences due to sex and individual host-plant concentration were removed. Thin-layer chrornatograms of 24 individual plant-butterfly pairs developed in two solvent systems resolved 22 individual spots in the plants and 15 in the butterflies.A. asperula plants appear to contain several relatively nonpolar cardenolides of the calotropagenin series which are metabolized to more polar derivatives in the butterflies. Quantitative evaluation of theR f values, spot intensities, and probabilities of occurrence in the chloroform-methanol-formamide TLC system produced a cardenolide fingerprint clearly distinct from those previously established for monarchs reared on otherAsclepias species. Our data support the use of fingerprints to make ecological predictions concerning larval host-plant utilization.A. asperula subsp.capricornu andA. viridis Walt, are the predominant early spring milkweeds throughout most of the south central United States. Cardenolide-rich monarchs reared on these two species may be instrumental in establishing and reinforcing visual avoidance of adults by naive predators throughout their spring and summer breeding cycle in eastern North America.
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    URL: http://dx.doi.org/10.1007/BF01022548
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  • 115
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    Phenolic biosynthesis, leaf damage, and insect herbivory in birch (Betula pendula) (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 275-283 
    Details
    ISSN: 1573-1561
    Keywords: Phenolics ; PAL activation ; insect herbivory ; plant resistance ; Betula pendula ; Apochemia pilosaria ; Lepidoptera ; geometridae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The effect of both caterpillar herbivory and artificial damage on phenylalanine ammonia lysase (PAL) activity of birch foliage was measured, using an intact cell assay. After artificial damage there was a small increase in PAL activity in damaged leaves but no change in adjacent undamaged ones. Insect grazing produced a larger increase in PAL activity, and the enzyme activity was also increased in adjacent undamaged leaves. Artificial damage increased the phenolic levels of the damaged leaves. Insect grazing caused a larger, longer-lasting increase in phenolic levels and also elevated phenolic levels in undamaged leaves. The possible role of these wound-induced biochemical changes in birch is discussed.
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    URL: http://dx.doi.org/10.1007/BF02027789
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  • 116
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    Chemical studies of proteins that degrade pheromones (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 2033-2046 
    Details
    ISSN: 1573-1561
    Keywords: Cyclopropanation ; cyclopropanol ; enzyme inhibitor ; pheromone analog ; vinyl ketone ; Heliothis virescens ; Plutella xylostella ; α-fluoroaldehyde ; (Z)-11-hexadecenal ; (Z)-9-tetradecenal ; Lepidoptera ; Noctuidae ; Plutellidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Aldehyde components of lepidopterous pheromones are converted to carboxylic acids by aldehyde oxidizing enzymes (AOEs) that are present at high levels in antennal tissues of adult moths. The AOEs may include O2-requiring aldehyde oxidases as well as nucleotide-cofactor-requiring aldehyde dehydrogenases. Three classes of inhibitors were synthesized and examined in vitro for AOE inhibition usingHeliothis virescens antennae: (1) cyclopropanols, (2) α-fluorinated aldehydes, and (3) α,β-unsaturated carbonyls. First, cyclopropanated analogs of (Z)-11-hexadecenal (Z11–16∶A1), a common unsaturated aldehyde component of many species' pheromone blends, were synthesized as isosteric pheromone analogs and as potential inhibitors of the moth AOEs. NMR assignments are reported for thecis- andtrans-cyclopropanols. Cyclopropanols appear to act as oxidase-activated AOE inhibitors, perhaps via the unstable cyclopropanones. Second, α-fluoro and α,α-difluoro substituted analogs ofZ9–14∶A1 were synthesized and shown to be modest inhibitors of both the alcohol oxidase and AOE activities. Finally, the most potent inhibitors were α,β-unsaturated carbonyl mimics of theZ11–16∶A1. The α-methylene aldehyde was 1000-fold less effective than the vinyl ketoneZ1,11–16∶3-oxo. This inhibition appears irreversible and is postulated to involve electrophilic modification of an active site sulfur nucleophile.
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    URL: http://dx.doi.org/10.1007/BF01014248
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  • 117
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    Double-bond location in monounsaturated fatty acids by dimethyl disulfide derivatization and mass spectrometry: Application to analysis of fatty acids in pheromone glands of four lepidoptera (1985)
    Springer
    Journal of chemical ecology 11 (1985), S. 265-277 
    Details
    ISSN: 1573-1561
    Keywords: Fatty acid analysis ; double-bond location ; dimethyl disulfide adducts ; mass spectrometry ; pheromone ; Choristoneura fumiferana ; C. occidentalis ; C. pinus pinus ; Plusia chalcites ; Lepidoptera ; Tortricidae ; Noctuidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A rapid analytical procedure for the determination of the position of double bonds in mixtures of monounsaturated fatty acid methyl esters has been developed. The method is based on direct capillary GC-MS-EI analysis of dimethyl disulfide adducts. The procedure was applied to mixtures of monounsaturated fatty esters from pheromone gland extracts of three tortricids from theChoristoneura genus,C. fumiferana, C. occidentalis, andC. pinus pinus, and one noctuid from the Plusiinae subfamily,Plusia chalcites. A correlation was found between the known major pheromone components in the four species with the corresponding fatty acids. Some of the additional fatty acids may be precursors to as yet unidentified minor pheromone components, present in extremely small quantities, in these species.
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    URL: http://dx.doi.org/10.1007/BF01411414
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    Components of female sex pheromone of spotted bollworm,Earias vittella F. (Lepidoptera: Noctuidae): Identification and field evaluation in Pakistan (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 929-945 
    Details
    ISSN: 1573-1561
    Keywords: Spotted bollworm ; Earias vittella ; spiny bollworm ; Earias insulana ; Lepidoptera ; Noctuidae ; gas chromatography ; electroantennography ; pheromone traps ; hexadecanal ; (Z)-11-hexadecenal ; (E,E)-10,12-hexadecadienal ; (Z,E)-10,12-hexadecadienal ; (E,Z)-10,12-hexadecadienal ; octadecanal ; (Z)-11-octadecenal ; (E,E)-10,12-hexadecadien-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Ovipositor washings from virgin femaleEarias vittella (F.) (Lepidoptera: Noctuidae) moths were examined by gas chromatography (GC) linked to electroantennography (EAG). Six components were detected by the male moth. These were identified by comparison of their retention times with those of a range of synthetic standards on fused silica capillary GC columns as hexadecanal, (Z)-11-hexadecenal, (E,E)-10,12-hexadecadienal, octadecanal, (Z)-11-octadecenal, and (E,E)-10,12-hexadecadien-1-ol in 1∶2∶10∶2∶4∶1 ratio. Field testing in Pakistan showed that a 2∶10∶2 mixture of (Z)-11-hexadecenal, (E,E)-10,12-hexadecadienal, and (Z)-11-octadecenal was as attractive to maleE. vittella moths as the six-component mixture and equal in attractiveness to a virgin female moth. Omitting (Z)-11-hexadecenal or (Z)-11-octadecenal greatly reduced this attractiveness. It was found that synthetic lures must be protected from sunlight to prevent loss of attractiveness caused by isomerization of the conjugated diene aldehyde, and addition of (E,Z)-10,12-hexadecadienal, one of the products of isomerization, was shown to reduce attractiveness significantly. During this work, a 10∶1 mixture of (E,E)-10, 12-hexadecadienal and (Z)-11-hexadecenal was shown to be as attractive toE. insulana (Boisd.) male moths as a virgin female moth, and the attractiveness of this mixture was further increased by addition of (E,Z)-10,12-hexadecadienal.
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    Haloacetate analogs of pheromones: Effects on catabolism and electrophysiology inPlutella xylostella (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 1003-1021 
    Details
    ISSN: 1573-1561
    Keywords: Haloacetate ; pheromone analog ; catabolic protein ; EAG ; Plutella xylostella ; Lepidoptera ; Yponomeutidae ; inhibition
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A series of mono-, di-, and trihalogenated acetate analogs of Zl 1–16: Ac were prepared and examined for electrophysiological activity in antennae of males of the diamondback moth,Plutella xylostella. In addition, two potential affinity labels, a diazoacetate (Dza) and a trifluoromethyl ketone (Tfp), were evaluated for EAG activity. The Z11–16∶Ac showed the highest activity in EAG assays, followed by the fluorinated acetates, but other halo-acetates were essentially inactive. The polar diazoacetate and the trifluoromethyl ketone were also very weak EAG stimulants. The effects of these analogs on the hydrolysis of [3H]Z11–16∶Ac to [3H]Z11–16∶OH by antennal esterases was also examined. The three fluorinated acetates showed the greatest activity as inhibitors in competition assays, with rank order F2Ac 〉 F3Ac 〉 FAc 〉 Ac 〉 Cl2Ac 〉 ClAc 〉 Dza 〉 Br2Ac 〉 BrAc 〉 Tfp 〉 I 〉 Cl3Ac 〉 Br3Ac 〉 OH. The relative polarities of the haloacetates, as determined by TLC mobility, are in the order mono- 〉 di- 〉 trihalo, but F, Cl, Br, and I all confer similar polarities within a substitution group. Thus, the steric size appears to be the predominant parameter affecting the interactions of the haloacetate analogs with both receptor and catabolic proteins inP. xylostella males.
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    Butenolides in small ermine moths,Yponomeuta spp. (Lepidoptera: Yponomeutidae), and spindle-tree,Euonymus europaeus (Celastraceae) (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 1099-1111 
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    ISSN: 1573-1561
    Keywords: Yponomeuta spp. ; Lepidoptera ; Yponomeutidae ; host plants ; Euonymus europaeus ; Celastraceae ; butenolides ; siphonodin ; isosiphonodin ; plant-insect relationship ; chemical defense ; small ermine moth ; spindle-tree
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A new butenolide, isosiphonodin [3-hydroxymethyl-2(5H)-furanone], along with a trace of siphonodin [4-hydroxymethyl-2(5H)-furanone], was isolated from fifth-instar larvae of the small ermine mothYponomeuta cagnagellus. Leaves of its host plant spindle-tree,Euonymus europaeus, were found to contain the same two butenolides with siphonodin being present as the major compound. TLC showed that isosiphonodin was also present in larvae or pupae of six other small ermine moths which did not feed on spindle-tree. InY. cagnagellus butenolides might be plant derived, while isosiphonodin in the other investigated small ermine moths is probably synthesized by the insect. The possible role of butenolides in the chemical defense of small ermine moths is discussed.
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    Identification of leek-moth and diamondback-moth frass volatiles that stimulate parasitoid,Diadromus pulchellus (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 1391-1398 
    Details
    ISSN: 1573-1561
    Keywords: Diadromus pulchellus ; Hymenoptera ; Ichneumonidae ; disulfides ; frass ; Acrolepiopsis assectella ; Plutella xylostella ; Lepidoptera ; Acrolepiidae ; Plutellidae ; leek ; Allium porrum ; cabbage ; Brassica oleracea
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Acrolepiopsis assectella andPlutella xylostella frass volatiles, trapped on Tenax GC, were examined by capillary gas chromatography. In both moths, the same three disulfides, dimethyl, dipropyl, and methyl propyl, were the most abundant substances, but in different proportions. The synthetic disulfides elicited the same behavioral response by the parasitoid,Diadromus pulchellus as frass. The plant origin of these substances is discussed.
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    Kairomonal activities of 2-acylcyclohexane-1,3 diones produced byEphestia kuehniella zeller in eliciting searching behavior by the parasitoidBracon hebetor (say) (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 1491-1500 
    Details
    ISSN: 1573-1561
    Keywords: Bracon ; Ephestia ; Lepidoptera ; Pyralidae ; Hymenoptera ; Braconidae ; kairomone ; host selection ; parasitoid ; foraging ; ketones ; 2-acylcyclohexane-1,3-diones
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract 2-Acylcyclohexane-1,3-diones produced in the mandibular glands ofEphestia kuehniella Zeller (Lepidoptera: Pyralidae) fifth instars acted as arrestment and host-trail following kairomones for the parasitoid,Bracon hebetor (Say) (Hymenoptera: Braconidae). The behavioral response of the parasitoids to the kairomone varied with kairomone concentration and distribution. However, only small differences in activity were noted for the different mandibular gland components.B. hebetor females that encountered filter paper patches impregnated with the kairomone exhibited antennation and probing behavior. Females followed trails formed with 2-[(Z,E)12,14-hexadecadienoyl]cyclohexane-1,3-dione in the same manner exhibited with host-made trails. At concentrations of 1.0 μg/mm and above, trail following was interrupted by frequent probing.
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    Female sex pheromone of iris borer,Macronoctua onusta (Lepidoptera: Noctuidae) (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 1559-1566 
    Details
    ISSN: 1573-1561
    Keywords: (Z)-11-Hexadecenal ; (Z)-11-hexadecen-1-ol ; (Z)-9-tetradecenal ; iris ; iris borer ; Macronoctua onusta ; tobacco budworm ; Heliothis virescens ; Lepidoptera ; Noctuidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Chromatographic and mass spectrometry studies of heptane extracts of the ovipositors of the iris borer,Macronoctua onusta, showed that the females produce several compounds that are the same as those produced by females of the tobacco budworm,Heliothis virescens. In trapping experiments, a mixture of (Z)-11-hexadecenal, (Z)-11-hexadecen-1-ol, and (Z)-9-tetradecenal (94∶4∶2) proved to be the minimum set of compounds required to cause effective capture of iris borer males in the field.
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    Influence of pheromone trap color and design on capture of male velvetbean caterpillar and fall armyworm moths (Lepidoptera: Noctuidae) (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 1775-1784 
    Details
    ISSN: 1573-1561
    Keywords: Trap color ; trap design ; velvetbean caterpillar ; Anticarsia gemmatalis ; fall armyworm moth ; Spodoptera frugiperda ; Lepidoptera ; Noctuidae ; electroretinogram
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Three pheromone traps were evaluated in paired field trials for effectiveness in capturing wild male velvetbean caterpillar moths (VBC),Anticarsia gemmatalis Hübner, and fall armyworm moths (FAW),Spodoptera frugiperda (J.E. Smith), using a wind-oriented trapping device. The traps were: (1) the standard multicolored bucket trap consisting of a forest green canopy, yellow funnel, white bucket and open (i.e., single wire) pheromone holder; (2) a forest green monocolored bucket trap; and (3) the Multi-Pher-1 trap consisting of a blue-green canopy, white funnel, white bucket, and white, multislotted pheromone holder. The Multi-Pher-1 trap differs primarily from the other two in that its entrance is smaller in diameter and is partially obstructed by the pheromone holder. Significantly fewer VBC and FAW males were captured in pheromone-baited monocolored (forest green) bucket traps than standard multicolored bucket traps. The Multi-Pher-1 trap also caught significantly fewer VBC moths than the standard multicolored bucket trap, but there was no significant difference in numbers of FAW moths caught in the two traps. The results further demonstrate the importance of considering visual cues, in this case color, in the design of pheromone traps for nocturnal insects.
