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  • Articles  (764)
  • Lepidoptera  (738)
  • Physics
  • Springer  (740)
  • Nature Publishing Group (NPG)  (24)
  • Chemistry and Pharmacology  (763)
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  • Articles  (764)
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  • 1
    Electronic Resource
    Electronic Resource
    Atoms to astronomy: Computer graphics at the Jet Propulsion Laboratory (1986)
    Springer
    The visual computer 2 (1986), S. 159-163 
    Details
    ISSN: 1432-2315
    Keywords: Education ; Animation ; Computer graphics ; Physics ; Solar system
    Source: Springer Online Journal Archives 1860-2000
    Topics: Computer Science
    Notes: Abstract Within the Jet Propulsion Laboratory in Pasadena, California, state of the art computer graphics animation is done in the Computer Graphics Laboratory. The topics of the animations cover many scientific disciplines. Specific features of the system developed there, both hardware and software, are discussed. The prime mover of the effort is Dr. James F. Blinn of Pasadena; his role and experiences are elaborated. Their current largest project is The Mechanical Universe; the system is used for its production.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01900326
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  • 2
    Electronic Resource
    Electronic Resource
    Attraction of male spruce budworm moths,Choristoneura fumiferana (Clemens), to pheromone-baited traps in small-tree thinnings (1984)
    Springer
    Journal of chemical ecology 10 (1984), S. 125-133 
    Details
    ISSN: 1573-1561
    Keywords: Spruce budworm ; Choristoneura fumiferana ; Lepidoptera ; Tortricidae ; sex pheromone ; small-tree thinnings ; temperature ; precipitation ; wind ; attraction distance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Mean catches of spruce budworm,Choristoneura fumiferana (Clemens), moths were not significantly different among four small-tree thinning treatments of young spruce-fir-hemlock regeneration. Significant inverse relationships were found between trap catches and distances to nearby spruce-fir-hemlock overstory. Prevailing wind directions indicated that moths were attracted anemotactically to upwind pheromone sources. No definite trends were detected between catches and temperature or precipitation.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00987649
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  • 3
    Electronic Resource
    Electronic Resource
    Relative kairomonal activities of 2-acylcyclohexane-1,3-diones in eliciting oviposition behavior from parasiteNemeritis canescens (Grav.) (1984)
    Springer
    Journal of chemical ecology 10 (1984), S. 1597-1601 
    Details
    ISSN: 1573-1561
    Keywords: Kairomone ; 2-acylcyclohexane-1,3-diones ; ovipositionEphestia kuehniella Zeller [syn.Anagasta kuehniella (Zeller)] ; Lepidoptera ; Pyralidae ; Nemeritis canenscens (Grav.) [syn.Venturia canescens (Grav.)] ; Hymenoptera ; Ichneumonidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The relative activities of sixteen 2-acylcyclohexane-1,3-diones from the larval mandibular glands ofEphestia (=Anagasta) kuehniella Zeller in causing the parasiteNemeritis (=Venturia) canescens (Grav.) to make oviposition movements are reported.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00988427
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  • 4
    Electronic Resource
    Electronic Resource
    Potential for evolution of resistance to pheromones: Interindividual and interpopulational variation in chemical communication system of pink bollworm moth (1984)
    Springer
    Journal of chemical ecology 10 (1984), S. 1551-1565 
    Details
    ISSN: 1573-1561
    Keywords: Resistance ; mating disruption ; sex pheromone ; (Z,Z)-7 ; 11-hexadecadienyl acetate ; (Z,E)-7 ; 11-hexadecadienyl acetate ; Lepidoptera ; Gelechiidae ; pink bollworm ; Pectinophora gossypiella ; cotton ; pheromone collection
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract After an extensive examination of the release rates and blend ratios of pheromonal components emitted by field-collected femalePectinophora gossypiella (Saunders), we find no evidence of resistance to pheromones applied to cotton fields to disrupt mating. Females from fields with 3–5 years of exposure to disruptant pheromones as well as those from fields with only minimal exposure to disruptant pheromones emitted (Z,Z)-7,11-hexadecadienyl acetate at a rate of ca. 0.1 ng/min and (Z,E)7,11-hexadecadienyl acetate at ca. 0.06 ng/min. The ratio of pheromonal components was much less variable than the measured emission rate and was centered about a 61:39Z, Z to Z,E ratio. In contrast to the blend ratio emitted by females, the composition of the pheromonal blend used in monitoring populations and disrupting mating is centered about 50:50 Z,Z to Z.E. In general there was a remarkable consistency in the release rate and blend ratio among populations of females throughout southern California and those from a laboratory colony. It would appear that, although resistance to theP. gossypiella pheromone is still a very real possibility when it is used heavily in pest management as a mating disruptant, there are current agricultural practices and conditions which would hinder its development.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00988424
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  • 5
    Electronic Resource
    Electronic Resource
    Structure-activity relationships between stimulus molecule and response of a pheromone receptor cell in turnip moth,Agrotis segetum (1984)
    Springer
    Journal of chemical ecology 10 (1984), S. 1661-1675 
    Details
    ISSN: 1573-1561
    Keywords: Structure-activity relationships ; single-cell recordings ; turnip moth ; Agrotis segetum ; Lepidoptera ; Noctuidae ; molecular shape ; dipole moments
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The response of an antennal receptor cell of the turnip moth,Agrotis segetum, was recorded during stimulation with a series of (Z)-7-dodecenyl acetate analogs with structural variations of the acetate group. The investigated receptor cell is known to be highly selective to (Z)-7-dodecenyl acetate. All parts of the acetate group were found to be of great importance for full biological activity. The results indicate very strict requirements on the shape of the polar functional group, as well as on its electron distribution for a successful interaction with the antennal receptor cell.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00987353
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  • 6
    Electronic Resource
    Electronic Resource
    Identification of sex pheromone components of jack pine budworm,Choristoneura pinus pinus freeman (1985)
    Springer
    Journal of chemical ecology 11 (1985), S. 159-167 
    Details
    ISSN: 1573-1561
    Keywords: Choristoneura pinus pinus ; jack pine budworm ; Lepidoptera ; Tortricidae ; (E,Z)-11-tetradecenyl acetate ; (E,Z)-11-tetradecen-1-ol ; sex pheromone ; sex attractant
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Chemical identification and field-trapping experiments have shown that a blend of 85∶15 (E,Z)-11-tetradecenyl acetates and 85∶15 (E,Z)-11-tetradecen-1-ols (in a 9∶1 ratio) are female sex pheromone components for jack pine budworm,Choristoneura pinus pinus. This blend of chemicals, formulated in PVC (0.1 %, w/w) sources is as effective a trap bait as virgin females. Preliminary wind tunnel observations have indicated that this blend, effective as a trap bait, is not equivalent to females.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00988198
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  • 7
    Electronic Resource
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    Plant-determined variation in the cardenolide content, thin-layer chromatography profiles, and emetic potency of monarch butterflies,Danaus plexippus L. Reared on milkweed plants in California: 2.Asclepias speciosa (1984)
    Springer
    Journal of chemical ecology 10 (1984), S. 601-639 
    Details
    ISSN: 1573-1561
    Keywords: Danaus plexippus ; Lepidoptera ; Danaidae ; monarch butterflies ; Asdepias speciosa ; Asclepiadaceae ; milkweeds ; ecological chemistry ; plant-insect interactions ; chemical ecology ; chemical defense ; coevolution ; thin-layer chromatography ; cardenolide fingerprints ; cardenolides ; cardiac glycosides ; desglucosyrioside ; labriformin ; labriformidin ; syriogenin ; uzarigenin ; emetic potency ; emesis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The pattern of variation in gross cardenolide concentration of 111Asclepias speciosa plants collected in six different areas of California is a positively skewed distribution which ranges from 19 to 344 μg of cardenolide per 0.1 g dry weight with a mean of 90 μg per 0.1 g. Butterflies reared individually on these plants in their native habitats ranged from 41 to 547 μg of cardenolide per 0.1 g dry weight with a mean of 179 μg. Total cardenolide per butterfly ranged from 54 to 1279 μg with a mean of 319 μg. Differences in concentrations and total cardenolide contents in the butterflies from the six geographic areas appeared minor, and there were no differences between the males and the females, although the males did weigh significantly more than females. The uptake of cardenolide by the butterflies was found to be a logarithmic function of the plant concentration. This results in regulation: larvae which feed on low-concentration plants produce butterflies with increased cardenolide concentrations relative to those of the plants, and those which feed on high-concentration plants produce butterflies with decreased concentrations. No evidence was adduced that high concentrations of cardenolides in the plants affected the fitness of the butterflies. The mean emetic potencies of the powdered plant and butterfly material were 5.62 and 5.25 blue jay emetic dose fifty units per milligram of cardenolide and the number of ED50 units per butterfly ranged from 0.28 to 6.7 with a mean of 1.67. Monarchs reared onA. speciosa, on average, are only about one tenth as emetic as those reared onA. eriocarpa. UnlikeA. eriocarpa which is limited to California,A. speciosa ranges from California to the Great Plains and is replaced eastwards byA. syriaca L. These two latter milkweed species appear to have a similar array of chemically identical cardenolides, and therefore both must produce butterflies of relatively low emetic potency to birds, with important ecological implications. About 