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    Female sex pheromone of the melonworm,Diaphania hyalinata (Lepidoptera: Pyralidae), and analysis of male responses to pheromone in a flight tunnel (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 229-237 
    Details
    ISSN: 1573-1561
    Keywords: Diaphania hyalinata ; D. nitidalis ; melonworm ; pickleworm ; Lepidoptera ; Pyralidae ; sex pheromone ; insect behavior ; flight tunnel ; 10,12-hexadecadienal ; 11-hexadecenal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Ten C16 chain-length compounds were identified from heptane extracts of ovipositors of female melonworm,Diaphania hyalinata (L.). The major constituents of the extracts were (E)-11-hexadecenal and (E,E)-10,12-hexadecadienal [(E,E)-10,12–16:Ald] and the alcohols and acetates of these olefins were found in trace amounts (〈2%). Extracts also contained traces of (E,Z)- and (Z,Z)-10,12-16:Ald, hexadecanal, and 1-hexadecanol. Analysis of the behavioral responses of males to synthetic mixtures of these compounds and responses to ovipositor extracts in a flight tunnel showed that a synthetic mixture of the 10 compounds elicited a behavioral repertoire from males that was indistinguishable from that elicited by ovipositor extract. Flight tunnel studies also indicated that six of the 10 compounds probably represent the essential components of the female's sex pheromone.
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    Dietary effects of phytoecdysones in the leek-moth,Acrolepiopsis assectella Zell. (Lepidoptera: Acrolepiidae) (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 1979-1986 
    Details
    ISSN: 1573-1561
    Keywords: Allium porrum L. ; Liliaceae ; Acrolepiopsis assectella Zell. ; leek-moth ; Lepidoptera ; Acrolepiidae ; ecdysone ; ecdysteroids ; 20-hydroxyecdysone ; 5,20-dihydroxyecdysone ; 20-hydroxy ; 25-deoxyecdysone ; ecdysial failures
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Incorporation of certain phytoecdysones (ecdysterone, polypodine B, and ponasterone A) into a semisynthetic artificial diet induces pathophysiological effects in larvae of the leek-moth (Acrolepiopsis assectella Zell., Acrolepiidae). The effects include lethality of the newly hatched, first-instar larvae; special ecdysial failures associated with the appearance of larvae with two head capsules; and developmental anomalies during metamorphosis. The effective range of dietary ecdysteroid, as evaluated by larval mortality, varies from 25 to 250 ppm. The EC50 value is 100 ppm for polypodine B and 130 ppm for ecdysterone. The dietary effects of the phytoecdysones are similar to the previously observed effects caused by the dried flowers, but not leaves, of the leek plant. However, the active compound of the leek flowers is a saponin.
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    Pheromone biosynthesis and role of functional groups in pheromone specificity (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 335-351 
    Details
    ISSN: 1573-1561
    Keywords: Acetate esters ; alcohols ; aldehydes ; fatty acid biosynthesis ; insect pheromones ; Lepidoptera ; pheromone biosynthesis ; spruce budworm
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sex attractants for many Lepidoptera are long-chain, monounsaturated acetate esters, alcohols, and aldehydes. In vivo metabolic studies and enzyme analysis in vitro have provided evidence that the aldehyde pheromone of the eastern spruce budworm is synthesized de novo via an acetate ester precursor. Interconversion of the functional groups (ester, alcohol, aldehyde) can explain differences in the pheromone blends used by closely related species.
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    Reimer-Tiemann adducts as potential insect antifeedant agents Reviewing the structure-activity relationship theory of the antifeedant, warburganal (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 2607-2623 
    Details
    ISSN: 1573-1561
    Keywords: Enedial ; Spodoptera ; Lepidoptera ; Noctuidae ; feeding deterrent ; pyrrole ; sulfhydryl ; van der Waals interaction ; Reimer-Tiemann adducts
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Structure-activity relationships of naturally occurring enedials with antifeedant activity againstSpodoptera species have been extended via the synthesis and bioassay of a series of Reimer-Tiemann adducts. The activities attributed to the different chemical structures of these and other analogs interacting with the chemoreceptor site have been observed; a three-pronged mode of substrate binding via aromatic pyrrole formation, Michael addition of free sulfhydryl moieties, and van der Waals interactions of the A ring has been postulated to account for these observations.
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    Acquired chemical defense in the lycaenid butterfly,Eumaeus atala (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 1133-1146 
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    ISSN: 1573-1561
    Keywords: Cycasin ; macrozamin ; cycads ; azoxyglycosides ; Eumaeus atala ; Lepidoptera ; Lycaenidae ; insect-plant interaction ; chemical ecology ; unpalatability ; insect defense strategy ; ants ; Camponotus abdominalis floridanus
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The lycaenid butterfly,Eumaeus atala, was found to contain cycasin, an azoxyglycoside, by thin-layer chromatography (TLC). Quantification of cycasin content in 10 individual freshly killed and frozen males and females, using capillary gas chromatography (GC), showed that cycasin contents of individual butterflies ranged from 0.21 to 0.51 mg (1.24–2.75% dry weight). A museum specimen ofE. atala of unknown age had undetectable amounts of cycasin by GC. GC showed that larval frass contained about 0.10% cycasin, which was not detectable by TLC. Cycasin in the host plant was not detectable by TLC but was detected by GC and found to be 0.02% dry weight. There was no macrozamin, another azoxyglycoside characteristic of many cycads, in the butterfly or plant. Feeding trials with a colony of the ant,Camponotus abdominalis floridanus, showed that both cycasin and the adult ofE. atala were deterrent to the ants.
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    Cyanoglycoside gynocardin fromAcraea horta (L.) (Lepidoptera: Acraeinae) (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 2177-2189 
    Details
    ISSN: 1573-1561
    Keywords: Acraea horta ; Lepidoptera ; Acraeinae ; cyclopentenyl cyanoglycoside ; gynocardin ; Kiggelaria africana ; sequestration ; evolution
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract All stages in the life cycle ofAcraea horta (L.) (Lepidoptera: Acraeinae) were found to release hydrogen cyanide (HCN) from their crushed tissues, and the source of cyanogenesis was present in the hemolymph of adults and larvae. Comparison with standards on thin-layer chromatograms (TLC) revealed the presence in adults of gynocardin, a cyclopentenyl cyanoglycoside also produced by the larval food plant,Kiggelaria africana L. (Flacourtiaceae). Analysis of adults reared on plant species (Passifloraceae) containing gynocardin and/or other cyanoglycosides suggested selective uptake of gynocardin by the larvae. This is the first demonstration of a cyanoglycoside, other than the acyclic linamarin and lotaustralin, occurring in Lepidoptera and the first evidence for the storage byAcraea butterflies of a plant-produced allelochemical. Possible implications for the understanding of the evolution of acraeine host choice are discussed.
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    Acidic fog-induced changes in host-plant suitability (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 2379-2390 
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    ISSN: 1573-1561
    Keywords: Acidic fog ; Phaseolus lunatus ; Trichoplusia ni ; cabbage looper ; Lepidoptera ; Noctuidae ; nitrogen ; free amino acid ; soluble protein ; plantinsect interactions ; air pollution
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Phaseolus lunatus L. (Henderson Bush lima beans) were exposed to 2 hr acidic fogs with 2.5∶1.0 (v/v) nitrogen-sulfur ratio typical of the west coast of the United States. Fogs with pH values of 2.0 (P 〈 0.01,t tests), 2.5 (P 〈 0.05), or 3.0 (P 〈 0.01) increased percent total nitrogen (dry weight) of foliage as compared to plants subjected to control fogs with a pH of 6.3–6.5. Fresh weight concentrations of soluble protein and certain free amino acid concentrations were increased by plant exposure to acidic fogs with a pH of 2.5 (t tests,P 〈 0.05). Concentrations of free amino acids considered essential for insect growth, as well as nonessential and total free amino acids were not significantly affected by any treatment (P 〉 0.05,t test). Water content (%) of foliage was not changed significantly (P 〉 0.05,t test) by exposure to any of the fogs.Trichoplusia ni (Hübner) (Lepidoptera: Noctuidae) larvae ate significantly more foliage and gained significantly more weight on plants treated with 3.0 pH fogs (P 〈 0.01,t test). Several potential explanations are offered for the lack of significant weight gain by larvae on plants in which soluble protein levels, free amino acid concentrations, or percent total nitrogen contents were enhanced by acidic fogs with a pH of 2.5 and 2.0. No larval feeding preference was detected for foliage exposed to acidic versus control fogs, and no significant differences were detected in percent survival ofT. ni eggs exposed to acidic or control fogs. Some implications of acidic fogs for population dynamics ofT. ni are discussed.
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    Effects of double-bond configuration on interaction between a moth sex pheromone component and its receptor (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 2023-2040 
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    ISSN: 1573-1561
    Keywords: Structure-activity ; conformational energy ; molecular mechanics ; double-bond configuration ; Agrotis segetum ; Lepidoptera ; Noctuidae ; sex pheromone ; single-cell recordings ; receptor interaction
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The dependence of the electrophysiological activity on the change of double-bond configuration of (Z)-5-decenyl acetate, a pheromone component of the turnip moth,Agrotis segetum, and a dienic analog, (E)-2,(Z)-5-decadienyl acetate, have been investigated by single-cell measurements and molecular mechanics calculations (MM2). A previously reported model for the interaction between a moth sex pheromone component and its receptor has been refined. This new model gives an essentially quantitative correlation between the measured activities and the calculated conformational energies for a biologically active conformation defined by the model. Previously obtained structure-activity results for chain-elongated analogs of (Z)-5-decenyl acetate are significantly improved by the refined model. The effect of a change of the double-bond configuration on the substrate-receptor interaction is not additive but depends on the conformational properties of the entire molecule.
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    Variation in relative quantities of airborne sex pheromone components from individual femaleEphestia cautella (Lepidoptera: Pyralidae) (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 639-653 
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    ISSN: 1573-1561
    Keywords: Effluvium ; variation ; Ephestia cautella ; Lepidoptera ; Pyralidae ; single insect ; pheromone composition ; behaviour ; GC-MS ; (Z,E)-9,12-tetradecadien-1-yl acetate ; (Z)-9-tetradecen-1-yl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The airborne sex pheromone components (Z,E)-9,12-tetradeca-dien-1-yl acetate and (Z)-9-tetradecen-1-y1 acetate from single calling females ofEphestia cautella (Walker) were trapped within glass capillary tubes and were measured by gas chromatography-mass spectrometry. Broad and similar distributions of relative quantities were found for a laboratory strain and three Australian field strains, and means differed strongly from those reported previously for this species. The overall mean proportion of the two components found for Australian females was 88∶12. The composition in individuals ranged from 63∶27 to 97∶3. The proportions for individuals appeared to vary slightly in a random fashion from day to day, and proportions for first-generation progeny were influenced by the maternal blend.
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    Quantitative and qualitative variation in male pheromones ofPhragmatobia fuliginosa andPyrrharctia isabella (Lepidoptera: Arctiidae) (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 807-822 
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    ISSN: 1573-1561
    Keywords: Phragmatobia fuliginosa ; Pyrrharctia isabella ; male pheromones ; sex pheromones ; Lepidoptera ; Arctiidae ; pyrrolizidine alkaloids ; hydroxydanaidal ; danaidal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The dihydropyrrolizine pheromones, hydroxydanaidal and danaidal, were identified from the scent organs of malePhragmatobia fuliginosa (L.) andPyrrharctia isabella (J.E. Smith). Qualitative and quantitative GLC analyses were conducted on ca. 80 field-collected males of each species. The total pheromone titer was distributed bimodally in each species with most males having either a small amount (〈 10 ng) of pheromone or a large amount (1–10 μg inPyrrharctia and 0.3–3 μg inPhragmatobia).Pyrrharctia males in the 1- to 10-μg range had a predominance of hydroxydanaidal, with little if any danaidal. MostPhragmatobia males in the 0.3- to 3-μg range had danaidal with little if any hydroxydanaidal. These compounds elicited a courtship response in sexually receptive females of both species. A bioassay based on this response was used to measure the thresholds of female response to these compounds.Pyrrharctia females were more sensitive to (R)-(−)-hydroxydanaidal than to danaidal.Phragmatobia females were more sensitive to danaidal then to (R)-(−)-hydroxydanaidal.
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    Attraction of sphingid moths (Lepidoptera: Sphingidae) to 10,12-hexadecadienyl aldehydes and acetates: Evidence of pheromone components (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 931-942 
    Details
    ISSN: 1573-1561
    Keywords: Attractant ; pheromone ; 10,12-hexadecadienal ; 10,12-hexadecadienyl acetate ; Smerinthus jamaicensis ; Smerinthus cerisyi ; Paonias exceactus ; Paonias myops ; Pachysphinx modesta ; Hemaris diffinis ; Proserpinus flavofasciata ; Hyles gallii ; Hyles euphorbiae ; Sphinx vashti ; Sphinx drupiferarum ; Lepidoptera ; Sphingidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A field survey of 10,12-hexadecadienyl alcohols, acetates, and aldehydes showed attraction to a wide range of sphingid moths. Data are presented showing the attraction ofSmerinthus jamaicensis, Smerinthus cerisyi, Pachysphinx modesta, Hemaris diffinis, andProserpinus flavofasciata to these compounds. Mass spectral, EAG, and EAD data show evidence for the presence of these dienes in female extracts ofS. cerisyi, Hyles gallii, andSphinx drupiferarum.
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    Sex pheromone of oriental armywormMythimna separata Walker (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 977-981 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; Mythimna separata ; Lepidoptera ; Noctuidae ; 11-hexadecenal ; hexadecenal ; 11-hexadecenol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In the mainland of China, the male Oriental armyworm was not attracted to the sex pheromone components (Z)-11-hexadecenyl acetate and (Z)-11-hexadecenol identified by Takahashi et al. in 1979. By means of EAG, GC, and GC-MS techniques, (Z)-11-hexadecenal, hexadecenal, and (Z)-11-hexadecenol were found in female gland washings, and encouraging captures were obtained in preliminary field trapping.