80% of the lower emetic potency of monarchs reared on A. speciosa compared to those reared onA. eriocarpa appears attributable to the higher polarity of the cardenolides inA. speciosa. Thin-layer Chromatographie separation of the cardenolides in two different solvent systems showed that there are 23 cardenolides in theA. speciosa plants of which 20 are stored by the butterflies. There were no differences in the cardenolide spot patterns due either to geographic origin or the sex of the butterflies. As when reared onA. eriocarpa, the butterflies did not store the plant cardenolides withR f values greater than digitoxigenin. However, metabolic transformation of the cardenolides by the larvae appeared minor in comparison to when they were reared onA. eriocarpa. AlthoughA. eriocarpa andA. speciosa contain similar numbers of cardenolides and both contain desglucosyrioside, the cardenolides ofA. speciosa overall are more polar. ThusA. speciosa has no or only small amounts of the nonpolar labriformin and labriformidin, whereas both occur in high concentrations inA. eriocarpa. A. speciosa plants and butterflies also contain uzarigen, syriogenin, and possibly other polar cardenolides withR f values lower than digitoxin. The cardenolide concentration in the leaves is not only considerably less than inA. eriocarpa, but the latex has little to immeasurable cardenolide, whereas that ofA. eriocarpa has very high concentrations of several cardenolides. Quantitative analysis ofR f values of the cardenolide spots, their intensities, and their probabilities of occurrence in the chloroform-methanol-formamide TLC system produced a cardenolide fingerprint pattern very different from that previously established for monarchs reared onA. eriocarpa. This dispels recently published skepticism about the predictibility of chemical fingerprints based upon ingested secondary plant chemicals.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00994224
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  • 8
    Electronic Resource
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    Oviposition and feeding preferences of the southern pine coneworm (Lepidoptera: Pyralidae) for different host-plant materials and observations on monoterpenes as an oviposition stimulant (1985)
    Springer
    Journal of chemical ecology 11 (1985), S. 689-699 
    Details
    ISSN: 1573-1561
    Keywords: Southern pine coneworm ; Dioryctria amatella (Hulst) ; Lepidoptera ; Pyralidae ; oviposition and feeding preference ; synthetic oviposition stimulant ; slash pine ; Pinus elliottii Engelm. var.elliottii ; monoterpenes ; fusiform rust ; Cronartium quercuum (Berk.) Miy. ex Shirai f. sp.fusiforme
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Bioassays were conducted with first-stage larvae and newly emerged females of the southern pine coneworm,Dioryctria amatella (Hulst), to detect feeding and ovipositional preferences for different host-plant materials collected between April and August. Correlations between measures of insect preferences and estimates of wood parameters indicated that larvae preferred to feed on host-plant materials with high moisture contents, low wood densities, and low monoterpene contents. Female moths, however, did not necessarily select those plant materials preferred by larvae for feeding, but tended to oviposit more frequently on materials with high monoterpene contents. A synthetic mixture of monoterpenes similar in composition to those present in fusiform rust galls of slash pine (Pinus elliottii) Englem. var.elliottii) elicited mating and oviposition behavior.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00988298
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  • 9
    Electronic Resource
    Electronic Resource
    Kairomones for the egg parasiteTrichogramma evanescens Westwood (1985)
    Springer
    Journal of chemical ecology 11 (1985), S. 793-800 
    Details
    ISSN: 1573-1561
    Keywords: Trichogramma evanescens ; Hymenoptera ; Trichogrammatidae ; Pieris brassicae ; Pieris rapae ; Lepidoptera ; Pieridae ; kairomone ; oviposition ; deterring pheromone ; accessory gland ; egg parasite ; tricosane
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In observation-cage experiments some new contact kairomones for the egg parasiteTrichogramma evanescens Westwood are demonstrated.T. evanescens females search significantly longer on cabbage leaves treated with the wing scales of two hosts,Pieris brassicae L. andP. rapae L. Further, egg washes ofP. brassicae containing an oviposition deterrent pheromone for the butterflies, were found to have a contact-kairomonal effect on the parasite.T. evanescens females search significantly longer on cabbage leaves sprayed with a methanol or water wash ofP. brassicae eggs than on leaves treated with the solvent only.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00988306
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  • 10
    Electronic Resource
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    Synthesis of pungenin, a foliar constituent of some spruce species, and investigation of its efficacy as a feeding deterrent for spruce budworm [Choristoneura fumiferana (Clem.)] (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 251-260 
    Details
    ISSN: 1573-1561
    Keywords: Picea pungens ; Picea glauca ; feeding deterrent ; spruce budworm ; Choristoneura fumiferana (Clem.) ; Lepidoptera ; Tortricidae ; pungenin ; protection of OH groups ; glucoside ; phenolic glucoside
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Pungenin was synthesized from 3,4-dihydroxyacetophenone by a short sequence involving manipulation of protecting groups on the 3 and 4 hydroxyl functions. Bioassays indicated that the glucoside is a modest feeding deterrent for sixth-instar spruce budworm larvae, but it does not appear to retard the development of small larvae or lead to increased mortality.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01045608
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  • 11
    Electronic Resource
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    Ultrastructure of exocrine prothoracic gland ofDatana ministra (Drury) (Lepidoptera: Notodontidae) and the nature of its secretion (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 2039-2050 
    Details
    ISSN: 1573-1561
    Keywords: Datana ministra ; Lepidoptera ; Notodontidae ; exocrine prothoracic gland ; ultrastructure ; dispersal pheromone ; dodecanol ; dodecyl acetate ; dodecyl formate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Datana ministra larvae possess a gland situated in the ventral anterior portion of the prothorax. The gland consists of a single sac and is only charged with secretion in the last instar. Its orifice, a simple slit, opens into a transverse invagination of the integument in the cervical margin of the prosternite. The components of the gland have been identified by GC and GCMS and have been shown to be dodecanol, dodecyl acetate, and dodecyl formate. The morphology of the gland and the chemistry of the secretion are discussed in relation to other notodontid larvae which have been investigated. It is conjectured that the secretion is not defensive in nature but may function as a dispersal pheromone.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01041995
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  • 12
    Electronic Resource
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    Sex pheromone biosynthesis in the red-banded leafroller moth, studied by mass-labeling with stable isotopes and analysis with mass spectrometry (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 431-450 
    Details
    ISSN: 1573-1561
    Keywords: Argyrotaenia velutinana ; Lepidoptera ; Tortricidae ; red-banded leafroller ; biosynthesis ; sex pheromone ; mass-labeling ; deuterium labeling ; carbon-13 labeling
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A technique for mass-labeling was developed to study sex pheromone biosynthesis in the red-banded leafroller moth,Argyrotaenia velutinana. With this technique, the pheromone components and all fatty acyl groups in the pheromone gland were analyzed for incorporation of label in the same analytic ran with gas chromatography-mass spectrometry, using chemical ionization and selected ion monitoring (GC-SIM-CI-MS). Sex pheromone glands were incubated with fatty acids or triacylglycerols labeled with at least three deuterium atoms or carbon-13 atoms. The results of these incubations support an interpretation in which hexadecanoate is chain shortened to tetradecanoate, which is desaturated to produce (E)- and (Z)-11-tetradecenoate precursors for the sex pheromone components (E)- and (Z)-11-tetradecen-1-yl acetate. Labeled (E)- and (Z)-11-tetradecenoyl groups in synthetic triacylglycerols were not incorporated into the sex pheromone components, perhaps indicating that this lipid class is not a donor of the immediate fatty acyl precursors in sex pheromone biosynthesis.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01020565
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  • 13
    Electronic Resource
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    Inhibition of feeding by a generalist insect due to increased volatile leaf terpenes under nitrate-limiting conditions (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 2059-2067 
    Details
    ISSN: 1573-1561
    Keywords: Heterotheca subaxillaris ; Asteraceae ; Pseudoplusia includens ; Lepidoptera ; Noctuidae ; volatile terpenes ; nitrogen ; herbivory
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Nitrogen-limited plants ofHeterotheca subaxillaris accumulate greater quantities of leaf volatile terpenes than do nitrogen-rich plants. A series of feeding trials were performed to determine if such nitrate-limited plants are better defended against generalist-feeding insect herbivores. Soybean looper (Pseudoplusia includens) larvae were fed leaves fromH. subaxillaris rosettes grown under high and low nitrate supply regimes. Larval consumption, growth, and survival declined as the leaf volatile terpene content increased. Larval consumption and growth were enhanced by higher plant nitrate supply and with increasing leafage. The results suggest that the higher quantity of volatile terpenes in the leaves of nitrate-limited plants may better defend these leaves against generalist-feeding insects.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01012871
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  • 14
    Electronic Resource
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    Cardenolide connection between overwintering monarch butterflies from Mexico and their larval food plant,Asclepias syriaca (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 1157-1170 
    Details
    ISSN: 1573-1561
    Keywords: Danaus plexippus ; monarch butterflies ; Lepidoptera ; Danaidae ; Asclepiadaceae ; milkweeds ; Asclepias syriaca ; Asclepias speciosa ; ecological chemistry ; chemical defense ; cardenolides ; aspecioside ; desglucosyrioside ; syriobioside ; overwintering
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The majority (85%) of 394 monarch butterflies sampled from overwintering sites in Mexico contain the same epoxy cardenolide glycosides, including most conspicuously a novel polar glycoside with a single genin-sugar bridge (aspecioside), as occur in the milkweedsAsclepias speciosa andA. syriaca. This cardenolide commonality was established by isolating aspecioside and syriobioside from the wings of overwintering monarchs and the two plant species, and comparing Chromatographie and NMR spectrometric characteristics of the isolates. When combined with the migratory pattern of monarchs and the distribution of these two milkweed species, this chemical evidence lends strong support to the hypothesis thatA. syriaca is the major late summer food plant of monarchs in eastern North America. This finding may be of ecological importance, forA. syriaca contributes less cardenolide and cardenolides of lower emetic potency to monarchs than most milkweeds studied to date.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01639002
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  • 15
    Electronic Resource
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    Studies on identification and syntheses of insect pheromones XXII (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 1263-1271 
    Details
    ISSN: 1573-1561
    Keywords: Paranthrene tabaniformis ; poplar twig clearwing moth ; sex pheromone ; Lepidoptera ; Aegeriidae ; (E,Z)-3,13-octadecadien-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract (E,Z)-3,13-Octadecadien-1-ol (la) was identified as the sex pheromone from the poplar twig clearwing moth,Paranthrene tabaniformis, females by gas chromatography-mass spectrometry analysis, synthesis, and laboratory bioassays. In the field tests, a trap baited with 200 μg synthetic la caught more male moths than two live female moths.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01012346
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  • 16
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    Stereoselective synthesis of (Z,E)-3,5-tetradecadienyl acetate: Sex attractant for carpenterworm moth,Prionoxystus robiniae (Peck) (Lepidoptera: Cossidae) and effect of isomers and monounsaturated acetates on its attractiveness (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 619-633 
    Details
    ISSN: 1573-1561
    Keywords: Prionoxystus robiniae ; Lepidoptera ; Cossidae ; Carpenterworm ; sex attractant ; (Z,E)-3,5-tetradecadienyl acetate ; inhibition ; synergism
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A new efficient stereoselective synthesis for (Z,E)-3,5-tetradecadienyl acetate (Z3,E5–14∶Ac) a potent male sex attractant for the carpenterworm,Prionoxystus robiniae (Peck), was developed. The effects of the other three isomers (Z,Z; E,Z; E,E) on the field attractiveness of theZ,E isomer toward maleP. robiniae were determined. TheZ, Z isomer inhibited attraction, theE, E isomer synergized attraction, and theE,Z isomer had no effect on attraction. Seven monounsaturated 14-carbon acetates were evaluated for their effect on the attractiveness ofZ3,E5–14∶Ac. (E)-3-Tetradecenyl acetate enhanced attraction and (Z)-9- and (E)-5-tetradecenyl acetate reduced trap captures. (Z,E)-3,5-Tetradecadien-1-ol also reduced the attractiveness ofZ3,E5–14∶Ac.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01012097
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  • 17
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    Euphydryas anicia (Lepidoptera: Nymphalidae) utilization of iridoid glycosides fromCastilleja andBesseya (Scrophulariaceae) host plants (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 1459-1468 
    Details
    ISSN: 1573-1561
    Keywords: Euphydryas anicia ; Lepidoptera ; Nymphalidae ; Castilleja integra ; Besseya plantaginea ; Besseya alpina ; iridoid glycosides ; catalpol ; macfadienoside ; sequestration ; plant-insect interactions ; herbivory ; ecological chemistry
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Iridoid glycosides were found to be sequestered by natural populations ofEuphydryas anicia after ingestion from the host plantsBesseya alpina, B. plantaginea, andCastilleja integra. Both major iridoids ofB. alpina, cataipol and aucubin, were found in butterfly populations where this was the only host plant. The catalpol-aucubin ratio was higher in the butterflies than in the host plant. AnE. anicia population which uses bothB. plantaginea andC. integra as host plants was found to sequester cataipol as well as another iridoid, macfadienoside. Macfadienoside was the major iridoid ofC. integra, while catalpol esters were the major iridoids ofB. plantaginea. Although it was a major sequestered iridoid, catalpol was a minor constituent in both host plants. The macfadienoside-catalpol ratio in the butterflies from this population was highly variable, and there appeared to be both sex and individual variation in host plant and/or iridoid glucoside utilization byE. anicia. Although other iridoids were present in the host plants, none was sequestered in more than trace amounts.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01012364
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  • 18
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    Behavioral and growth responses of specialist herbivore,Homoeosoma electellum, to major terpenoid of its host,Helianthus SPP (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 1505-1521 
    Details
    ISSN: 1573-1561
    Keywords: Chemical defense ; feeding behavior ; glandular trichomes ; Helianthus ; herbivory ; Homoeosoma electellum ; Lepidoptera ; Pyralidae ; host-plant resistance ; plant-insect interactions ; sesquiterpene lactones ; terpenoids
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The responses of a sunflower specialist,Homoeosoma electellum, the sunflower moth, to the terpenoids produced by its host plant,Helianthus, were measured. Larvae were reared on synthetic diet containing one of three concentrations of the dominant sesquiterpene lactone found in glandular trichomes ofH. maximilliani. Treatments were initiated at each of three larval ages. Pupal weight was significantly reduced, but the effect diminished as the larvae aged. Survival and development time were unaffected by various treatments. In behavioral tests, larvae showed no preference for untreated synthetic diet compared to diet containing the secondary compound at a concentration of 1% by dry weight. When the concentration was raised to 5%, all but last-instar larvae showed a significant preference for the untreated diet. A second behavioral test measured the damage done to whole florets and an array of floral parts offered to larvae of different ages. The damage pattern of floral tissues changed as the larvae grew older, demonstrating that the willingness of larvae to eat tissues contaminated with trichome contents increased with age. The value of the glandular trichome contents as a defense againstH. electellum is discussed.
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    Sex pheromone differences in populations of the brownheaded leafroller,Ctenopseustis obliquana (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 623-629 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; Lepidoptera ; Tortricidae ; (Z)-5-tetradecenyl acetate ; Ctenopseustis obliquana ; brownheaded leafroller ; sibling species
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Ctenopseustis obliquana females collected from Christchurch were found to produce a mixture of (Z)-5-tetradecenyl acetate and tetradecyl acetate in their sex pheromone gland, in contrast toC. obliquana from Auckland which produce an 80∶20 mixture of (Z)-8-tetradecenyl acetate and (Z)-5-tetradecenyl acetate. This identification has been made on the basis of instrumental and chemical analyses. Antennae of maleC. obliquana from Christchurch gave a maximal electroantennogram response to (Z)-5-tetradecenyl acetate. A field trapping program in Christchurch using combinations of synthetic (Z)-5-tetradecenyl acetate and tetradecyl acetate caughtCtenopseustis males equally well if the latter chemical was present or absent. No males were caught in traps baited with the Auckland-type pheromone. In Alexandra,Ctenopseustis males were caught in traps baited with Auckland-type pheromone and not in traps baited with Christchurch-type pheromone. This phenomenon is ascribed to the existence of sibling species within the describedC. obliquana.
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    URL: http://dx.doi.org/10.1007/BF01880104
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    Kairomone-mediated host finding by spruce budworm egg parasite,Trichogramma minutum (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 113-122 
    Details
    ISSN: 1573-1561
    Keywords: Trichogramma minutum ; Hymenoptera ; Trichogrammatidae ; Choristoneura fumiferana ; Lepidoptera ; Tortricidae ; moth scale ; kairomone ; mass rearing ; parasitism
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The host-finding responses of the egg parasite,Trichogramma minutum Riley, reared from its natural host,Choristoneura fumiferana (Clemens) and a laboratory host,Sitotroga cerealella (Oliver), to hexane extracts of scales of these hosts were compared in laboratory experiments. When presented withC. fumiferana eggs on filter papers treated with hexane and hexane extract of grain moth scales, egg finding byT. minutum was random. When presented with budworm eggs on filter papers treated with hexane and hexane extract of budworm scales,T. minutum found significantly more eggs on extract-treated filter papers, indicating the presence of kairomones on the scales of spruce budworms.T. minutum responded to kairomone-treated patches with a localized search behavior characterized by intense antennal tapping, decreased locomotion and increased turning within the patch, and repeated returns to the patch. In the absence of successful host finding, this response slowly waned. No significant difference in behavior ofT. minutum reared on eitherC. fumiferana orS. cerealella was observed.