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    Repeatability of pheromone emissions from individual female ermine mothsYponomeuta padellus andYponomeuta rorellus (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 1431-1441 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Yponomeutidae ; ermine moth ; sex pheromone ; airborne volatiles ; repeatability ; reproductive isolation ; pheromone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The repeatability of the composition of pheromone emitted by individual female moths (Yponomeuta) was determined by gas Chromatographic analysis. An improved technique for repeated collections of airborne volatiles from the same moth was developed. The procedure did not harm the females and allowed precise quantification of 0.05 ng of pheromone components in 30-min collections. Individual females ofY. padellus (N=10) andY. rorellus (N=5) were sampled six and eight days after emergence.Y. padellus released, on average, 4.8 ng/30 min of tetradecyl acetate, (E)-11-tetradecenyl acetate, (Z)-11-tetradecenyl acetate, hexadecyl acetate, (Z)-9-hexadecenyl acetate, and (Z)-11-hexadecenyl acetate in the average ratio 445∶38∶100∶494∶35∶421. The amount of (E)-11-tetradecenyl acetate relative to (Z)-11-tetradecenyl acetate was less variable [coefficient of variation (CV)=15%] than the relative amounts of the other components (CV=46–61%). The repeatability of the relative amounts of compounds released by individual females was high for all components (r=0.82-0.90). The average emission of tetradecyl acetate, tetradecanol, hexadecyl acetate, and hexadecanol byY. rorellus was 8.3 ng/30 min (ratio 100∶8∶10∶2). The repeatability was low for tetradecanol (r=0.51) but higher for hexadecyl acetate (r=0.87) and hexadecanol (r=0.89). The low interindividual variance for the (E)-11-/(Z)-11-tetradecenyl acetate ratio inY. padellus might be due to its importance for reproductive isolation, i.e., it is under strong selection pressure.
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    Orientation behavior and effect of experience and laboratory rearing on responses ofCotesia melanoscela (Ratzeburg) (Hymenoptera: Braconidae) to gypsy moth silk kairomone (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 1493-1502 
    Details
    ISSN: 1573-1561
    Keywords: Cotesia melanoscela ; gypsy moth ; Lymantria dispar ; Lepidoptera ; Lymantriidae ; orientation behavior ; silk kairomone ; Hymenoptera ; Braconidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Cotesia melanoscela responds the same way to the silk of its host, gypsy moth larvae,Lymantria dispar L., whether or not it has previously been exposed to hosts. Parasites maintained in the laboratory for six or 25 generations also responded similarly, suggesting that orientation behavior is not modified by laboratory rearing. Details of silk-related orientation behavior were analyzed by tracing paths of female parasites when on or off silk-covered substrates. Females made 31 ° average turns every 0.5 cm whether or not they were examining silk. They tended to turn back onto a silked area when encountering a border, and their speed of movement when not examining silk was about three times higher than when examining silk.
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    Analogs of sex pheromone of processionary moth,Thaumetopoea pityocampa: Synthesis and biological activity (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 1331-1346 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; inhibition ; synergism ; processionary moth ; Thaumetopoea pityocampa ; Lepidoptera ; Thaumetopoeidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The synthesis and biological activity of some analogs of (Z)-13-hexadecen-11-ynyl acetate1, the major component of the sex pheromone of the processionary mothThaumetopoea pityocampa is described. The analogs have been formally derived by structural modification of the enyne and acetate functions of the parent compound1. In field tests, trifluoroacetate ester16 and the analog,11, with fluorine substitution at the olefin site, decreased the pheromone action, whereas epoxy derivative,10, from epoxidation of the olefin moiety in1, and propionate ester15 gave synergistic activity. The formate14 had a variable effect according to the composition of the lure. Formal reduction of the enyne to give the acetylene2 was found to retain activity. Alcohols12 and13, resulting from hydrolysis of the enyne1 and acetylene2, respectively, inhibited the action of their parent compounds.
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    European corn borer sex pheromone (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 601-617 
    Details
    ISSN: 1573-1561
    Keywords: Ostrinia nubilalis ; Lepidoptera ; Pyralidae ; redbanded leafroller ; Argyrotaenia velutinana ; Tortricidae ; pheromone analogs ; sex stimulation ; bioassay ; flight-tunnel behavior ; field bioassay ; molecular mechanics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The biological activity of analogs of the pheromone components of the European corn borer,Ostrinia nubilalis, (Z)- and (E)-11-tetradecen1-ol acetate, in which modifications were made in the terminal alkyl portion were studied in the three pheromonal types of the insect. European corn borer males respond to pheromonal stimuli at three levels of behavioral activity, i.e., short-range sexual stimulation, activation in the flight tunnel, and response in the field. Structural requirements for elicitation of response at these levels were found to be increasingly restrictive, respectively. Flighttunnel activity was induced only by compounds that had a total chain length of 13 or 14 carbons and in which branching at carbon 13 was limited to one methyl group or a cyclopropyl group. Three new analogs were active in the flight tunnel, viz., (E and (Z)-13-methyl-11-tetradecen-1-ol acetate and (Z)-12-cyclopropyl-11-dodecen-1-ol acetate. The cyclopropyl analog was the most active analog against theZZ type of the European corn borer. TheE isomer, however, was pheromonally inactive in theEE type and was shown to be a pheromone antagonist. This dissimilarity is most likely due to differences in structure of the receptors in the European corn borer strains. Analogs that were biologically active against the European corn borer were tested against the redbanded leafroller,Argyrotaenia velutinana, which also uses (Z)- and (E)-11-tetradecen-1-ol acetate as part of its pheromone. Results showed that the redbanded leafroller pheromone acceptor system is different from that of the European com borer; marginal behavioral response was elicited by only one of the new analogs. Thus, although both species use 11-tetradecen-1-ol acetate isomers as their pheromone, the mechanisms by which they are perceived are different.
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    Quantitative and qualitative effects of larval diet on male scent secretions ofEstigmene acrea, Phragmatobia foliginosa, andPyrrharctia isabella (Lepidoptera: Arctiidae) (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 1077-1093 
    Details
    ISSN: 1573-1561
    Keywords: Diet ; scent ; coremata ; Estigmene acrea ; Phragmatobia fuliginosa ; Pyrrharctia isabella ; Lepidoptera ; Arctiidae ; hydroxydanaidal ; danaidal ; pheromone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In feeding experiments with insects reared in the laboratory, the presence of the dihydropyrrolizines hydroxydanaidal and danaidal in the male scent organs (coremata) of the arctiids,Estigmene acrea (Drury),Phragmatobia fuliginosa (L.), andPyrrharctia isabella (J.E. Smith), was shown to depend on the presence of a source of pyrrolizidine alkaloids (PAs) in the larval diet.Phragmatobia males given an artificial diet supplemented with the powdered roots of the PA-containing plantSymphytum officinale L. (comfrey) produced more hydroxydanaidal than danaidal, whereas males given an artificial diet supplemented with dried whole plants of another PA-containing species,Senecio vulgaris L., produced more danaidal than hydroxydanaidal.Pyrrharctia males produced hydroxydanaidal with little if any danaidal, whether the source of PAs was comfrey orS. vulgaris. A behavioral bioassay showed that the coremata of PA-deniedPyrrharctia male progeny of PA-denied parents were pheromonally inactive, whereas those of PA-denied male progeny of PA-supplied parents (male and/or female) were often active. This indicates that a small amount of pheromone is made from PAs transferred from the female to her eggs and that males effect copulatory transfers of PAs that are, in turn, passed to the eggs by the mated female. Field observations ofPhragmatobia andPyrrharctia larvae feeding on sources of PAs were reported. The PA monocrotaline was shown to be a feeding stimulant forPyrrharctia larvae.
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    MINDO/SR calculations of nickel surface properties as a function of hydrogen coverage (1988)
    Springer
    Theoretical chemistry accounts 74 (1988), S. 137-150 
    Details
    ISSN: 1432-2234
    Keywords: MINDO/SR ; Nickel ; Hydrogen ; Surface ; Coverage ; Work function ; Magnetism ; Heat of adsorption
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The MINDO/SR method is used to study surface properties such as the work function, heat of adsorption and magnetic moment as a function of hydrogen coverage. A good correlation between theory and experiment is found. Furthermore, a qualitative analysis of surface geometry changes due to hydrogen chemisorption is presented.
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    Autophagocytosis in the larval midgut cells of Pieris brassicae during metamorphosis (1985)
    Springer
    Cell & tissue research 240 (1985), S. 215-221 
    Details
    ISSN: 1432-0878
    Keywords: Larval midgut ; Lepidoptera ; 20-Hydroxyecdysone ; Autophagy ; Protein synthesis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Summary We observed three types of cells in the epithelial layer of the midgut of last instars of Pieris brassicae. The columnar and goblet cells degenerate during the second part of the last larval stage while the undifferentiated basal cells proliferate during this period and create the epithelium of the pupal midgut. The first morphological sign of involution is the formation of autophagic vacuoles and dense bodies in the cytoplasm of columnar and goblet cells which begins on day 4 of the stage. The number and size of autophagic vacuoles and dense bodies increase during the spinning period (85–96 h). Finally, at the end of the stage, the columnar and goblet cells become displaced by the growing pupal epithelium and reach the lumen where they disintegrate. Autophagocytosis was not seen in the cells during the feeding period (0–72 h). However, we observed many autophagic vacuoles in the columnar and goblet cells of 50-h-old instars 3 h after the administration of 30 μg/g body weight of 20-hydroxyecdysone. The hormone treatment elevated by 100% the incorporation of 3H-leucine into the proteins of the midgut. Inhibitors of protein synthesis, cycloheximide and puromycin, in doses that supressed the incorporation of the amino acid by 60–70% either in hormone treated or untreated larvae, exerted diverse effects on the autophagic process. Puromycin did not block the hormone-induced formation of autophagic vacuoles while cycloheximide prevented it. Possible explanations for this diversity are discussed.
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    Quadriflagellar primary spermatocytes in the cotton leafworm, Spodoptera littoralis (Boisd.) (Noctuidae, Lepidoptera) (1985)
    Springer
    Cell & tissue research 242 (1985), S. 681-683 
    Details
    ISSN: 1432-0878
    Keywords: Spermatocyte ; Flagella ; SEM ; Lepidoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Summary The surface morphology of primary spermatocytes from testicular cysts of the last instar larvae of Spodoptera littoralis was examined by scanning electron microscopy (SEM). At this stage, each primary spermatocyte possesses four developing flagella, directed towards the lumen of the cyst. The identical length of flagella in all primary spermatocytes from a single cyst indicates that the initiation and rate of flagellar growth are synchronized. Some asynchrony can, however, be observed in the translocation of flagella to secondary spermatocytes during the first meiotic division.
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    Synthesis of kairomonal 2-acylcyclohexane-1,3-dione components of larval mandibular glands ofEphestia kuehniella (1985)
    Springer
    Journal of chemical ecology 11 (1985), S. 51-57 
    Details
    ISSN: 1573-1561
    Keywords: Kairomones ; oviposition ; 2-(Z,E)-hexadeca-12′ ; 14′-dienoylcyclohexane-1,3-dione ; 2-oleoylcyclohexane-1,3-dione ; 2-linoleoylcyclohexane-1,3-dione ; Ephestia kuehniella Zeller (syn.Anagasta kuehniella, Zeller) ; Lepidoptera ; Pyralidae ; Nemeritis canescens (Grav.) [syn.Venturia canes ens (Grav.)] Hymenoptera ; Ichneumonidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Three components of the larval mandibular glands ofEphestia (=Anagasta) kuehniella, 2-(Z,E)-hexadeca-12′,14′-dienoylcyclohexane-1,3-dione, 2-oleoylcyclohexane-1,3-dione, and 2-linoleoylcyclohexane-1,3-dione, have been synthesized and shown to be active as kairomones.
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    Field trapping of threeEpinotia species with (Z,Z)-7,9-dodecadienyl acetate (Lepidoptera: Tortricidae) (1985)
    Springer
    Journal of chemical ecology 11 (1985), S. 1389-1398 
    Details
    ISSN: 1573-1561
    Keywords: (Z,Z)-7,9-Dodecadienyl acetate ; (Z,Z)-7,9-dodecadien-1-ol ; Epinotia silvertoniensis ; Epinotia criddleana ; Epinotia sp. ; Lepidoptera ; Tortricidae ; sex attractant
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Field survey of the geometrical isomers of 7,9-dodecadienyl alcohol, acetate, and aldehyde has resulted in attractants and inhibitors for three species of tortricid moths.Epinotia silvertoniensis and an undescribedEpinotia sp. were all attracted to (Z,Z)-7,9-dodecadienyl acetate. AnotherEpinotia sp. was attracted to (Z,Z)-7,9-dodecadienyl acetate and (Z,Z)-7,9-dodecadien-1-ol. Electroantennogram data and inhibition patterns for one of theEpinotia sp. are also reported. In addition,E. criddleana was attracted to lures containing (E)-9-dodecenyl acetate.
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    Host-plant protein and phenolic resin effects on larval growth and survival of a butterfly (1985)
    Springer
    Journal of chemical ecology 11 (1985), S. 1459-1467 
    Details
    ISSN: 1573-1561
    Keywords: Diplacus aurantiacus ; Scrophulariaceae ; Euphydryas chalcedona ; Lepidoptera ; Nymphalidae ; flavonoid ; herbivory ; nitrogen
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Euphydryas chalcedona prediapause larvae were reared on fertilized and control shrubs of the host plant,Diplacus aurantiacus. Larval growth was enhanced by high leaf nitrogen content and inhibited by high leaf phenolic resin content. Larvae fed less on leaves near the branch tip which contained a higher leaf resin content. The results agree with prior laboratory investigation that the dietary content of nitrogen andD. aurantiacus leaf resin are major determinants ofE. chalcedona larval growth and suggest that the phenolic leaf resin ofDiplacus may both deter and inhibit leaf herbivores.
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    Structure-activity relationships among maytansinoids in their effect on the European corn borer,Ostrinia nubilalis (Hübner) (1985)
    Springer
    Journal of chemical ecology 11 (1985), S. 501-506 
    Details
    ISSN: 1573-1561
    Keywords: Maytansinoids ; maytanacine ; maytanbutine ; maytanvaline ; normaysine ; trewiasine ; Ostrinia nubilalis ; Lepidoptera ; Pyralidae ; insect toxicity ; antifeedants ; pupation inhibitors
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Five maytansinoids fromMaytenus (Celastraceae) andPutterlickia (Rhamnaceae) species were tested for biological activity against the European corn borerOstrinia nubilalis. Maytanbutine, maytansine, and maytanvaline, all of which contain an amino acid residue at C-3, were active and comparable in their effect on larvae to trewiasine, a known active, amino acid-containing maytansinoid fromTrewia nudiflora. Maytanacine, which has an acetate group at C-3, was not as active as maytansine, maytanvaline, maytanbutine, or trewiasine, but significantly retarded the development of the larvae. Normaysine, which has no oxygen substituent at C-3, had no significant effect on mortality and only moderate effect on development of the larvae. The presence of the amino acid moiety at C-3 appears to be an important factor for the biological activity of maytansinoids.
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    Attraction of tortricid moths of subfamily olethreutinae to field traps baited with dodecadienes (1985)
    Springer
    Journal of chemical ecology 11 (1985), S. 217-230 
    Details
    ISSN: 1573-1561
    Keywords: Sex attractant ; Lepidoptera ; Tortricidae ; Olethreutinae ; 8,10-dodecadienes ; 7,9-dodecadienes ; field trapping
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract All four geometrical isomers of 7,9- and 8,10-dodecadienes with acetate, alcohol, and aldehyde functional groups were synthesized and field tested. The field survey produced sex attractant lures for 14 insect species. Species in the generaCydia, Grapholita, Eucosma, Pelochrista, Petrova, Phenta, Hedya, and Pseudosciaphila were captured. Defined lures were developed for some of the species captured. Gas chromatographie retention times for all geometrical isomers of 7,9- and 8,10-dodecadienes with acetate, alcohol, and aldehyde functional groups are reported. A study of the isomerization of 8,10-dodecadienyl acetates and aldehydes impregnated in rubber septa is reported.
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    Insect olfactory receptor responses to components of pheromone blends (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 451-467 
    Details
    ISSN: 1573-1561
    Keywords: Cabbage looper ; Trichoplusia ni ; Lepidoptera ; Noctuidae ; insect attractant ; electrophysiology ; olfactory receptor ; pheromone blend
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Multicomponent pheromone systems are common in many insect species. As our knowledge about the number of different chemical compounds actually involved in a particular communication system increases, so too does the need for an efficient neural mechanism for the encoding of behaviorially relevant odor compounds. Here we consider the electrical activity of olfactory receptor neurons in a subset of the individual pheromone-sensitive sensilla on the antennae of male cabbage looper moths (Trichoplupia ni). Responses to single- and multiple-component stimuli, drawn from seven behaviorally active compounds, were obtained at several different intensities. Some blends elicited electrical responses which were not readily predicted from a knowledge of the receptor neuron's response to individual components.
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    Sex pheromone ofAdoxophyes orana: Additional components and variability in ratio of (Z)-9- and (Z)-11-tetradecenyl acetate (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 763-772 
    Details
    ISSN: 1573-1561
    Keywords: Summerfruit tortrix ; Adoxophyes orana ; Lepidoptera ; Tortricidae ; sex pheromone ; (Z)-9-tetradecenyl acetate ; (Z)-11-tetradecenyl acetate ; (Z)-9-tetradecen-1-ol ; (Z)-11-tetradecen-1-ol ; individual variation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Twelve products related to the sex pheromone main components (Z)-9- and (Z)-11-tetradecenyl acetate (Z9–14∶Ac andZ11–14∶Ac, respectively), were identified in female pheromone gland extracts of the laboratory-reared summerfruit tortrix moth,Adoxophyes orana F.v R. These are the geometric isomers and the alcohols of the main components, (Z)-9-dodecenyl acetate, (Z)-11-hexadecenyl acetate, and saturated acetates of 12–22 carbons. The ratio ofZ9–14∶Ac toZ11–14∶Ac in individuals varied from 3.5∶1 to 11∶1 with an average of 6.2; their total added up to 462 ng/female with an average of 182 ng for 2- to 7-day-old individuals. No qualitative or quantitative differences were observed between laboratory and field insects.Z9–14∶Ac,Z11–14∶Ac and the corresponding alcohols were also found in female effluvia. Addition of either of the two alcohols to a blend of the two acetates augmented trap catch in the field. The same was true for (Z)-9,(E)-12-tetradecadienyl acetate which was not detected in gland extracts.
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    Comparative metabolism of [3H]psoralen and [3H]isopsoralen by black swallowtail (Papilio polyxenes Fabr.) caterpillars (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 871-884 
    Details
    ISSN: 1573-1561
    Keywords: Psoralen ; isopsoralen ; furanocoumarin ; Papilio polyxenes ; Lepidoptera ; Papilionidae ; metabolism ; detoxification
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The comparative fate of tritiated preparations of a linear furanocoumarin (psoralen) and an angular furanocoumarin (isopsoralen) was determined in last-instar caterpillars of the black swallowtail butterfly (Papilio polyxenes Fabr.). Oral administration of either furanocoumarin at 5 μg/g is followed by rapid metabolism, primarily through oxidative cleavage of the furan ring, and the metabolites are rapidly excreted. Isopsoralen is, however, metabolized at a somewhat slower rate than is psoralen, and levels of unmetabolized isopsoralen in body tissues of the treated caterpillars are about three-fold higher. These data are compatible with the hypothesis that a reduced detoxification rate accounts at least in part for the susceptibility ofP. polyxenes caterpillars to the deleterious effect of isopsoralens.
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    Orientation behavior of second-instar larvae of eastern spruce budwormChoristoneura fumiferana (Clem.) (Lepidoptera: Tortricidae) in a y-type olfactometer (1985)
    Springer
    Journal of chemical ecology 11 (1985), S. 837-845 
    Details
    ISSN: 1573-1561
    Keywords: Eastern spruce budworm ; Choristoneura fumiferana ; Lepidoptera ; Tortricidae ; conifers ; Picea sp. ; Abies sp. ; host volatiles ; attraction ; larval olfaction ; olfactometer
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A two-choice, wind-tunnel olfactometer was designed and contructed to determine whether second-instar eastern spruce budworm larvae,Christoneura fumiferana (Clem.), could detect and discriminate among host-plant volatiles. Volatiles of current year's growth ofPicea glauca were preferred over those ofP. rubens, P. mariana, or air.Abies balsamea was preferred overP. mariana or air.P. rubens andP. mariana were both preferred over air. Two-year-old growth ofP. glauca, A. balsamea, P. rubens, andP. mariana were all preferred over air. Current year's growth of these host evergreen species was usually preferred over former year's growth of the same species in each case.
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    URL: http://dx.doi.org/10.1007/BF01012072
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    Monoterpene oviposition stimulants ofDioryctria amatella in volatiles from fusiform rust galls and second-year loblolly pine cones (1985)
    Springer
    Journal of chemical ecology 11 (1985), S. 943-952 
    Details
    ISSN: 1573-1561
    Keywords: Dioryctria amatella ; Lepidoptera ; Pyralidae ; oviposition stimulants ; monoterpenes ; α-pinene ; myrcene ; limonene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Volatiles collected on Poropak Q from fusiform rust galls (Cronartium quercuum F. sp.fusiforme) of loblolly pine for 3 hr were better ovi-position stimulants forDioryctria amatella (Hulst) females than extracts of 8-hr collections. GLC analysis of these extracts showed no major differences in relative monoterpene composition, although 8-hr collections contained an unidentified compound not detected in the 3-hr collections. Comparison of volatiles from second-year loblolly pine cones with those from fusiform galls showed that both containeddl-α-pinene, (−)-β-pinene, myrcene, and (+)-limonene. Camphene was found in galls only, and relatively large quantities of β-phellandrene were identified only from cones. The five major monoterpenes found in the two host substrates were tested in an oviposition bioassay. Eighteen trials using different combinations of these terpenes showed that the combination of α-pinene, myrcene, and limonene was as attractive toD. amatella females as all other terpene combinations, including turpentine.
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    Sex pheromone of tobacco stem borer,Scrobipalpa heliopa (Lower) (Lepidoptera: Gelechiidae) (1985)
    Springer
    Journal of chemical ecology 11 (1985), S. 989-998 
    Details
    ISSN: 1573-1561
    Keywords: Tobacco stem borer ; Scrobipalpa heliopa ; sex pheromone ; Lepidoptera ; Gelechiidae ; (E)-3-tridecen-1-ol acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The major volatile component in the extract of the female sex pheromone gland ofScrobipalpa heliopa was shown to be (E)-3-tridecen-1-ol acetate (V). The identification was based on mass spectral analyses, comparison of retention times with those of synthetic compounds on polar, nonpolar, and liquid crystal gas chromatographic columns and microchemical studies. The latter included hydrolysis and reacetylation, and mass spectral studies of the derivatives formed by epoxidation and methoxymercuration-demercuration. Analysis of gland extracts by gas chromatography linked to electroantennography showed this component to be the only one with significant biological activity, similar to that of the synthetic compound. (E)-3-Tridecenyl acetate (V) attracted male moths to traps in the field while addition of theZ isomer (III) reduced the numbers of moths caught.
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    Behavioral responses of male turnip moths,Agrotis segetum, to sex pheromone in a flight tunnel and in the field (1985)
    Springer
    Journal of chemical ecology 11 (1985), S. 1209-1221 
    Details
    ISSN: 1573-1561
    Keywords: Agrotis segetum ; turnip moth ; Lepidoptera ; Noctuidae ; sex pheromone ; flight tunnel ; decyl acetate ; (Z)-5-decenyl acetate ; (Z)-7-dodecenyl acetate ; (Z)-9-tetradecenyl acetate ; (Z)-8-dodecenyl acetate ; field tests ; attraction
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The response of individual male turnip mothsAgrotis segetum was observed in a sustained flight tunnel to a mixture of decyl acetate, (Z)-5-decenyl acetate, (Z)-7-dodecenyl acetate, and (Z)-9-tetradecenyl acetate in proportions similar to those found in gland extracts from virgin females (0.6: 1:5:2.5). Lures containing 3–30 μg (Z)-5-decenyl acetate proved to be maximally attractive, with approximately 60% of the males completing all behavioral steps from activation to copulation efforts. A 300-μg dosage caused significant arrestment of upwind flight. Peak response to synthetics, however, was significantly lower than to female glands. Omitting decyl acetate from the blend did not affect the activity, while omission of any of the three monounsaturated acetates caused a dramatic decrease in response. In the field maximum trap catches were achieved with 1- to 30-μg lures. The subtractive assay carried out in the field confirmed the neutrality of decyl acetate and the importance of the three monoenes. Adding 1% of (Z)-8-dodecenyl acetate (earlier reported as an “inhibitor”) to the four-component mixture decreased the trap catch to about 50%, and increasing the amount of (Z)-8-dodecenyl acetate to 27% decreased the activity further to about 10%. (Z)-8-Dodecenyl acetate also decreased the number of successful flights in the flight tunnel.
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    URL: http://dx.doi.org/10.1007/BF01024109
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    Flavonoid pigments and wing color inMelanargia galathea (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 49-68 
    Details
    ISSN: 1573-1561
    Keywords: Melanargia galathea ; Lepidoptera ; Satyridae ; marbled white butterfly ; flavonoids ; wing pigmentation ; flavonoid localization ; scales ; reproductive tissues ; sex differences ; ultraviolet radiation protection ; Oudeman's phenomenon ; sex recognition/mate selection ; chemical defense ; insect-plant interactions
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Melanargia galathea L. from four different populations were classified into three categories, white, cream, and yellow, according to the background color of their wings. The flavonoid content of the wing and body tissues of butterflies in each of these categories was spectrophotometrically determined. A direct relationship was found between the wing background color and the flavonoid content of the wings; the greater the flavonoid content, the yellower the wings. Butterflies from the yellow category contained an average of 19.6 μg flavone/mg wing tissue; those from the cream, an average of 14.1 μg/mg tissue; and those from the white an average of 8.3 μg/mg wing tissue. Flavonoids represent on average about 1.9% by weight of the yellow wings; 1.4% of the cream wings; and about 0.8% by weight of the white wings. The most frequently encountered wing background color in each of the populations examined was cream; far fewer individuals had white or yellow wings. Flavonoids were not evenly distributed in the wings ofM. galathea; greater quantities occur on the underside of the hindwings and front margins of the forewings, while the ocelli centers of the underside of the hindwings, and the inner margins on the upperside of the hindwings lack flavonoids. Furthermore, flavonoids were found in the white scales ofM. galathea but not in the black. The flavonoid content of the body ofM. galathea was found to be much lower than that of the wings. When expressed as a percentage of that in the wings, the flavonoid content of the body of both sexes was relatively constant; however, the flavonoid content of the female body represents on average about 59% of that in the wings, compared to about 20% in the male. Both the gross flavonoid content and the flavone concentration per milligram of tissue were found to be greater in female than male butterflies. Since the concentration of flavone per cm2 of wing tissue was the same in both sexes, the greater flavonoid content of female than maleM. galathea has been attributed to the deposition of relatively large quantities in the reproductive tissues of the female. The possible role(s) of flavonoid pigments in wing coloration, in protecting vulnerable tissues from damaging ultraviolet radiation, in mate selection and/or sex recognition, in insect defense against vertebrate predators, and as antimicrobial agents inM. galathea has been discussed.
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    Chemical and behavioral analyses of volatile sex pheromone components released by callingHeliothis virescens (F.) females (Lepidoptera: Noctuidae) (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 107-126 
    Details
    ISSN: 1573-1561
    Keywords: Volatile sex pheromone blend ; behavior ; chemistry ; Heliothis virescens ; Lepidoptera ; Noctuidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Gas chromatographic and mass spectral analyses were conducted on pheromone gland extracts, volatiles collected from excised pheromone glands, and volatiles collected from calling females. In addition to tetradecanal, (Z)-9-tetradecenal, hexadecanal, (Z)-7-hexadecenal, (Z)-9-hexadecenal, and (Z)-11-hexadecenal, four other compounds, tetradecanol, (Z)-9-tetradecenol, hexadecanol, and (Z)-11-hexadecenol, were also identified from gland extracts. Only the six aldehyde components were found in gland and female volatile collections. The mean percentage of components identified from volatiles collected from calling females was 13.0% tetradecanal, 18.1% (Z)-9-tetradecenal, 7.3% hexadecanal, 0.6% (Z)-7-hexadecenal, 1.0% (Z)-9-hexadecenal, and 60.0% (Z)-11-hexadecenal. Bioassays using rubber septa formulated to release the female volatile blend indicated that all six aldehyde components play major roles in close-range male reproductive behavior. Deletion of (Z)-9-hexadecenal from the six-component blend reduced the number of copulation attempts while (Z)-7-hexadecenal exerted subtle effects on all close range behaviors. Tetradecanal affected the number of times males reorient from close range. Deletion of hexadecanal from the six-component blend resulted in a significant reduction in the number of times males landed. Comparison of the six-component synthetic blend (released at somewhat less than 1 female equivalent per hour) with calling females indicated that the six-component blend was indistinguishable from the females in inducing all of the behaviors monitored.