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    Sex pheromone blend discrimination by male moths fromE andZ strains of European corn borer (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 143-151 
    Details
    ISSN: 1573-1561
    Keywords: European corn borer ; Ostrinia nubilalis ; Lepidoptera ; Pyralidae ; (Z)-11-tet-radecenyl acetate ; (E)-11-tetradecenyl acetate ; pheromone ; flight tunnel
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Sex pheromone behavioral responses were analyzed in a flight tunnel with European corn borer,Ostrinia nubilalis (Hübner), males from three distinct populations. Males from a bivoltine and a univoltine biotype using a 97.8∶2.2 blend (Z strains) of (Z)- and (E)-11-tetradecenyl acetate were assayed with treatments containing 0, 0.5, 1, and 3% of theE isomer. Males from neither population oriented in the plume to the 100%Z treatment, but bivoltine males oriented and flew to the source to the other three treatments, whereas univoltine males oriented and flew to the source only to the 1 % and 3 %E treatments. Males from a bivoltine biotype using a 1∶99 blend ofZ/E isomers (E strain) were assayed with sources containing 0, 0.5, 1, and 3% of theZ isomer. Males did not orient to the 0%Z source, but oriented and flew to the source to the other three treatments. In addition to using opposite geometric isomers for the main pheromone component, the bivoltineE strain differed from the bivoltineZ strain by producing and responding better to 1 % of the minor component and by storing 3 times more pheromone in the female glands. Contrary to previous reports, the blend of two pheromone components is significantly better than the main component alone in eliciting oriented flight and close-range behavior with males from all three populations of European corn borer.
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    Coumarins inPrunus mahaleb and its herbivore, the small ermine mothYponomeuta mahalebellus (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 2041-2047 
    Details
    ISSN: 1573-1561
    Keywords: Prunus mahaleb ; Rosaceae ; Yponomeuta mahalebellus ; Lepidoptera ; Yponomeutideae ; coumarin ; umbelliferone ; herniarin ; plant-insect interaction ; chemical defense
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Larvae of the small ermine mothYponomeuta mahalebellus were reared on foliage ofPrunus mahaleb, a plant known to contain coumarins. Thin-layer chromatography and gas chromatography showed that coumarin, umbelliferone, and herniarin were present in leaves ofP. mahaleb and in pupae and adults ofY. mahalebellus. Overall concentrations of simple coumarins in the plant and insect were, respectively, 0.54% and 0.003–0.004% (dry weight). The possible role of coumarins in the chemical defense of both the plant and insect is discussed.
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    Identification of trail pheromone of larva of eastern tent caterpillarMalacosoma americanum (Lepidoptera: Lasiocampidae) (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 397-402 
    Details
    ISSN: 1573-1561
    Keywords: Eastern tent caterpillar ; Malacosoma americanum ; Lepidoptera ; Lasiocampidae ; larva ; trail pheromone ; recruitment ; 5β-cholestane-3,24-dione
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Previous studies have shown that larvae of the eastern tent caterpillar (Malacosoma americanum F.) mark trails, leading from their tent to feeding sites on host trees, with a pheromone secreted from the posterior tip of the abdominal sternum. 5β-Cholestane-3,24-dione (1) has been identified as an active component of the trail. The larvae have a threshold sensitivity to the pheromone of 10−11 g/mm of trail. Several related compounds elicit the trail-following response. Two other species of tent caterpillars also responded positively to the pheromone in preliminary laboratory tests.
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    Specificity of male response to multicomponent pheromones in noctuid mothsTrichoplusia ni andPseudoplusia includens (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 47-57 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; Lepidoptera ; Noctuidae ; Pseudoplusia includens ; Trichoplusia ni ; multicomponent pheromone blends ; sustained-flight tunnel ; behavioral thresholds
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The response of male cabbage looper (CL) and soybean iooper (SBL) moths was observed in the flight tunnel and measured in field tests to the six-component CL pheromone, the five-component SBL pheromone, and toZ7–12: OAc, the major component common to each pheromone. In both the flight tunnel and the field, male CL exhibited significantly greater levels of response to their six-component blend than toZ7–12: OAc alone. A low level of cross-attraction of male CL to the SBL pheromone was observed in both the flight tunnel and the field, but it was quantitatively and qualitatively similar to their response toZ7–12: OAc alone. Thus the minor components of the SBL blend did not appear to disrupt the flight behavior of male CL. With respect to SBL, in the flight tunnel males also exhibited a greater level of response to the five-component blend compared toZ7–12: OAc, but in the field their response was not significantly different to either treatment. There was also a low level of cross-attraction of male SBL to the CL blend, but this appeared to involve a significant arrestment effect on the upwind flight of males, as well as a difference in male sensitivity to the blend of components compared withZ7–12: OAc alone. The observed arrestment effect may have been due to male perception of one or more minor components of the CL pheromone. The results show that the multicomponent pheromones of these species function effectively as specific mating signals and that discrimination of odor quality by male moths can occur as the result of minor components affecting male sensitivity or their upwind flight response to the pheromone.
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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 
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    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.
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    Pheromone biosynthesis in lepidoptera (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 2019-2031 
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    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.
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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 
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    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.
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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.
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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 
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    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.
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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.
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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.
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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.
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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.
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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.
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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.
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    Metabolism of uscharidin, a milkweed cardenolide, by tissue homogenates of monarch butterfly larvae,Danaus plexippus L. (1984)
    Springer
    Journal of chemical ecology 10 (1984), S. 945-956 
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    ISSN: 1573-1561
    Keywords: Cardenolide ; uscharidin ; metabolism ; monarch butterfly ; Danaus plexippus ; Lepidoptera ; Danaidae ; milkweed ; Asclepias ; N-demethylation ; mixed function oxidase ; monooxygenase
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Midgut and fat body homogenates of monarch butterfly larvae,Danaus plexippus L. (Lepidoptera:Danaidae), were examined for microsomal monooxygenase activity usingp-chloro-N-methylanilineN-demethylation and for the ability to metabolize a milkweed (Asclepias spp.) cardenolide (C23 steroid glycoside), uscharidin. All homogenates tested had bothN-demethylation and uscharidin biotransformation activities. Both transformations required NADPH. The monooxygenase inhibitors sesamex, SKF525A, and carbon monoxide inhibitedN-demethylation but not uscharidin biotransformation. Subsequent subcellular fractionation revealed the uscharidin biotransformation occurs in the soluble fraction and not the microsomal fraction, whileN-demethylation occurs in the microsomal fraction and not the soluble fraction. The larval NADPH-dependent microsomal monooxygenase apparently is not involved in the metabolism of uscharidin.
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    Beneficial arthropod behavior mediated by airborne semiochemicals (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 1583-1596 
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    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.
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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 
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    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.
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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 
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    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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    Phenolic biosynthesis, leaf damage, and insect herbivory in birch (Betula pendula) (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 275-283 
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    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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    Chemical studies of proteins that degrade pheromones (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 2033-2046 
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    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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    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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    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 
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    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 
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    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 
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    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 
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    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 
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    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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    Gut redox conditions in herbivorous lepidopteran larvae (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 3277-3290 
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    ISSN: 1573-1561
    Keywords: Plant-insect interactions ; redox ; reduction potential ; digestion ; Lepidoptera ; Danaus plexippus ; Lymantria dispar ; Manduca sexta ; Papilio glaucus ; Polia latex ; Danaidae ; Lymantriidae ; Sphingidae ; Papilionidae ; Noctuidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Large interspecific differences in redox potential exist among herbivorous lepidopteran larvae. Reducing conditions occur in the midguts ofManduca sexta (Sphingidae) andPolia latex (Noctuidae), whereas oxidizing conditions prevail in the midguts ofLymantria dispar (Lymantriidae),Danaus plexippus (Danaidae), andPapilio glaucus (Papilionidae). The epithelium of the posterior midgut ofM. sexta fed a diet containing bismuth subnitrate accumulates bismuth sulfide, suggesting that sulfide might be one of the reducing agents responsible for the maintenance of reducing conditions in this species. We propose that the effects of plant allelochemicals in insect herbivores will be strongly affected by gut redox conditions and that the regulation of gut redox conditions is an important adaptation of insect herbivores to the chemical defenses of plants. The redox state of the gut is yet another insect trait that must be included in the analysis of plant-insect interactions.