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    Male moth sensitivity to multicomponent pheromones: Critical role of female-released blend in determining the functional role of components and active space of the pheromone (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 659-668 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; active space ; Trichopulsia ni ; Lepidoptera ; Noctuidae ; Argyrotaenia velutinana ; Grapholita molesta ; Tortricidae ; multicomponent pheromones ; sustained-flight tunnel
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In the present study male redbanded leafroller (Argyrotaenia velutinana), cabbage looper (Trichoplusia ni), and Oriental fruit moths, (Grapholita molesta), were tested in a flight tunnel to (1) the major pheromone component, (2) theZ/E pheromone component mixtures for Oriental fruit moth and redbanded leafroller, (3) and the female-released blends, over a series of dosages. Experiments were designed to test the hypothesis that male response downwind of a female is initiated by the major component and that minor components function only to elicit behaviors close to the female during close-range approach and courtship. The results did not support this hypothesis, but rather showed that males initiated upwind flight in significantly higher percentages to the complete blends of components, at all dosages, compared to single components or partial blends. Addition of minor components also signficantly enhanced male perception of the major component at lower dosages, resulting in completed flights to dosages of the major component that alone did not elicit any upwind flight. Our results support the concept that minor components function to enhance male sensitivity to the pheromone, and the specificity of the signal. Our results also support the hypothesis that the active space of the pheromone is a function of the upper and lower concentration thresholds for the blend of components, and not simply for the major component.
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    Metabolism of pheromone components and analogs by cuticular enzymes ofChoristoneura fumiferana (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 483-496 
    Details
    ISSN: 1573-1561
    Keywords: Choristoneura fumiferana ; Lepidoptera ; Tortricidae ; pheromone components ; pheromone metabolites ; aldehyde dehydrogenase
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In vivo incubation ofChoristoneura fumiferana with (E)-11-tetradecenal, the major pheromone component, resulted in adsorption followed by transformation to (E)-11-tetradecenoic acid, the only observed metabolite. Antennae, legs, and wings from both sexes were investigated for enzyme activity. Specificity studies with the aldehyde dehydrogenase system showed that the enzyme prefers aldehydes of 14-carbon chain length or shorter.
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    Enzymatic adaptations of herbivorous insects and mites to phytochemicals (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 533-560 
    Details
    ISSN: 1573-1561
    Keywords: AK-reductases ; arginase ; cytochrome P-450 ; enzyme induction ; esterases ; epoxide hydrolases ; Lymantria dispar ; Lepidoptera ; Lymantriidae ; mixed-function oxidases ; rhodanese ; transferases ; urease
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A variety of oxidases, reductases, esterases, epoxide hydrolases, and group transferases in herbivorous insects and mites detoxify and facilitate the excretion of toxic phytochemicals (allelochemicals). Current theory indicates that the cytochrome P-450-dependent mixed-function oxidases (MFOs) are by far the most important enzymes because they have many attributes that are essential for an effective detoxification system. Data presented here on the midgut microsomal MFO activity of larvae of the gypsy moth,Lymantria dispar, are discussed in the light of previous work and support the theory. In the gypsy moth, the MFO levels exhibit a parallel trend with changes in specific feeding rates, and changes in the specific activity of the enzyme appear to be regulated ontogenetically and by inductive effect of chemicals in the diet. The specific activity of the MFOs rises more sharply on leaves of a highly preferred type-1 plant, the pin oak, than on an artificial wheat germ diet; the increase from mid-second instar to mid-fifth is 4.5- and 1.8-fold, respectively. The relationship of food consumption rate to increase in body mass (W) was slightly in excess of a 1∶1 ratio for both pin oak and the artificial diet, indicating that the feeding rate surpasses the increase in W (a rare phenomenon in insects). Moreover, the surface-to-volume ratios are fairly constant for combined data of gut lumen and epithelium in second to fifth instars, because the volume occupied by the epithelial cells is much larger than in older ones. Thus, it is concluded that greater specific activity of the MFO is necessary with larval advancement to higher instars in order that they may process dietary allelochemicals with an efficiency comparable to younger larvae. Additional data suggest that MFO level increases reflect further adaptation to: (1) normal, seasonal changes in plants' allelochemical composition and concentration; (2) increase in allelochemical concentration in response to leaf damage; and (3) the risk faced by dispersing larvae of encountering a greater amount and variety of allelochemicals on suboptimal/ less suitable plants. Evidence also has emerged recently for MFO-catalyzed metabolism/deactivation of numerous plant allelochemicals, including compounds that induce the enzyme. MFOs are further adapted for participation in the biogenesis of substances physiologically important to insects. Moreover, the catalytic center of the MFO system, cytochrome P-450, occurs in multiple forms; the significance of this important feature is discussed.
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    Effects of cuticular duvane diterpenes from green tobacco leaves on tobacco budworm (Lepidoptera: Noctuidae) oviposition (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 1349-1359 
    Details
    ISSN: 1573-1561
    Keywords: Tobacco budworms ; Heliothis virescens (F) ; Lepidoptera ; Noctuidae ; tobacco ; Nicotiana tabacum L. ; diterpenes ; duvanes ; host plant resistance ; oviposition
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Five cuticular chemical components isolated from the green leaves of tobacco introductions (TIs) and a commercial tobacco cultivar were tested for their effects on tobacco budworm,Heliothis virescens (F), oviposition in cage bioassays, and field experiments. These chemicals were sprayed onto budworm-resistant TI 1112 tobacco which produces low levels of most cuticular components. Individual duvane diterpenes (α- and β-4,8,13-duvatrien-1-ols and α- and β-4,8,13-duvatriene-1,3-diols) increased tobacco budworm egg laying on sprayed TI 1112 plants.cis-Abienol, docosanol, and docosanyl myristate were inactive.
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    Study of female sex pheromone of leopard moth,Zeuzera pyrina L. Isolation and identification of three components (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 1545-1558 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; leopard moth ; Zeuzera pyrina ; Lepidoptera ; Cossidae ; (E, Z)-2 ; 13-octadecadien-1-ol acetate ; (Z)-13-octadecen-1-ol acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Three compounds have been identified in the abdominal tip extracts from the female leopard moth,Zeuzera pyrina L. Gas-liquid chromatography and mass spectroscopy data showed that (E, Z)-2, 13-octadecadien-1-ol acetate was the main component and that (Z)-13-octadecen-1-ol acetate and octadecan-1-ol acetate were secondary components. The electroanten-nographic responses of maleZ. pyrina to nanogram amounts of all four 2, 13-octadecadien-1-ol acetate isomers indicated that theE, Z isomer had the maximum activity. A strong EAG response was also recorded for (Z)-7-do-decen-1-ol acetate, which was not detected in the female extracts.
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    Beneficial arthropod behavior mediated by airborne semiochemicals (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 1247-1262 
    Details
    ISSN: 1573-1561
    Keywords: Hymenoptera ; Braconidae ; Microplitis croceipes ; parasitoid behavior ; habitat location ; Heliothis zea ; Lepidoptera ; Noctuidae ; flight tunnel ; female flights ; preflight handling
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Oriented responses ofMicroplitis croceipes (Cresson) to airborne odors of actively feedingHeliothis zea (Boddie) larvae were observed in a flight tunnel. The behavior ofM. croceipes prior to and during sustained, oriented flights was videotaped and analyzed in detail. Preflight exposure of the parasitoid to feces and other components of the plant-host complex were found to be vital in effective flight behavior, while maturation of the parasitoid had little effect. The increased frequency of oriented flight that resulted from preflight exposure of a plant-host complex persisted for at least 24 hr.
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    Plant allelochemicals and insect parasitoids effects of nicotine onCotesia congregata (say) (Hymenoptera: Braconidae) andHyposoter annulipes (Cresson) (Hymenoptera: Ichneumonidae) (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 1319-1328 
    Details
    ISSN: 1573-1561
    Keywords: Plant allelochemical ; parasitoids ; three trophic level interactions ; nicotine ; Manduca sexta ; Lepidoptera ; Sphingidae ; Spodoptera frugiperda ; Noctuidae ; Cotesia congregata ; Hymenoptera ; Braconidae ; Hyposoter annulipes ; Ichneumonidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Parasitoids developing within tobacco hornworms or fall army-worms exhibit significant differences in development and survival depending on whether their hosts fed on nicotine-free or nicotine-containing diets. The effects of nicotine were more severe on the relatively less adapted parasitoid,H. annulipes than the specialist parasitoid,Cotesia congregata. Labeled alkaloid originally placed in herbivore diet was incorporated in several parasitoid tissues. These results suggest that interactions between plant allelochemicals and parasitoids should be considered in the development of theory on insect herbivory and plant defense.
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    Sex pheromone ofGrapholita funebrana occurrence ofZ-8- andZ-10-Tetradecenyl acetate as secondary components (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 1361-1368 
    Details
    ISSN: 1573-1561
    Keywords: Grapholita funebrana ; plum fruit moth ; Grapholita molesta ; Lepidoptera ; Tortricidae ; Z-8-dodecenyl acetate ; Z-8-tetradecenyl acetate ; Z-10-tetradecenyl acetate ; sex pheromone ; delta-10-unsaturation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Z-8-Dodecenyl acetate (Z8–12∶Ac),E-8-dodecenyl acetate (E8–12∶Ac),Z-8-tetradecenyl acetate (Z8–14∶Ac),Z-10-tetradecenyl acetate (Z10–14∶Ac), andZ-8-dodecen-1-ol (Z8–12∶OH) were identified in the proportions 100∶1∶30∶5∶2 in female sex gland extracts ofGrapholita funebrana, accompanied by saturated acetates from 12 to 20 carbons with tetradecyl acetate predominating.Z10–14∶Ac has not previously been described as a lepidopteran sex pheromone component. Best attraction of males is obtained withZ8–12∶Ac in the presence of a higher proportion ofE8–12∶Ac than in the female. Inclusion of the 14-carbon acetates did not augmentG. funebrana catches but inhibitedG. molesta. On the other hand, addition ofZ8–12∶OH at the level optimal forG. molesta reduced attraction ofG. funebrana.
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    Sex pheromone of blackheaded fireworm,Rhopobota naevana (Lepidoptera: Tortricidae), a pest of cranberry (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 1163-1170 
    Details
    ISSN: 1573-1561
    Keywords: Blackheaded fireworm ; Rhopobota naevana (Hubner) ; Rhopobota unipunctana (Haw.) ; Lepidoptera ; Tortricidae ; Olethreutinae ; sex pheromone ; (Z)-11-tetradecenyl acetate ; (Z)-11-tetradecenyl alcohol ; (Z)-9-dodecenyl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Splitless capillary gas chromatography indicated the presence of (Z)- and (E)-11-tetradecenyl acetate and (Z)-11-tetradecenyl alcohol in the washes of female abdominal tips of the blackheaded fireworm,Rhopobota naevana (Hubner). Gas chromatography combined with mass spectroscopy confirmed the presence of tetradecenyl acetate in extracts of female tips. The low levels observed in these extracts (〈 1 ng/female equivalent), prevented further chemical and spectroscopic identification. These materials were found to be stimulatory at low levels in electroantennogram studies. A combination of 9 μg of (Z)-11-tetradecenyl acetate and 3 μg of (Z)-11-tetradecenyl alcohol on rubber septa in wing traps provided an effective attractant. (Z)-9-Dodecenyl acetate, a previously reported attractant, did not significantly increase field trapping catches when added to the binary mixture, but was found to enhance trap catches when added to each of the primary components.
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    Use of a sex attractant and an inhibitor for monitoring winter moth and bruce spanworm populations (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 1319-1330 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Geometridae ; Operophtera bruceata (Hulst) ; Bruce spanworm ; Operophetra brumata L. ; winter moth ; sex pheromone ; (Z,Z,Z)-1,3,6,9-nonadecatetraene ; inhibitor ; (E,Z,Z)-1,3,6,9-nonadecatetraene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A single sex pherormone component was isolated from abdominal tip extracts of female Bruce spanworm.Operophtera bruceata (Hulst). This was identified as (Z,Z,Z)-1,3,6,9-nonadecatetraene by capillary gas chromatography (GC), electroantennography, and mass spectrometry. In addition, hexane extracts of female abdominal tips from Bruce spanworm and the winter moth.O. brumata L., were analyzed by GC coupled to an electroantennographic detector (GC-EAD). The extracts ofO. bruceata andO. brumata females elicited only a single response, at the same retention time, from antennae of their conspecific and reciprocal males. In field tests conducted in Saskatchewan, traps baited with the synthetic tetraene captured Bruce spanworm males. In tests carried out on Vancouver Island, British Columbia, where the two species coexist, both Bruce spanworm and winter moth males were captured. The attractancy of lures containing the synthetic pheromone alone and in combination with several structurally related analogs was field tested at both locations. One of these, an isomer of the natural pheromone, (E,Z,Z)-1,3,6,9-nonadecatetraene, inhibited the capture of Bruce spanworm males but had no effect upon the number of winter moth males which were taken. Thus, populations of these two very similar species can be distinguished by employing traps baited with pheromone ± the inhibitor. Coneorifice Hara traps were found useful for field trapping males of both species.
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    Sex pheromone components of three species ofSemiothisa (Geometridae), (Z,Z,Z)-3,6,9-heptadecatriene and two monoepoxydiene analogs (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 1371-1383 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Geometridae ; Semiothisa signaria dispuncta ; Semiothisa bicolorata ; Semiothisa ulsterata ; Semiothisa delectata ; Semiothisa neptaria ; (Z,Z,Z)-3,6,9-heptadecatriene ; (Z,Z)-6,9-cis-3,4-epoxy-heptadecadiene ; (Z,Z)-3,9-cis-6,7-epoxy-heptadecadiene ; sex attractant ; sex pheromone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Adult males ofSemiothisa signaria dispuncta (Walker) were attracted to field traps baited with (Z,Z,Z)-3,6,9-octadecatriene and (Z,Z)-6,9-cis-3,4-epoxy-octadecadiene. However, analyses of sex pheromone gland extracts of females of this species by GC-MS and by GC in combination with an electroantennograph detector (GC-EAD) showed the pheromone to be comprised of a mixture of the next lower homologs: (Z,Z,Z)-3,6,9-heptadecatriene and (Z,Z)-6,9-cis-3,4-epoxy-heptadecadiene. Blends of these two C17 compounds were subsequently found to be more attractive to males in the field than the corresponding C18 mixtures. Sex pheromones of two otherSemiothisa species were also found to contain C17 components. (Z,Z,Z)-3,6,9-Heptadecatriene, detected by GC-EAD analysis of a female abdominal tip extract ofS. bicolorata (Fabricius), attracted conspecific males, and this attraction was significantly reduced by additions of (Z,Z)-6,9-cis-3,4-epoxyheptadecadiene, the major pheromone component ofS. signaria dispuncta, to the lure. (Z,Z)-3,9-cis-6,7-Epoxy-heptadecadiene was detected by GC-EAD analysis as the primary male antennal stimulatory component present in abdominal tip extracts ofS. ulsterata (Pearsall), and males of this species were attracted to traps baited with this epoxide. Each of these three C17 compounds constitute previously unknown lepidopteran sex pheromone components. Blends of (Z,Z, Z)-3,6,9-heptadecatriene and (Z,Z)-3,9-cis-6,7-epoxyheptadecadiene attracted males of a fourth species,S. delectata Hulst, but no females of this species were obtained to permit analysis of its sex pheromone. The occurrence of (Z,Z,Z)-3,6,9-heptadecatriene inS. neptaria (Guenee) females was indicated by GC-MS analysis of an abdominal tip extract; however, no males were attracted to any of the fielded mixtures containing this hydrocarbon.
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    Comparison of electroantennograms from female and male cabbage looper moths (Trichoplusia ni) of different ages and for various pheromone concentrations (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 1443-1453 
    Details
    ISSN: 1573-1561
    Keywords: Trichoplusia ni ; Lepidoptera ; Noctuidae ; (Z)-7-dodecenyl acetate ; dodecyl acetate ; pheromone ; electroantennogram ; age ; maturation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The electroantennogram (EAG) responses of both male and femaleTrichoplusia ni to two components of the female-released sex pheromone were determined over a range of concentrations of chemical and age of insect. The EAG was at a peak at a dose of 100 μg for both dodecyl acetate and (Z)-7-dodecenyl acetate (Z7–12∶OAc) for both sexes. The EAG responses varied with age of the insect. Responsiveness to both components was at a maximum at three days postemergence for males followed by a fairly rapid senescence, and for females it peaked at three days followed by a rapid senescence forZ7–12∶OAc but not for dodcecyl acetate.
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    Presence of pterin pigments in wings of libytheidae butterflies (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 1843-1847 
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    ISSN: 1573-1561
    Keywords: Pterin pigments ; Libythea ; Libytheana ; Libytheidae ; Lepidoptera ; thin-layer chromatography
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A few pterin pigments were discovered in the wings of six of eight libytheid species tested, using thin-layer chromatography with 1 % HC1 in butanol as a solvent. A 10X sample ofLibytheana bachmanii larvata (Strecker) produced xanthopterin, isoxanthopterin, erythropterin, and leucopterin. Leucopterin was absent in the other libytheids tested. Morphology and pterin pigment data from wings suggest a Pieridae ancestry for the Libytheidae from the region of the northern Neotropical realm (including the Greater Antilles).
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    Temporal patterns of sex pheromone titers and release rates inHolomelina lamae (Lepidoptera: Arctiidae) (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 1115-1129 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; pheromone release rates ; pheromone titer ; airborne pheromone collection ; Homomelius lamae ; Lepidoptera ; Arctiidae ; 2-methylheptadecane
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Six hydrocarbon components (2-methylhexadecane,n-heptadecane, 2-methylheptadecane, 2-methyloctadecane,n-nonadecane, and 2-methylnonadecane) were identified in sex-pheromone gland extracts and in airborne collections ofHolomelina lamae. Low variability in the ratio of components among individuals indicates tight regulation of blend composition. Minor changes were evident in the quantity and ratio of the blend as a function of time of day. Based on gland extracts, the total quantity of the six components increased from day 1 (X = 6299 ng) to day 4 (X = 7498 ng) and subsequently decreased. No significant correlations were found between total gland contents and wet or dry weights of moths. Emission rates ofH. lamae females were determined from pheromone adsorbed onto Porapak Q. Quantities released peaked shortly after the onset of calling and decreased rapidly as calling continued. Peak release rates ranged from 13 to 350 ng/10 min, and from 37 to 835 ng/60 min. Noncalling females did not emit detectable quantities of pheromone. Based on release rates and the rate of pulsation of the abdominal tip, the average amount released per pulse is not constant. The mean ratio of components released (0.78∶7.45∶ 84.80∶2.84∶2.59∶1.53) was not very different from the ratio of components in gland extracts of 2-day-old females (0.70∶4.19∶90.12∶ 1.65∶1.91∶1.42). We propose that the blend is atomized rather than volatilized from the gland, thus retaining nearly the same ratios in the female's effluvium as in her gland.
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    Flight and copulation of female spruce budworm in pheromone-permeated air (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 1749-1758 
    Details
    ISSN: 1573-1561
    Keywords: Spruce budwormChoristoneura fumiferana ; Lepidoptera ; Tortricidae ; sex pheromone ; female response ; flight ; copulation ; dispersal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract High concentrations of synthetic sex pheromone caused increased flight activity among mated female spruce budworm of all ages, a fact that may indicate an increase in dispersal. Flight activity also increased among older virgin females, but not among females one day old, the age at which they usually mate. Receptivity of young virgin females to courting males was not affected by pheromone-permeated air. Synthetic sex pheromone is therefore not likely to influence mating frequency through its effects on female activity.
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    Cyanogenesis—a general phenomenon in the lepidoptera? (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 1789-1809 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; chemical defense ; cyanogenesis ; cyanoglucosides ; β-cyano-l-alanine ; rhodanese ; phytophagous insects
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract There are two different pathways known to be used for the detoxification of hydrocyanic acid in insects, viz., rhodanese and β-cyano-l-ala-nine synthase. We consider the latter to be indicative for cyanogenesis, while rhodanese might, in general, play a more important role in sulfur transfer for protein synthesis. This paper reports on the distribution of β-cyano-l-alanine (BCA) in the Lepidoptera. First reports of cyanogenesis are presented for the following families: Papilionidae, Pieridae, Lycaenidae, Hesperiidae, Lymantriidae, Arctiidae, Notodontidae, Megalopygidae, Limacodidae, Cymatophoridae, Noctuidae, Geometridae, and Yponomeutidae. New and old records for three other families, the Nymphalidae, Zygaenidae, and Heterogynidae, are included to complete the present state of knowledge. Special emphasis has been laid on the Nymphalidae, where BCA has been detected in eight subfamilies. Taxonomic, geographic, and seasonal variation has been found in a number of cases. In all cases observed so far, the source of cyanogenesis in the Lepidoptera is most probably the cyanoglucosides linamarin and lotaustralin, although cyanogenesis based on mustard oil glucosides and cyclopentenoid glucosides might occur as well. BCA has been found in both cryptic and aposematic species, including taxa such as the Pieridae, Danainae, Ithomiinae, and Arctiidae, where the defensive biology is believed to be linked with other compounds, like mustard oil glucosides, cardenolides, or pyrrolizidine alkaloids. The ecological interaction and significance of such secondary compounds is not yet understood.
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    Identification of sex pheromone components of darksided cutworm,Euxoa messoria, and modification of sex attractant blend for adult males (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 1187-1199 
    Details
    ISSN: 1573-1561
    Keywords: Darksided cutworm ; Euxoa messoria ; Lepidoptera ; Noctuidae ; sex pheromone ; (Z)-7-hexadecenyl acetate ; (Z)-11-hexadecenyl acetate ; (Z)-11-hexadecenol ; (Z)-11-hexadecenal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Eleven “pheromone-like” compounds were identified in excised abdomen tip extracts of calling adult females of darksided cutworm,Euxoa messoria (Harris). The essential pheromone components were (Z)-7- and (Z)-11-hexadecenyl acetates in a ratio of 1∶40, which agreed with an attractant blend developed empirically by field testing the attractancies of synthetic blends. The pheromone component, (Z)-11-hexadecenol, improved the attraction of darksided cutworm males whereas the components (Z)-9-tetradecenyl acetate and (Z)-7-dodecenyl acetate inhibited their attraction. The other “pheromone-like” compounds identified in the female extracts had no obvious effect on the attraction of darksided cutworm males. Three compounds that functioned as parapheromones when substituted for (Z)-7-hexadecenyl acetate in the two-component blend were (Z)-7-pentadecenyl, (Z)-7-tetradecenyl, and (Z)-7-tridecenyl acetates. (Z)-11-hexadecenal was not detected in the female extracts, but it had a synergistic effect on the attraction of darksided cutworm moths and inhibited the attraction of male moths of a nontarget species,Helotropha reniformis (Grote). As a trap bait for monitoring purposes, we recommend a four-component blend of (Z)-7-hexadecenyl acetate, (Z)-11-hexadecenyl acetate, (Z)-11-hexadecenol, and (Z)-11-hexadecenal at 12.5, 500, 1, and 10 μg/red rubber septum dispenser containing 5 μg of antioxidant 2,6-tert-butyl-4-methyl phenol. This blend is effective under field conditions for at least six weeks.
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    Technique for injecting intact glands for analysis of sex pheromones of Lepidoptera by capillary gas chromatography (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 1299-1311 
    Details
    ISSN: 1573-1561
    Keywords: Solid-sample injection ; sex pheromone analysis ; Ostrinia nubilalis ; Bombyx mori ; Mamestra brassicae ; Lepidoptera ; Pyralidae ; Bombycidae ; Noctuidae ; site of pheromone release
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The structure elucidation of sex pheromones of Lepidoptera by a solid-sample injection technique in conjunction with capillary gas chromatography is described. The applicability of this method in GC and GC-MS modes was demonstrated by reanalyzing the sex attractants of females ofOstrinia nubilalis andBombyx mori. The pheromone complex ofMamestra brassicae was reinvestigated and (Z)-9-hexadecenyl acetate and (Z)-11-hexadecenol were found in addition to already known pheromone components of this species. By using the solid-sample injection, the exact site of pheromone release could be determined inM. brassicae.
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    Ovipositional behavior of lesser peachtree borer in presence of host-plant volatiles (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 237-252 
    Details
    ISSN: 1573-1561
    Keywords: Attractants ; extracted volatile compounds ; Synanthedon pictipes ; Lepidoptera ; Sesiidae ; chemosensory ; insect behavior ; oviposition ; mechanosensory ; host-insect interactions ; olfactory receptors ; oviposition behavior ; apple ; peach ; pear ; plant odors ; Prunus spp
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Reactions of lesser peachtree borer [Synanthedon pictipes (G&R)] to volatiles of peach wood, either natural or chemically fractionated, were observed. Mated females were stimulated by and responsive to such materials and deposited significantly more eggs on substrates, including unnatural hosts, that had been treated with aqueous mixtures of bark-canker materials. Stimulation to oviposit occurred even when the female was blinded, indicating the presence of chemical cues. Natural canker-bark extracts immediately stimulated ovipostion and for a few hours significantly increased the number of eggs laid. However, average fecundity was not increased. Antennectomy did not significantly decrease response to volatiles by gravid females, and alternate sites of such chemoreception were not located. Complex mixtures derived by solvent extraction, steam distillation, and volatiles trapping from bark, canker, and gum all had activity. Observations of insect behavior in outdoor cages and also in the laboratory indicated that visual, chemosensory, and mechanosensory receptors are involved in host finding and oviposition.
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    Effect of qualitative and quantitative variation in allelochemicals on a generalist insect: Iridoid glycosides and the southern armyworm (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 335-351 
    Details
    ISSN: 1573-1561
    Keywords: Iridoid glycosides ; Spodoptera eridania ; Lepidoptera ; Noctuidae ; allelochemical variation ; toxicity/deterrence ; plant-insect interaction
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The behavioral and physiological effects of plant allelochemicals have been difficult to demonstrate; it is not often clear whether the compounds are deterrent, toxic, or both. In this study, we compared the qualitative and quantitative effects of several iridoid glycosides on a generalist lepidopteran herbivore,Spodoptera eridania (Noctuidae). Larval growth and survivorship and larval preference or avoidance were measured on artificial diets containing different iridoid glycosides at different concentrations. We also tested the toxicity/deterrence of these compounds. We found that iridoid glycosides retarded larval growth significantly at relatively low concentrations and that they were usually avoided in preference tests. The toxicity/ deterrence test did not always reflect the results of these other tests. The merits of using a variety of methods for determining deterrence and/or toxicity of plant allelochemicals are discussed.
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    Components of female sex pheromone ofEoreuma loftini Dyar (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 391-399 
    Details
    ISSN: 1573-1561
    Keywords: Mexican rice borer ; Eoreuma loftini ; Lepidoptera ; Pyralidae ; sugarcane ; (Z)-13-octadecenal ; (Z)-13-ocadecenyl acetate ; (Z)-11-hexadecenyl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Three chemicals isolated from ovipositor rinses of virgin femaleEoreuma loftini Dyar (Mexican rice borer) moths were identified as (Z)-13-octadecenyl acetate (I), (Z)-11-hexadecenyl acetate (II), and (Z)-13-octadecenal (III) in the approximate ratio 8∶1∶1.3, respectively. Preliminary tests indicate that in laboratory bioassays, these chemicals in the above ratio induce the same activity response as heptane extracts of rice borer ovipositors. Only one combination of two chemicals (I and III, 6.2∶1 ratio) elicited a similar response. Individual chemicals elicited no response. In field tests, the average number of male rice borer moths caught per night over a five-night period was the same in traps baited with 200–600-μg quantities of the 8∶1∶1.3 ratio of chemicals dispensed from strips of filter paper as with traps baited with virgin females. The two-component mixture (I and III, 6.2∶1 ratio) was not active in the field.