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    URL: http://dx.doi.org/10.1007/BF00982098
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    Cyanoglycoside gynocardin fromAcraea horta (L.) (Lepidoptera: Acraeinae) (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 2177-2189 
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    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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    Rapid, quantitative HPLC analysis ofAsclepias fruticosa L. andDanaus plexippus L. cardenolides (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 3373-3382 
    Details
    ISSN: 1573-1561
    Keywords: Asclepias fruticosa ; milkweed ; Danaus plexippus ; monarch butterfly ; Lepidoptera ; Danaidae ; cardenolides ; HPLC ; gomphoside ; afroside ; digitoxin ; calactin ; calotropin ; cardenolide fingerprint ; cardiac glycosides ; internal standard
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The cardenolide extracts from latex and aerial parts ofAsclepias fruticosa and ofDanaus plexippus reared onA. fruticosa orA. curassavica were purified by adsorption chromatography on silica gel. HPLC analysis on a C18 reverse-phase column with an acetonitrile-water gradient as mobile phase, separated 28 compounds with a UV spectrum typical forcardenolides. Afroside and gomphoside (major components), as well as calotropagenin, calotoxin, calotropin, calactin, uscharidin, uscharin, and voruscharin, occurred as single peaks in the profiles of latex and aerial plant parts ofA. fruticosa. Calactin and calotropin were the major cardenolides inDanaus plexippus reared onA. fruticosa orA. curassavica. Quantitative data obtained with digitoxin as internal standard showed that 1.3–1.5% of the leaf cardenolides were sequestered byDanaus plexippus in which levels of 70–80μg cardenolide per butterfly were measured. The calotropin from the leaves was almost completely sequestered, and 10–13% of the calactin was stored by the butterfly, assuming that no conversion occurred in larval tissues.
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    Male pheromone of swift moth,Hepialus hecta L. (Lepidoptera: Hepialidae) (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 3511-3521 
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    ISSN: 1573-1561
    Keywords: Hepialus ; Lepidoptera ; Hepialidae ; swift moth ; pheromone ; dihydropyrone ; 2,9-dioxabicyclo[3.3.1] nonane ; behavior ; electrophysiology
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract (R)-6-Ethyl-2-methyl-2,3-dihydro-4H-pyran-4-one, (1R,3S,5R)-3-ethyl-1,8-dimethyl-2,9-dioxabicyclo[3.3. 1]non-7-ene, and (1R,3S,5R)-3-ethyl-1,8-dimethyl-2,9-dioxabicyclo[3.3.1]non-7-en-6-one represent the main components in the male pheromone of the swift moth,Hepialus hecta. The amounts of the three components were 40, 5, and 5 μg per male, respectively. Structure elucidation of the compounds was based on spectroscopic data as compared to synthetic reference samples. The absolute configurations were determined by gas chromatography on chiral stationary phases; optically active samples served as reference compounds. Electrophysiological and behavioral experiments with natural material and synthetic samples clearly showed the three heterocyclic compounds to act as pheromones. (E, E)-α-Farnesene represents the main component of the scent secretion of maleHepialus humuli.
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    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 
    Details
    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 
    Details
    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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    Apple ermine moth,Yponomeuta malinellus Zeller Two components of female sex pheromone gland highly effective in field trapping tests (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 477-486 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Yponomeutidae ; Yponomeuta malinellus ; sex pheromone ; apple ermine moth ; (Z)-9-dodecen-1-ol acetate ; (Z)-11-tetradecen-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract When electroantennographic responses of maleYponomeuta malinellus Zeller to model compounds were determined at dosages of 0.3–30 ng, the strongest responses were obtained from (Z)-9-dodecen-1-ol acetate (Z9–12∶Ac). Also, strong responses were obtained from (Z)-11-tetradecenal (Z11–14∶A1) and (Z)-11-tetradecen-1-ol (Zl1–14∶OH). At a dosage of 0.3 ng,Z11–14∶A1 produced a stronger response thanZ11–14∶OH, while at a dosage of 30 ng,Z11–14∶OH andZ11–14∶A1 produced equal responses. Gas chromatographic and mass spectral analysis of extracts of female sex pheromone glands showed the presence ofZ9–12∶Ac, tetradecan-1-ol (14∶OH), (E)-11-tetradecen-1-ol (E11–14∶OH),Z11–14∶OH, hexadecan-1-ol, and hexadecan-1-ol acetate in a ratio of 0.6∶200∶37∶100∶140∶35. In field tests,Z9–12∶Ac andZ11–14∶OH together were required for trap catch, and addition ofZ11–14∶A1,E11–14∶OH, 14∶OH, or (Z)-11-tetradecen-1-ol acetate did not increase catch. Ratios in rubber septa of 0.5∶99.5 to 1.5∶98.5 (Z9–12∶ Ac/Z11–14∶OH) captured the most males and captures were statistically equivalent for dosages of 10–1000 μg/rubber septum. Traps baited with the synthetic lure produced better catches than those baited with females.
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    Interpopulational variation in emitted pheromone blend of cabbage looper moth,Trichoplusia ni (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 509-519 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; (Z)-7-dodecenyl acetate ; (Z)-5-dodecenyl acetate ; 11-dodecenyl acetate ; dodecyl acetate ; (Z)-9-tetradecenyl acetate ; (Z)-7-tetradecenyl acetate ; Lepidoptera ; Noctuidae ; Trichoplusia ni
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Female cabbage looper moths,Trichoplusia ni, from laboratory colonies initiated from three locations across the United States emitted similar quantities and blend ratios of the six known pheromone components. In contrast, females from a long-established laboratory colony emitted a greater proportion of four of the five minor components relative to the major component, (Z)-7-dodecenyl acetate; only the relative proportion of 11-dodecenyl acetate was similar in all of the populations sampled. Females from this population emitted (Z)-7-dodecenyl acetate at a rate similar to that from females from field-collected colonies. Within each population there were highly significant correlations among the quantities of pheromone components of similar molecular weights. Correlations between components of different molecular weights were not as great, but often were significant. Similarities of blend ratios among field populations may indicate that the chemical signal in this species is conservative. The difference of the blend ratios in our laboratory population from the other populations may indicate a decrease in the intensity of selection pressure that usually would maintain these values.
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    Chemical marker from silk ofYponomeuta cagnagellus (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 2203-2216 
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    ISSN: 1573-1561
    Keywords: Yponomeuta cagnagellus ; caterpillars ; Lepidoptera ; Yponomeutidae ; trail following ; chemical marker ; trail pheromone ; stability ; pheromone secretory site
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Trail following in lepidopterous larvae is often attributed to chemical markers, but only a few clear-cut examples are found in the literature. In this paper evidence is presented for a chemical basis of the trail following behaviour ofYponomeuta cagnagellus. (Lepidoptera: Yponomeutidae) The marker is shown to be very persistent under laboratory conditions and is water soluble. Several possible secretory sites were investigated, and it is concluded that the marker is probably secreted together with the silk from the labial gland. Problems associated with the demonstration of trail markers in caterpillars are discussed.
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    Synthesis and field testing of enantiomers of 6Z,9Z-cis-3,4-epoxydienes as sex attractants for geometrid moths (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 2317-2339 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Geometridae ; sex pheromone ; sex attractant ; behavioral antagonist ; enantiomer ; (6Z,9Z,3S,4R)-epoxy-heptadecadiene ; (6Z,9Z,3R,4S)-epoxy-heptadecadiene ; (3Z,9Z,6S,7R)-epoxyheptadecadiene ; (6Z,9Z,3S,4R)-epoxy-nonadecadiene ; (6Z,9Z,3R,4S)-epoxy-nonadecadiene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Stereoselective syntheses of chiral C17 to C21 6Z,9Z-cis-3,4-epoxydienes were developed. Field tests of the enantiomerically enriched epoxides as components of synthetic sex attractant lures were carried out, and those with C17 and C19 chain lengths, particularly, were attractive to male moths of several species. Moths were usually specifically attracted by one of a pair of enantiomers, and the opposite enantiomer could actually be a behavioral antagonist. Males belonging to nine species of Geometridae were captured.Probole amicaria (Herrich-Schäffer) males were taken in traps baited with the mixture (6Z,9Z,3S,4R)-epoxy-nonadecadiene (6Z,9Z,3S,4R-epoxy-19∶H) + 3Z,9Z,6R,7S-epoxy-19∶H + 3Z,6Z,9Z-19∶H(9∶1∶8). Other species responding to the C19 compounds included (attractant components follow in parentheses);Sicya macularia (Harris) (6Z,9Z,3S,4R-epoxy-19∶H + 3Z,6Z,9Z-19∶H),Anavitrinella pampinaria (Guenée) (6Z,9Z-cis-3,4-epoxy-19∶H + 3Z,9Z,6S,7R-epoxy-19∶H), andLycia ursaria (Walker) (6Z,9Z-3S, 4R-epoxy-19∶H + 3Z,6Z,9Z-19∶H). Males of the following species were captured byC 17 epoxides:Itame occiduaria (Packard) (6Z,9Z,3R,4S-epoxy-17∶H + 3Z,6Z,9Z-17∶H),Itame brunneata (Thunberg) (6Z,9Z,3S,4R-epoxy-17∶H),Epelis truncataria (Walker) (both enantiomers of 6Z,9Z-cis-3,4-epoxy-17∶H),Semiothisa ulsterata (Pearsall) (3Z,9Z-6S,7R-epoxy-17∶H), andS. signaria dispuncta (Walker) (3Z,9Z-cis-6,7-epoxy-17∶H + 3Z,6Z,9Z-17∶H). The interactions among enantiomers and regioisomers are discussed as a mechanism by which cross attraction between sympatric species is limited.