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    Genetic regulation of sex pheromone production and response (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 2047-2061 
    Details
    ISSN: 1573-1561
    Keywords: 11-Tetradecenyl acetate ; population genetics behavioral genetics ; Ostrinia nubilalis European corn borer ; Lepidoptera ; Pyralidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sex pheromone communication system of the European corn borer moth varies intraspecifically. Analyses of pheromonal extracts of wild females, collected in a region where the types (each producing a different isomeric proportion ofZ- andE-11-tetradecenyl acetate) are sympatric, showed that theZ pheromone-production allele frequency was ca. 4 times greater than theE allele. The paucity ofE production and response alleles in the population indicates that moths inheriting those alleles concomitantly inherit some undefined disadvantage. The types interbreed, but the frequency of heterozygous pheromone-production types among wild females was less than predicted by Hardy-Weinberg equilibrium and was evidence of positive assortative mating. Rates of male captures in field traps baited with females of the three pheromonal types also evidenced assortative mating in the population. Progeny tests with males captured in the traps provided circumstantial evidence that pheromone response and production functions in the species are regulated by separate genetic loci and that the loci are not always complementary; i.e., a male can carry an allele coding for production of one pheromonal isomer ratio but can be genetically predisposed to respond to another.
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    Sex pheromone of purplestriped shootworm,Zeiraphera unfortunana powell (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 1417-1425 
    Details
    ISSN: 1573-1561
    Keywords: Zeiraphera unfortunana ; purplestriped shootworm ; Zeiraphera destitutana ; sex pheromone ; (E)-9-dodecenyl acetate ; electroantennograms ; Lepidoptera ; Tortricidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The analyses of virgin female sex pheromone gland extracts and gland volatiles by GC, GC-EAD and GC-MS, followed by field trapping experiments, have identified (E)-9-dodecenyl acetate (E9–12∶Ac) as the primary sex pheromone component of the purplestriped shootworm,Zeiraphera unfortunana. Dosages of 1.0–10.0 μg ofE9–12∶Ac impregnated in rubber septa provide an effective trap bait and can be used for monitoring purposes.
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    The role of leaf lipids in food selection by larvae of the tobacco hornworm,Manduca sexta (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 669-682 
    Details
    ISSN: 1573-1561
    Keywords: Manduca sexta ; Lepidoptera ; Sphingidae ; feeding preference ; leaf lipid extracts ; plant surface ; hosts ; nonhosts
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The role of leaf lipids in food plant selection by larvae ofManduca sexta was investigated by measuring preference responses in a two-choice preference test using glass fiber filter paper disks laced with extract (test) or water (control). The larvae respond to the petroleum ether extract of whole leaves of the host-plantLycopersicon esculentum (tomato) extract in a concentration-dependent manner. At “natural concentration” it is the most strongly stimulating extract or compound yet tested using the disk test. This response is affected by food plant experience of the larvae, suggesting stimulation by plant-specific compounds in the extract. The extract contains volatile compounds that attract the larvae. In contrast, it does not promote continued feeding on an agar-cellulose diet that incorporates the extract. Also stimulating are the extracts of leaf surfaces of two hosts,L. esculentum andSolanum pseudocapsicum, and two acceptable nonhosts,Brassicae napus andVigna sinensis, indicating the presence of nonpolar feeding stimulants at the leaf surface. However, similar leaf-surface extracts of the unacceptable plantCanna generalis were inactive, although the surface extraction process renders this plant acceptable. Leaf-surface extracts ofL. esculentum, S. pseudocapsicum, andB. napus evoke feeding responses that are qualitatively comparable to those of their corresponding leaves. However, no such parallel is found for surface extracts ofV. sinensis andC. generalis. Thus, nonpolar compounds at the leaf surface of host and some acceptable non-host-plant species strongly stimulate feeding and hence must play an important role in food selection by the tobacco hornworm.
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    Toxicity and toxicokinetics of 6-methoxybenzoxazolinone (MBOA) in the european corn borer,Ostrinia nubilalis (Hübner) (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 989-1002 
    Details
    ISSN: 1573-1561
    Keywords: MBOA ; tritiated MBOA ; 6-methoxybenzoxazolinone ; Ostrinia nubilalis ; Lepidoptera ; Pyralidae ; European corn borer ; toxicokinetics ; life-cycle parameters ; body burden values ; topical application ; corn ; maize ; feeding resistance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The maize-derived secondary chemical 6-methyoxybenzoxazoii-none (MBOA) and a tritiated derivative were prepared synthetically for a detailed examination of their toxicity and toxicokinetics in the European corn borer (ECB),Ostrinia nubilalis. During feeding trials with MBOA incorporated into meridic diets (at 0, 0.5, 1.5, 2.5, and 4.0 mg/g diet), the mean time to pupation and adult emergence was significantly lengthened at concentrations of 1.5 mg MBOA/g diet and above. Increased mortality occurred at concentrations at 1.5 mg/g and above. A decrease in the sex ratio (female/ total) and fecundity was observed at concentrations of 0.5 mg/g and above. The latter observations represent new biological effects related to MBOA. In tracer studies, both uptake and excretion of MBOA administered in diets to larvae increased linearly with concentration. Body burden values indicated that the ECB larvae were capable of excreting enough compound to maintain total tissue levels at approximately 50% of the dietary concentration. Total amount of label increased with larval stage, but decreased in adults due to a large amount of label eliminated in the pupal case. In topical application studies, elimination of the label in the frass was rapid, reaching 60% by 6 hr and 82% of applied dose by 24 hr. Accumulation of label in tissues other than hemolymph was small. The results show that MBOA is toxic to ECB, but the insect has efficient methods for minimizing these effects.
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    Effects of dietary protein and lupine alkaloids on growth and survivorship ofSpodoptera eridania (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 1391-1403 
    Details
    ISSN: 1573-1561
    Keywords: Lupinus ; Fabaceae ; lupines ; Spodoptera eridania ; Lepidoptera ; Noctuidae ; southern army worm ; sparteine ; lupanine ; alkaloids
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Toxic chemicals and nutrients are often positively correlated within and among plants. We studied how such correlations affect the suitability of plants as food for herbivores by assessing the growth and survivorship ofSpodoptera eridania (army worm) on artificial diets containing lupine alkaloids and casein. We found that (1) the effects of casein were determined by other dietary components: increased dietary casein led to increased larval growth only when the diet was also high in wheat germ. (2) Dietary alkaloids were effective at very low concentrations, reducing both growth and survivorship. The alkaloids lupanine and sparteine were not synergistic in their effects, and the interaction between alkaloids and casein was significant only in the low-wheat-germ diets. (3) The effects of casein and alkaloids were generally apparent only in the first instar, and the growth of fifth-instar larvae was unaffected by diet. (4) Using these artificial diet experiments, we can make simple predictions about the food quality of plants grown under various nutrient regimes. These predictions are consistant with recent ideas about optimal plant defenses.
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    Sex pheromone components from asian corn borer,Ostrinia furnacalis (Hubner) (Lepidoptera: Pyralidae) in Taiwan (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 497-505 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; Ostrinia furnacalis ; sex pheromone ; Asian corn borer ; (E)- and (Z)-12-tetradecenyl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The female sex pheromone of the Asian com borer,Ostrinia furnacalis, widespread in Taiwan, was confirmed as (Z)-12-tetradecenyl acetate and its geometric isomer (E)-12-tetradecenyl acetate in a ratio of ca. 3∶1 by gas chromatography and gas chromatography-mass spectrometry in selected ion monitoring mode. Males were attracted by the mixture of these two synthetic components in the field, but the attractiveness was less than by virgin females. The presence of minor components in the sex pheromone was therefore suggested.
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    URL: http://dx.doi.org/10.1007/BF01014695
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    Age-specific titer and antennal perception of acetic acid, a component of malePseudaletia unipuncta (Haw.) hairpencil secretion (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 641-648 
    Details
    ISSN: 1573-1561
    Keywords: Pseudaletia unipuncta ; Lepidoptera ; Noctuidae ; hairpencils ; male pheromone ; acetic acid ; benzaldehyde ; benzyl alcohol ; antennal ; response
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Hairpencil secretion ofPseudaletia unipuncta (Haw.) contains acetic acid as well as previously identified benzaldehyde and benzyl alcohol. Age-specific titers of acetic acid were significantly greater than those of benzaldehyde and, at 25 °C, accumulation of both compounds in the hairpencils peaked on the second day after emergence. Excised antennae of males and females perceived both compounds. Antennal response to acetic acid did not vary significantly with age or sex, but male response to benzaldehyde was significantly greater than female response at all ages tested. Antennal response of both males and females to benzaldehyde tended to be greater on the fourth and eighth days after emergence than on the second.
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    URL: http://dx.doi.org/10.1007/BF01014707
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    Pheromone emission and blend percentages inEoreuma loftini determined by two methods (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 105-120 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromones ; pheromone adsorption ; age ; pheromone emission ; Lepidoptera ; Pyralidae ; Crambinae ; Eoreuma loftini ; calling behavior ; (Z)-11-hexadecenyl acetate ; (Z)-13-octadecenyl acetate ; (Z)-13-octadecenal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Calling behavior and pheromone emission by virgin femaleE. loftini moths were investigated in laboratory experiments. Calling peaked during the last three hours of the night. Three-day-old moths called more than older or younger moths and began calling earlier in the night than younger moths. Female emissions were collected in flasks without airflow and cylinders with airflow. Control tests indicated that the pheromone components (Z)-11-hexadecenyl acetate (HDA) and (Z)-13-octadecenylacetate (ODA) were 69 and 54% adsorbed on moths, respectively, and the component (Z)-13-octadecenal (ODL) was 92–99% adsorbed depending on its concentration, when put into flasks with noncalling females for 4 hr. Pheromone exposed to moths for less than 4 hr was adsorbed less. After correction for adsorption, the pheromone blend from females calling in flasks was 9:42:49% of HDA/ODL/ODA with an overall emission rate of 58 ng/female/4 hr. Three-day-old females emitted more pheromone than 0- to 2- or 4- to 5-day-old moths, in flasks. Little or no pheromone put into cylinders either downwind or upwind from a male moth was adsorbed by the moth. The pheromone blends from females calling in cylinders, corrected using downwind and upwind control test results, respectively, were 15:35:50 and 13:40:48% of HDA/ODL/ODA with overall emission rates of 32 and 35 ng/female/night.
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    URL: http://dx.doi.org/10.1007/BF02027777
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    Effect of ergot alkaloids from fungal endophyte-infected grasses on fall armyworm (Spodoptera frugiperda) (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 169-182 
    Details
    ISSN: 1573-1561
    Keywords: Balansiae ; Clavicipitaceae ; ergot alkaloids ; fall armyworm ; feeding deterrents ; acquired chemical defense ; fungal endophytes ; grasses ; Lepidoptera ; Noctuidae ; Spodoptera frugiperda
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Ergot alkaloids produced by endophytic fungi in the tribe Balansiae (Clavicipitaceae, Ascomycetes), which infect grasses, may provide plant defense against herbivores. This study examined the effects of six ergot alkaloids on survivorship, feeding, and growth of larvae of the fall armyworm (Spodoptera frugiperda, Lepidoptera: Noctuidae), a generalist herbivore of grasses. Corn leaf disks were soaked in solutions of individual ergot alkaloids at different concentrations and presented to neonate larvae. At the highest concentrations (77–100 mg/liter) of ergonovine, ergotamine, ergocryptine, agroclavine, and elymoclavine, larval weights and/or leaf area consumed after eight days were reduced relative to controls. Lysergol had no effect on larval weights and leaf consumption at any concentration. Although active concentrations were higher than those reported from two host grasses, in vivo levels of ergot alkaloids have not been quantified for most endophyte-infected grasses. The detrimental effects on fall armyworm observed in this study suggest that ergot alkaloids could be responsible, at least in part, for the greater insect resistance of endophyte-infected grasses.
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    URL: http://dx.doi.org/10.1007/BF02027781
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    Fusaric acid (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 249-254 
    Details
    ISSN: 1573-1561
    Keywords: Fusaric acid ; corn earworm ; Heliothis zea ; Lepidoptera ; Noctuidae ; saponin ; gossypol ; 6-methoxy-2-benzoxazolinone ; synergism ; allelochemical ; mycotoxin
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The ability of naturally occurring levels of theFusarium spp. fungal metabolite fusaric acid to synergize the toxicity of the allelochemicals gossypol, a saponin, and 6-methoxy-2-benzoxazolinone to larvae ofHeliothis zea (Boddie) was tested. Levels of fusaric acid comparable to those found near the fungus increased mortality ofH. zea to gossypol, the saponin, and 6-methoxy-2-benzoxazolinone, and decreased the development rate of surviving larvae exposed to gossypol and 6-methoxy-2-benzoxazolinone. Some effect was also noted for levels of fusaric acid found generally distributed throughout infected plants. The chemical properties of fusaric acid suggest that it synergizes the toxicity of the allelochemicals by inhibiting oxidative enzymes responsible for detoxification. Production of the biosynthetically simple fusaric acid may be a fungal strategy for conserving resources as compared to those fungi that produce biosynthetically complex toxins of their own.
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    URL: http://dx.doi.org/10.1007/BF02027786
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    Structure-activity relationship of flavones as growth inhibitors of the navel orangeworm (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 285-290 
    Details
    ISSN: 1573-1561
    Keywords: Amyelois transitella ; Lepidoptera ; Pyralidae ; citrus ; flavones ; growth inhibition ; host-plant resistance ; navel orangeworm ; nobiletin ; orange ; tangeretin
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A series of flavones with widely varying degrees of substitution was fed to neonate larvae of the navel orangeworm. Growth of navel orangeworm larvae is inhibited by 5-methoxy flavones and flavone itself; 5-hydroxy flavones do not inhibit growth. Host resistance of citrus fruit to attack by the navel orangeworm might be due to the 5-methoxy flavones that occur in the peels.