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    Structure of a novel phytoecdysteroid, vitexirone, and efficient isolation of phytoecdysteroids fromVitex fisherii (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 2581-2588 
    Details
    ISSN: 1573-1561
    Keywords: Vitex fisherii ; Verbenaceae ; phytoecdysteroid ; vitexirone ; 20-hydroxyecdysone ; ajugasterone C ; turkesterone ; pink bollworm ; Pectinophora gossypiella ; Lepidoptera ; Gelechiidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A novel phytoecdysteroid, vitexirone, has been isolated from a MeOH extract of the root bark of the East African medicinal plantVitex fisherii by recycling high-performance liquid chromatography on a semipreparative scale. In addition, three known phytoecdysteroids, 20-hydroxyecdysone, ajugasterone C, and turkesterone, also were isolated. The structure of vitexirone has been established spectroscopically. The position and stereochemistry of the 11-α-hydroxy group of ajugasterone C and vitexirone were confirmed by the1H-1H homonuclear COSY NMR data. These phytoecdysteroids disrupt the molting process of the pink bollwormPectinophora gossypiella.
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    Biochemical activity of centipedegrass against fall armyworm larvae (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 2677-2690 
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    ISSN: 1573-1561
    Keywords: Resistance ; Spodoptera frugiperda ; Lepidoptera ; Noctuidae ; antibiosis ; bioactivity ; plant biochemicals ; chlorogenic acid ; maysin ; luteolin ; fall armyworm ; centipedegrass ; Spodoptera frugiperda (J.E. Smith)
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Centipedegrass,Eremochloa ophiuroides (Munro) Hack, severely inhibits growth of the fall armyworm larva,Spodoptera frugiperda (J.E. Smith). Fresh centipedegrass extracts and extract fractions were deposited on Celufil, incorporated into meridic-based diets and bioassayed against neonate larvae of the fall armyworm in the laboratory. The methanol extract (F1) caused the greatest reduction in larval weight. When F1, was partitioned between méthylene chloride and water, the activity was transferred to the water-soluble fraction (F5), which, when further fractionated using preparative C-18 reverse-phase chromatography, yielded active F7 and F8 fractions. Gas chromatograph-mass spectrometry and high-pressure liquid chromatography (HPLC) showed F7 to be 95% caffeoylquinic acids with chlorogenic acid as the major constituent. HPLC analysis of F8 revealed maysin [2″-O- α-L-rhamnosyl-6-C-(6-deoxy-Xylo-hexos-4-ulosyl)luteolin] and other luteolin derivatives. Chlorogenic acid and other caffeoylquinic acids, maysin, and other luteolin derivatives are the major factors responsible for the antibiotic resistance of centipedegrass to larvae of the fall armyworm.
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    Developmental and environmental sources of pheromone variation inColias eurytheme butterflies (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 2771-2786 
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    ISSN: 1573-1561
    Keywords: Colias ; Lepidoptera ; Pieridae ; courtship pheromone ; pheromone variation ; pheromone production ; cuticular hydrocarbons ; n-heptacosane ; 13-methylheptacosane ; n-nonacosane
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Body size, age, ambient temperature, wing wear, and flight activity were investigated as possible sources of variation in the quantities and relative proportions of the three chemical components [n-heptacosane (C27), 13-methylheptacosane (13MH), andn-nonacosane (C29)] of the male courtship pheromone ofColias eurytheme butterflies. Size of the male has very little influence on the amount of any of the pheromone components present on the wings. Most of the deposition of all three components onto the surface of the hindwing occurs between 3 and 9 hr after emergence from the pupa. 13MH is deposited more rapidly than C27 and C29, and C27 more rapidly than C29. After the first 12 hr posteclosion, the pheromone phenotype of an individual male remains relatively constant through at least 96 hr of age. Experiments showed that none of the three chemicals volatilize to any appreciable extent at temperatures likely to be experienced in the field. The pheromones of actively searching and courting males did not differ from those of less-active feeding and resting males, suggesting that volatilization induced by flight activity is not an important source of pheromone variation. Loss of scales with age does seem to affect pheromone phenotype, but not in a readily interpretable way. Although the quantity of 13MH was lower in worn males than in fresh, C27 was higher.
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    Feeding responses ofChilo partellus (Swinhoe) (Lepidoptera: Pyralidae) larvae to sorghum plant phenolics and their analogs (1991)
    Springer
    Journal of chemical ecology 17 (1991), S. 67-78 
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    ISSN: 1573-1561
    Keywords: Chilo partellus ; Lepidoptera ; Pyralidae ; sorghum ; feeding response ; phenolics ; phagostimulant ; 4-hydroxybenzaldehyde ; 4-hydroxybenzoic acid ; 4-hydroxy-3-methoxycinnamic acid ; 3,4-dihydroxycinnamic acid ; 4-hydroxycinnamic acid
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Phagostimulatory responses of third-instar larvae ofChilo Partellus to phenolic components identified in an ethyl acetate extract of the leaf whorls of 3-week-old plants ofSorghum bicolor cultivar IS 18363 were studied in no-choice bioassays. The major components in the extract were identified as 4-hydroxybenzaldehyde and 4-hydroxybenzoic acid, with 4-hydroxy-3-methoxycinnamic acid, 3,4-dihydroxycinnamic acid, and 4-hydroxycinnamic acid present in minor amounts. All but 4-hydroxycinnamic acid were stimulatory at the doses tested. 4-Hydroxybenzaldehyde was more stimulatory than other potential biogenetic analogs. Hydroxybenzoic acids generally elicited greater feeding response than cinnamic acids, and the pattern of oxygen substitution in the benzene ring was related to bioactivity.
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    Inactivation of baculovirus by quinones formed in insect-damaged plant tissues (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 1221-1236 
    Details
    ISSN: 1573-1561
    Keywords: Baculovirus ; nuclear polyhedrosis virus ; plant phenolics ; polyphenol oxidase ; tritrophic interactions ; Heliothis zea ; Lepidoptera ; Noctuidae ; Lycopersicon esculentum ; host plant resistance ; biological control
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The infectivity of the nuclear polyhedrosis virus, HzSNPV toHeliothis zea was significantly reduced when viral occlusion bodies were exposed to the plant phenolic chlorogenic acid in the presence of polyphenol oxidase. Chlorogenic acid is rapidly oxidized to the ortho-quinone, chlorogenoquinone, by foliar polyphenol oxidases of the tomato plant, Lycopersicon esculentum, when foliage is damaged during feeding by larvalH. zea. Our results indicate that chlorogenoquinone, a powerful oxidizing agent, covalently binds to the occlusion bodies of HzSNPV and significantly reduces their digestibility and solubility under alkaline conditions. This binding is proposed to interfere with the infection process by impairing the release of infective virions in the midgut.
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    Analogs of sex pheromone of processionary moth,Thaumetopoea pityocampa: Synthesis and biological activity (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 1331-1346 
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    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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    Electrophysiological and chemical analysis of sex pheromone communication system of the mottled umber,Erannis defoliaria (Lepidoptera: Geometridae) (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 1887-1897 
    Details
    ISSN: 1573-1561
    Keywords: Erannis defoliaria (Z,Z,Z)-3,6,9-nonadecatriene ; (Z,Z)-3,9-cis-6,7-epoxy-nonadecadiene ; sex pheromone ; identification ; electroantennogram ; single sensillum ; peripheral inhibitor ; Agriopis marginaria ; Colotois pennaria ; Lepidoptera ; Geometridae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract (Z,Z,Z)-3,6,9-nonadecatriene (Z3,Z6,Z9–19Hy) and (Z,Z)-3,9-cis-6,7-epoxy-nonadecadiene (Z3,Z9-cis-6,7-epo-19Hy) were identified in pheromone gland extracts from femaleErannis defoliaria. The two components were found in a 1∶3 ratio, with the main component,Z3,Z9-cis-6,7-epo-19Hy present at an amount of about 1.5 ng per female. The components were identified by means of gas chromatography-mass spectrometry, gas chromatography-electroantennography and gas chromatography-single sensillum recordings. Single sensillum measurements on the male antenna showed two physiological types of sensilla. One type was characterized by a large spike amplitude cell responding toZ3,Z9-cis-6,7-epoxy-19Hy and a small spike amplitude cell responding toZ3,Z6,Z9–19Hy. A second type responded only with a large spike amplitude cell to the epoxide, and this cell was inhibited by the triene. Of the two pheromone components, the epoxide gave the higher response in the EAG tests. Preliminary field tests support the identification of the pheromone components. The epoxide was also found to be present in the extract of the pheromone gland ofColotois pennaria, and males ofC. pennaria andAgriopis marginaria were trapped by the mixture of the identified compounds.
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    Asarones fromAcorus calamus L. Oil (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 1911-1920 
    Details
    ISSN: 1573-1561
    Keywords: Peridroma saucia ; variegated cutworm ; Lepidoptera ; Noctuidae ; feeding behavior ; growth inhibitors ; conversion efficiency ; asarones ; Acorus calamus ; antifeedants
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Asarones (2, 4, 5-trimethoxypropenylbenzenes) isolated from the essential oil ofAcorus calamus L. rhizomes, are potent growth inhibitors and antifeedants to the variegated cutworm,Peridroma saucia Hubner.cis-Asarone added to artificial diet significantly inhibited growth and feeding by first-, third-, and fourth-instar larvae, whereas thetrans isomer produced an antifeedant effect alone. Gross dietary utilization (efficiency of conversion of ingested food, ECI) was decreased when the diet was supplemented withcis-asarone or when this compound was topically applied to fourth-instar larvae. Inhibition of growth occurred even at a moderate topical dose (5 μg/larva) primarily as a result of decreased efficiency of conversion of digested food (ECD), even though the approximate digestibility (AD) of the food was unchanged. Oral or topical treatment withtrans-asarone also significantly inhibited larval growth, but in this case the effect can be strictly attributed to decreased consumption, as dietary utilization (ECI) was not affected. Both isomers displayed a direct antifeedant effect based on leaf disk choice tests. Thecis isomer was 7.0 and 5.5 times more potent thant thetrans isomer against fourth- and fifth-instar larvae, respectively. Our data suggest that the two asarone isomers have different modes of action.cis-Asarone is toxic in addition to having strong antifeedant activity, whereas thetrans isomer acts only as an antifeedant with no appreciable toxicity.
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    Roles of amino acids, protein, and fiber in leaf-feeding resistance of corn to the fall armyworm (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 1977-1995 
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    ISSN: 1573-1561
    Keywords: Fall armyworm ; Spodoptera frugiperda ; Lepidoptera ; Noctuidae ; corn ; Zea mays ; plant-insect interaction ; amino acids ; herbivory ; feeding resistance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The free amino acids have been shown by isolational work and choice bioassays to be more important than all other factors evaluated in defining leaf-feeding resistance of corn (Zea mays L.) to fall armyworm (FAW) [(Spodoptera frugiperda J.E. Smith)] larvae. 6-MBOA (6-methoxybenzoxazolinone) and maysin, toxins present in corn, were shown not to be significant factors for leaf-feeding resistance to first-instar FAW larvae because of their low concentrations in the whorl. Amino acid analysis showed that while the ratios of the essential amino acids in susceptible (S) and resistant (R) lines were similar, there were differences in the nonessential amino acids, particularly aspartic acid, which was higher in R lines. Also, the ratio of essential amino acids to nonessential amino acids was important, being too low in expressed whorl leaf juice (obtained from V8–V10 growth stage plants) to support larval growth, although juice was stimulatory in choice tests. The total protein content of whorls in S lines was about 15% higher than in R lines, but the significance of this difference is uncertain, because nutritional tests showed that larval growth increased with total protein only up to 12% protein. Sugars were only slightly stimulatory. Thus, the amino acids along with higher hemicellulose content of R lines, established by us earlier, appear to explain much of the basis of resistance in corn to larval leaf-feeding of the FAW.
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    An allelochemical elicits arrestment inApanteles kariyai in feces of nonhost larvaeAcantholeucania loreyi (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 2009-2017 
    Details
    ISSN: 1573-1561
    Keywords: Apanteles kariyai ; Hymenoptera ; Braconidae ; Acantholeucania loreyi ; Pseudaletia separata ; Lepidoptera ; Noctuidae ; 2,5-dialkyltet-rahydrofuran ; arrestant ; allelochemical ; antimone ; kairomone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Females of the larval parasitoidApanteles kariyai (Watanabe) (Hymenoptera: Braconidae) are arrested on fecal pellets ofAcantholeucania loreyi (Duponchel) (Lepidoptera: Noctuidae) larvae. Upon subsequent antennal contact with anA. loreyi larva, females sting it with their ovipositor. However, such stinging did not result in any offspring. The allelochemical involved in feces has been identified and is identical to a kairomone of the hostPseudaletia separata (Lepidoptera: Noctuidae). In contrast toA. loreyi, P. separata is a suitable host forA. kariyai, and oviposition inP. separata results in offspring production. The allelochemical mediating the interaction betweenA. loreyi andA. kariyai is discussed in the context of current allelochemical terminology.
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    Heliothis virescens: Response characteristics of receptor neurons in Sensilla Trichodea type 1 and type 2 (1991)
    Springer
    Journal of chemical ecology 17 (1991), S. 953-972 
    Details
    ISSN: 1573-1561
    Keywords: Electroantennogram ; single-cell recordings ; olfactory receptor cells ; cobalt tracing ; sex pheromones ; (Z)-11-hexadecenal ; (Z)-9-tetradecenal ; host odors ; Heliothis virescens ; Lepidoptera ; Noctuidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Partial electroantennograms (EAGs) and single cell recordings fromHeliothis virescens males have demonstrated the presence of pheromones receptor neurons in sensilla trichodea type 2 as well as in type 1. This is supported by cobalt tracing experiments, showing that primary axons from the distal flagellum, containing only s. trichodea type 2, project into the macrogiomerulus complex in the male antennal lobes. Four types of finely tuned pheromone receptor neurons were found in males, whereas in females the corresponding neurons responded mainly to host odors. In males the majority (75 and 18%, respectively) were tuned to the majorHeliothis virescens pheromone components (Z)-11-hexadecenal (Z11-16∶A1) and (Z)-9-tetradecenal (Z9-14∶A1). The others (5 and 2%, respectively) responded specifically to (Z)-1 1-hexadecen-1-ol (Z1 1-16∶OH) and (Z)-1 1-hexadecen-1-ol acetate (Z1 1-16∶Ac). No neurons responding selectively to the minor pheromone components were found. The Z11-16∶A1 neurons of both sensilla types possessed similar specificity. However, the sensitivity decreased toward the medial and distal part of the flagellum, where s. trichodea type 2 are located. This suggests that the pheromone concentrations can be detected peripherally by a spatial as well as a temporal mechanism. Differences in temporal response patterns (pronounced phasic vs. tonic component) were found within the same type of neurons, suggesting different ability to encode intermittency of the pheromone plume as well as to mediate maintenance of flight.
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    Impact of UV radiation on activity of linear furanocoumarins andBacillus thuringiensis var.Kurstaki againstSpodoptera exigua: Implications for tritrophic interactions (1991)
    Springer
    Journal of chemical ecology 17 (1991), S. 973-987 
    Details
    ISSN: 1573-1561
    Keywords: Linear furanocoumarins ; Spodoptera exigua ; Lepidoptera ; Noctuidae ; UV light ; tritrophic interactions ; Bacillus thuringiensis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Acidic fogs with a pH of 2.0 and duration of 2 hr did not reduce the efficacy ofBacillus thuringiensis var.Kurstaki (Berliner). Therefore, the impact of UV radiation was investigated on the interactions between (1) levels of the antibacterial linear furanocoumarins psoralen, bergapten, and xanthotoxin inApium graveolens (L.) occurring following a 2.0 pH acidic fog episode, (2) the noctuidSpodoptera exigua (Hübner), and (3) a sublethal dosage of the microbial pathogenB. thuringiensis var.Kurstaki. Mean time to pupation in the absence of UV radiation (survival was too low to conduct this analysis for insects exposed to UV) was significantly extended by the addition of either psoralens orB. thuringiensis. Larvae developing on diets containingB. thuringiensis plus psoralens required nearly 40% longer to pupate than controls, but their effects were additive as the interaction was not significant. Although the mean times to adult emergence were significantly different, time spent in the pupal stage did not vary significantly between treatments, indicating that increases in larval developmental time were responsible for the observed decrease in developmental rate. Mean time to mortality, a weighted average time of death, was not significantly affected by any of the treatments. In a 2 × 2 × 2 factorial analysis, all main effects (linear furanocoumarins.B. thuringiensis, UV radiation) reduced survival significantly, as did the three-way interaction. Thus, antagonistic interactions with psoralens that would reduce the effectiveness ofB. thuringiensis in the field were not observed. When pairs of main effects were nested within the two levels (presence and absence) of the third factor, several two-way interactions were found. Interestingly, the activity ofB. thuringiensis and the psoralens, individually or in combination, was enhanced by exposure to UV radiation. Implications of this research are discussed for both natural and agricultural ecosystems.