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    URL: http://dx.doi.org/10.1007/BF02027790
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    Isolation, identification, and biosynthesis of compounds produced by male hairpencil glands ofHeliothis virescens (F.) (Lepidoptera: Noctuidae) (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 413-427 
    Details
    ISSN: 1573-1561
    Keywords: Heliothis virescens ; Lepidoptera ; Noctuidae ; hairpencil glands ; male-produced compounds ; hexadecanyl acetate ; hexadecanol ; (Z)-11-hexadecenyl acetate ; octadecanyl acetate ; octadecanol ; tetradecanoic acid ; hexadecanoic acid ; octadecanoic acid
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Extracts of the intact hairpencil glands and hairs from the hairpencil glands of males ofHeliothis virescens (F.) were analyzed by capillary gas chromatography (GC) and by GC-mass spectroscopy. These analyses indicated that hexadecanyl acetate (212.4 ng/male), hexadecanol (22.3 ng/male), (Z)-11-hexadecenyl acetate (3.5 ng/male), octadecanyl acetate (14.2 ng/male) octadecanol (7.5 ng/male), tetradecanoic acid (2.7 ng/male), hexadecanoic acid (22.3 ng/male), and octadecanoic acid (6.5 ng/male) were present in the extracts. These compounds also were found in volatiles released from the hairpencil glands. In addition, GC analysis using both polar and apolar capillary columns indicated that extracts of the glands and extracts of the hairs from the hairpencil glands contained small amounts of tetradecanyl acetate, (Z)-9-tetradecenyl acetate, tetradecanol, (Z)-7-hexadecenyl acetate, (Z)-9-hexadecenyl acetate, and (Z)-11-hexadecenol. No (Z)-9-tetradecenal was present. Studies indicated that titers of the compounds increased rapidly during the 36 hr after adult eclosion and then leveled off, being maintained at high levels until released when the glandular hairs were exposed. During exposure of the hair pencils substantial amounts of the compounds were released. In vivo application of 500 ng of suspensions of (Z)-11-hexadecenyl acetate, (E)-11-hexadecenyl acetate, (Z)-11-tetradecenyl acetate, or (E)-11-tetradecenyl acetate in dimethyl sulfoxide to the surface of the denuded hairpencil gland showed that biosynthesis proceeds to the alcohol via the acetate.
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    URL: http://dx.doi.org/10.1007/BF02027801
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    Decreased sensitivity of mixed-function oxidases frompapilio polyxenes to inhibitors in host plants (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 439-446 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Papilio polyxenes ; Papilio troilus ; Papilionidae ; Heliothis zea ; noctuidae ; myristicin ; safrole ; xanthotoxin ; mixed-function oxidase inhibition ; methylenedioxyphenyl
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Caterpillars ofPapilio polyxenes, the black swallowtail, feed on umbellifers that contain both toxic furanocoumarins and methylenedioxyphenyl compounds such as myristicin and safrole. These phytosynergists enhance the toxicity of furanocoumarins by inhibiting mixed-function oxidases (MFOs), the detoxification enzymes responsible for metabolizing furanocoumarins. In model substrate assays, MFOs fromP. polyxenes are twice as active as MFOs fromHeliothis zea, a generalist herbivore not adapted to feeding on either furanocoumarins or furanocoumarin/phytosynergist combinations.P. polyxenes MFOs are 10 and 46 times less sensitive to inhibition by myristicin and safrole, respectively, thanH. zea MFOs and eight times less sensitive to inhibition by safrole than MFOs fromPapilio troilus, a closely related species that does not encounter furanocoumarin/phytosynergist combinations in its diet. Higher MFO activity and decreased sensitivity to MFO inhibitors are important adaptations that allow black swallowtail caterpillars to feed on many umbelliferous plants.
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    URL: http://dx.doi.org/10.1007/BF02027803
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    (Z,Z)-7,9-Dodecadienyl acetate, sex pheromone ofEpinotia tedella clerck (Lepidoptera: Tortricidae) (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 2457-2464 
    Details
    ISSN: 1573-1561
    Keywords: (Z,Z)-7,9-Dodecadienyl acetate ; pheromone ; sex attractant ; attraction inhibitors ; olfactory receptors ; Epinotia tedella ; Epinotia spp. ; Tortricidae ; Lepidoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract (Z,Z)-7,9-dodecadienyl acetate, a reported male attractant for several New World spp. ofEpinotia, was identified as the primary pheromone of femaleE. tedella (European spruce budmoth) through chemical analysis of pheromone gland washes, the electrophysiological study of male antennal receptor types, and field-trapping tests. The washes contained this compound at a level of approximately 0.4 ng per FE, along with a similar amount of the corresponding alcohol, (Z,Z)-7,9-dodecadien-1-ol. Each compound activated its own specialized type of male receptor cell. No traces of stereoisomers or monoenes were found in the washes. In field-trapping tests conducted in stands of Norway spruce in southern Germany, (Z,Z)-7,9-do-decadienyl acetate as a single chemical proved highly attractive to maleE. tedella over a range of lure doses. The corresponding alcohol or aldehyde did not show attractivity; rather, in binary combinations with the primary pheromone, these compounds, and also the (E,Z)-7,9 stereoisomeric acetate, reduced captures. A 10∶1 blend of (E)-9- and (Z)-9-dodecenyl acetates, reported as anE. tedella male attractant, did not reveal significant captures. No otherEpinotia spp. besidesE. tedella responded to the various 7,9-do-decadienyl test baits during this study.
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    URL: http://dx.doi.org/10.1007/BF01020376
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    Quinolizidine alkaloids obtained byPedicularis semibarbata (Scrophulariaceae) fromLupinus fulcratus (Leguminosae) fail to influence the specialist herbivoreEuphydryas editha (Lepidoptera) (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 2521-2530 
    Details
    ISSN: 1573-1561
    Keywords: Pedicularis semibarbata ; Scrophulariaceae ; Lupinus fulcratus ; Fabaceae ; Euphydryas editha ; Lepidoptera ; Nymphalidae ; herbivory ; quinolizidine alkaloids ; isolupanine ; oviposition ; parasitic plants
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Pedicularis semibarbata is apparently an obligate hemiparasite of coniferous trees. It is also a facultative parasite ofLupinus fulcratus from which we find that it obtains quinolizidine alkaloids, principally α-isolupanine. As a result, a single population ofP. semibarbata contains both alkaloidrich and alkaloid-free plants. The butterflyEuphydryas editha naturally oviposits on both plant types. This butterfly population, which is the principal herbivore attackingP. semibarbata at this site, is known to contain two morphs. Individuals of a specialist morph discriminate when ovipositing among individualP. semibarbata plants and produce offspring that survive better on accepted than on rejected plants. Those of a generalist morph accept allP. semibarbata plants and produce offspring that survive equally well on plants accepted or rejected by the discriminating morph. Because of the existence of this complex variation among the butterflies, the presence of naturally laid eggs on alkaloid-containing plants still leaves the possibility that the alkaloids may defend the plants against the specialist morph. In experiments on both oviposition preference and larval performance in early instars, we failed to detect any correlation between alkaloid content of a plant and either its acceptability to or suitability for the discriminating morph of the insect. Alkaloid presence in the host-plant population, achieved through root parasitism, is currently neither subject to strong insect-mediated selection nor a major cause of selection on the insects.
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    URL: http://dx.doi.org/10.1007/BF01014728
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    Heritable variation in pheromone response of the pink bollworm,Pectinophora gossypiella (Lepidoptera: Gelechiidae) (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 2647-2659 
    Details
    ISSN: 1573-1561
    Keywords: Pink bollworm ; Pectinophora gossypiella ; Lepidoptera ; Gelechiidae ; sex pheromone ; genetics ; heritability ; pheromone response ; (Z, E)-hexadecadienyl acetate ; (Z, Z)-7,11-hexadecadienyl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Heritability of variation in male pheromone response by pink bollworm moths,Pectinophora gossypiella (Saunders), was examined using a still-air, wing-fanning bioassay. Heritability (±SE) of overall responsiveness, as measured by the mean duration of wing fanning to the blend of pheromone components produced by females [44∶56 ratio of (Z, E)- to (Z, Z)-7,11-hexadecadienyl acetate], was 0.385 ± 0.095. Heritabilities of wingfanning duration to blends with 25 and 65%Z, E isomer were 0.377 ± 0.113 and −0.145 ± 0.103, respectively. These findings indicate an asymmetry in the genetic component of variation in response to pheromone blends with high and low proportions of theZ, E isomer. An index of response specificity for individual males was developed based on the response to an off-blend (either 25 or 65%Z, E isomer) relative to the response to the 44%Z, E blend. Heritabilities of response specificity were 0.117 ± 0.059 and −0.043 ± 0.067 for the 25 and 65%Z, E blends, respectively.
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    Activation of plant foliar oxidases by insect feeding reduces nutritive quality of foliage for noctuid herbivores (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 2667-2694 
    Details
    ISSN: 1573-1561
    Keywords: Polyphenol oxidase ; peroxidase ; digestibility reduction ; plant-insect interactions ; phenolic-protein binding ; chlorogenic acid ; Heliothis zea ; Spodoptera exigua ; Lepidoptera ; Noctuidae ; Lycopersicon esculentum ; host-plant resistance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The foliage and fruit of the tomato plantLycopersicon esculentum contains polyphenol oxidases (PPO) and peroxidases (POD) that are compartmentally separated from orthodihydroxyphenolic substrates in situ. However, when leaf tissue is damaged by insect feeding, the enzyme and phenolic substrates come in contact, resulting in the rapid oxidation of phenolics to orthoquinones. When the tomato fruitwormHeliothis zea or the beet army-wormSpodoptera exigua feed on tomato foliage, a substantial amount of the ingested chlorogenic acid is oxidized to chlorogenoquinone by PPO in the insect gut. Additionally, the digestive enzymes of the fruitworm have the potential to further activate foliar oxidase activity in the gut. Chlorogenoquinone is a highly reactive electrophilic molecule that readily binds cova-lently to nucleophilic groups of amino acids and proteins. In particular, the —SH and —NH2 groups of amino acids are susceptible to binding or alkylation. In experiments with tomato foliage, the relative growth rate of the fruitworm was negatively correlated with PPO activity. As the tomato plant matures, foliar PPO activity may increase nearly 10-fold while the growth rate of the fruitworm is severely depressed. In tomato fruit, the levels of PPO are highest in small immature fruit but are essentially negligible in mature fruit. The growth rate of larvae on fruit was also negatively correlated with PPO activity, with the fastest larval growth rate occurring when larvae fed on mature fruit. The reduction in larval growth is proposed to result from the alkylation of amino acids/protein byo-quinones, and the subsequent reduction in the nutritive quality of foliage. This alkylation reduces the digestibility of dietary protein and the bioavailability of amino acids. We believe that this mechanism of digestibility reduction may be extrapolatable to other plant-insect systems because of the ubiquitous cooccurrence of PPO and phenolic substrates among vascular plant species.
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    Myristicin, safrole, and fagaramide as phytosynergists of xanthotoxin (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 309-315 
    Details
    ISSN: 1573-1561
    Keywords: Xanthotoxin ; Heliothis zea ; Lepidoptera ; Noctuidae ; myristicin ; fagaramide ; safrole ; isosafrole ; synergism ; phytosynergist ; phototoxicity
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The methylenedioxyphenyl-containing (MDP) inhibitors of mixed-function oxidase detoxification enzymes, myristicin, safrole, fagaramide, and isosafrole, occur with xanthotoxin or other toxic furanocoumarins in plants of the families Umbelliferae and Rutaceae. All four MDP compounds have a synergistic effect on the toxicity of xanthotoxin toHeliothis zea. Myristicin also increased the phototoxicity of xanthotoxin in the presence of UV light. The term phytosynergist is used to describe plant compounds that are present at concentrations producing no toxic effect by themselves but have a synergistic effect on cooccurring toxins.
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    Differential effect of tomatine and its alleviation by cholesterol on larval growth and efficiency of food utilization inHeliothis zea andSpodoptera exigua (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 387-398 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Noctuidae ; Heliothis zea ; Spodoptera exigua ; Lycopersicon esculentum ; tomato ; saponin ; glycoalkaloid ; tomatine ; cholesterol ; developmental sensitivity ; nutritional indices ; allelochemical interactions ; host-plant resistance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The effect of tomatine on larval growth ofHeliothis zea andSpodoptera exigua was assessed by rearing larvae on diets with different concentrations of the chemical added. When reared from neonates, linear dose-response relationships were obtained for both species, withS. exigua being three times more sensitive to tomatine thanH. zea. Tomatine toxicity was completely alleviated inH. zea by the addition of equimolar cholesterol into the diet; however, inS. exigua some toxicity was maintained. Larvae ofS. exigua that were started on control diet were insensitive to tomatine after five days; larvae started on diet with an EC50 of tomatine and then switched to control diet after five days failed to recover from toxicosis. Larval growth ofH. zea, on the other hand, was affected both at the neonate and third-instar stage, but normal growth resumed when the larvae were transferred to control diet. Tomatine had little or no affect on food consumption, assimilation, or dietary utilization of the food by third-instar larvae ofS. exigua, except at a concentration 10 times the EC50. In contrast, the efficiency of food utilization ofH. zea larvae decreased with increasing tomatine concentrations. Assimilation of the food tended to increase, although not significantly, as tomatine levels increased. Food consumption ofH. zea larvae also increased when the tomatine concentration was greater than an EC50. The addition of equimolar cholesterol to diets with an EC50 of tomatine restored weight gain and nutritional indices values to control values. These results are related to the utility of using tomatine in host-plant resistance programs.
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    URL: http://dx.doi.org/10.1007/BF02027799
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    Identification of sex pheromone component of spruce budmothZeiraphera canadensis (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 2435-2444 
    Details
    ISSN: 1573-1561
    Keywords: Zeiraphera canadensis ; spruce budmoth ; (E)-9-tetradecenyl acetate ; sex pheromone ; Lepidoptera ; Tortricidae ; Eucosminae ; trapping
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The analyses of virgin female sex pheromone gland extracts by gas chromatography (GC), GC-electroantennographic detection (GC-EAD) and GC-mass spectrometry (GC-MS) followed by field-trapping experiments, have identified (E)-9-tetradecenyl acetate (E9–14:Ac) as the primary sex pheromone component of the spruce budmoth,Zeiraphera canadensis. Dosages of 1.0–100.0 ⧎g ofE9–14:Ac impregnated in rubber septa provide effective trap baits.
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    URL: http://dx.doi.org/10.1007/BF01020374
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    Scale esterase (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 469-482 
    Details
    ISSN: 1573-1561
    Keywords: Insect ; pheromone reception ; sex pheromone ; molecular behavior ; cuticular proteins ; Antherea polyphemus ; Lepidoptera ; Saturniidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Body scales of the silk mothAntheraea polyphemus contain an esterase which can degrade the female sex pheromone of this species. This esterase, which appears to be stabilized to the scale cuticle, is present in both sexes, but is species specific. The enzyme may play a significant role in the behaviors associated with sex-pheromone attraction, helping to filter out stimulus noise by degrading adsorbed pheromone, thus preventing adsoptive body surfaces from becoming uncontrolled pheromone sources.
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    URL: http://dx.doi.org/10.1007/BF01020567
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