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    (3Z,6Z,9Z)-Nonadecatriene and enantiomers of (3Z,9Z)-cis-6,7-Epoxy-nonadecadiene as sex attractants for two geometrid and one noctuid moth species (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 2153-2166 
    Details
    ISSN: 1573-1561
    Keywords: Attractant ; Geometridae ; Noctuidae ; Eufidonia convergaria ; Caripeta angustiorata ; Rivula propinqualis ; (3Z,6Z,9Z)-nonadecatriene ; (3Z,9Z)-(6R,7S)-epoxy-nonadecadiene ; (3Z,9Z)-(6S,7R)-epoxy-nonadecadiene ; (3Z,9Z)-cis-6,7-epoxy-nonadecadiene ; Lepidoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Sex attractants for the geometrid mothsEufidonia convergaria andCaripeta angustiorata, and the noctuid mothRivula propinqualis have been elucidated during field screening of a series of (3Z,6Z,9Z)-triene hydrocarbons (C17–22), and the racemic and enantiomerically enriched monoepoxydienes derived from those hydrocarbons. Biologically active compounds were identified by a combination of field testing of synthetic standards, electroantennography, and coupled gas chromatography-electroantennogram detection.E. convergaria males were optimally attracted by a 1∶1 blend of (3Z,9Z)-(6S,7R)-epoxy-nonadecadiene (3Z,9Z-6S,7R-epoxy-19∶H); other abbreviations follow the same system) with (3Z,6Z,9Z)-nonadecatriene (3Z,6Z,9Z-19∶H). The 6R,7S enantiomer of the epoxide had no apparent biological activity, either as an attractant or as a behavioral antagonist. Male moths also were attracted to blends of the C18 and C20 homologs of the triene and the epoxide. 3Z,6Z,9Z-19∶H and 3Z,6Z-cis-6,7-epoxy-19∶H were identified inE. convergaria female pheromone gland extracts. Males of the geometrid moth speciesC. angustiorata were attracted by a 1∶1 blend of 3Z,6Z,9Z-19∶H and enantiomerically enriched 3Z,9Z-6R,7S-epoxy-19∶H. Males of the noctuid mothR. propinqualis were attracted by an approximately 10∶1 blend of 3Z,6Z,9Z-19∶H and enantiomerically enriched 3Z,9Z-6S, 7R-epoxy-19∶H. The components were synergistic, with neither being attractive alone. The blend ratio was quite specific, as the attractiveness of blends decreased sharply on either side of the optimum ratio.
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    Effect of steam distillate extracts of selected resistant cultivated and wild rices on behavior of leaffolderCnaphalocrocis medinalis (Guenée) (Lepidoptera: Pyralidae) (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 2291-2296 
    Details
    ISSN: 1573-1561
    Keywords: Rice leaffolder ; Cnaphalocrocis medinalis ; Lepidoptera ; Pyralidae ; Oryza officinalis ; Oryza punctata ; Oryza sativa ; rice plant volatiles ; egg hatchability ; egg laying
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Rice plant volatiles extracted as steam distillates significantly affected the behavior of the rice leaffolder,Cnaphalocrocis medinalis (Guenée). Leaffolder moths laid significantly fewer eggs on TN1 rice plants treated with extracts of resistant wild species of rice,Oryza officinalis andOryza punctata, than on TN1 plants treated with extracts of resistant cultivated rices. Extracts ofO. officinalis andO. punctata adversely affected egg hatchability.O. officinalis andO. punctata extracts were more toxic to first-instar larvae than extracts of other resistant varieties. Leaf area consumed by the larvae was reduced on TN1 plants treated withO. officinalis andO. punctata extracts compared with that on plants treated with extracts of resistant cultivated rice varieties.
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    Semiochemicals for use with parasitoids: Status and future (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 3067-3089 
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    ISSN: 1573-1561
    Keywords: Semiochemicals ; kairomones ; parasitoid behavior ; parasitoid manipulation ; foraging environment ; Heliothis zea ; Lepidoptera ; Noctuidae ; Microplitis croceipes ; Hymenoptera ; Braconidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Allelochemicals are known to serve important roles at all steps in the host-searching sequence of parasitoids. We discuss the various roles of these allelochemics and the type of information needed to develop their use in pest control, which to date has been very limited. Rapid advancements are being made with respect to airborne chemicals and longer-range foraging behavior. Moreover, recent discoveries have shown that genetic diversity in parasitoid populations and phenotypic plasticity of individuals, together with their physiological state, often result in substantial variations in the response to chemical cues. Successful application of semiochemical-parasitoid systems will require management of these intrinsic parasitoid variables as well as management of the foraging environment. We illustrate emerging technology for such an application. For the immediate future, the development of this technology will allow us to: (1) define the genetic and phenotypic foraging profiles important to consistent and efficient parasitoid foraging, and (2) establish the proper propagation and release procedures and monitoring bioassays necessary to ensure appropriate behavioral and physiological qualities of released organisms. For the long term, we envision technology for comprehensively manipulating the pest/crop environment in ways that would provide foraging stimuli and other needs important to retention and efficiency of parasitoids.
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    URL: http://dx.doi.org/10.1007/BF00979613
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    Sex pheromone of the european sunflower moth,Homoeosoma nebulellum (Den. & Schiff.) (Lepidoptera: Pyralidae) (1991)
    Springer
    Journal of chemical ecology 17 (1991), S. 1399-1414 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; Homoeosoma nebulellum ; European sunflower moth ; sex pheromone ; identification ; multicomponent blend ; (Z,E)-9,12-tetradecadienal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Four components, (Z)-9-tetradecenal (8.6%), (Z,E)-9,12-tetradecadienal (4.8%), (Z)-11-hexadecenal (49.5%), and (Z)-13-octadecenal (37.1%), were identified in extracts of female pheromone glands of the European sunflower moth,Homoeosoma nebulellum (Lepidoptera: Pyralidae) using GC and GC-MS analyses. EAG and single-cell recordings of male antennal receptors gave strong evidence for (Z,E)-9,12-tetradecadienal as the antennal key compound of sex pheromone detection in this species. This result was confirmed by field trapping; removal of (Z,E)-9,12-tetradecadienal from quaternary blends completely suppressed the male catches. The synthetic blends with this compound as a major component caught five times less males than the blends reproducing the ratio found in the female extracts [5% of (Z,E)-9,12-tetradecadienal only]. The occurrence of a minor component perceived as the most biologically relevant compound is discussed.
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    Identification and field testing of female-produced sex pheromone components of the spring cankerworm,Paleacrita vernata Peck (Lepidoptera: Geometridae) (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 3393-3409 
    Details
    ISSN: 1573-1561
    Keywords: Pheromone ; attractant ; 6(Z),9(Z)-nonadecadiene ; 3(Z),6(Z),9(Z)-nonadecatriene ; 3(Z),6(Z),9(Z)-eicosatriene ; 6(Z),9(Z)-cis-3 ; 4-epoxynonadecadiene ; Paleacrita vernata ; spring cankerworm ; Lepidoptera ; Geometridae ; trap height ; behavioral antagonist
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Two sex pheromone components, 3(Z),6(Z),9(Z)-nonadecatriene (3Z,6Z,9Z-19 ∶ H), and 3(Z),6(Z),9(Z)-eicosatriene (3Z,6Z,9Z-20∶ H), have been positively identified, and a third component, 6(Z),9(Z)-nonadecadiene (6(Z),9(Z)-19 ∶ H) has been tentatively identified from abdominal tip extracts of female spring cankerworm moths,Paleacrita vernata Peck (Lepidoptera∶ Geometridae). The pheromone components were identified by a combination of gas chromatography, electroantennography, mass spectrometry, chemical tests, comparison with standards, and field testing. Only 3Z,6Z,9Z-20 ∶ H exhibited significant attractant activity when tested alone, and it was potentiated by the other two components. The attractive blend was an 8∶2∶1 ratio of 3Z,6Z,9Z-20∶H/3Z,6Z,9Z-19∶H/6Z,9Z-19∶H. However, the two-component blend of 3Z,6Z,9Z-20 ∶ H and 6Z,9Z-19 ∶ H (8∶1 ratio) was as attractive as the three-component blend in further field tests. A series of related compounds, the diene monoepoxides available from epoxidation of C19 and C20 3Z,6Z,9Z-trienes, some of which have been found in the pheromone blends of other moth species, were tested as behavioral antagonists. The attraction of male moths to synthetic lures was suppressed by the addition of 6Z,9Z-cis-3,4-epoxy-nonadecadiene to the lures. Additional experiments were performed to determine the effects of lure dosage, trap height, and trap design on the numbers of male moths captured.
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    Courtship pheromone production and body size as correlates of larval diet in males of the arctiid moth,Utetheisa ornatrix (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 543-552 
    Details
    ISSN: 1573-1561
    Keywords: Courtship pheromone ; Utetheisa ornatrix ; Lepidoptera ; Arctiidae ; sexual selection ; hydroxydanaidal ; pyrrolizidine alkaloid ; Crotalaria
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Hydroxydanaidal, the corematal courtship pheromone of maleUtetheisa ornatrix, shows pronounced quantitative variation in natural populations of the moth. Males that, as larvae, fed on seed-bearing rather than immature food plants (Crotalaria spectabilis orC. mucronata) produce higher levels of hydroxydanaidal. Such males also have higher systemic loads of pyrrolizidine alkaloid, the known metabolic precursor of hydroxydanaidal, whichUtetheisa sequester from their larval diet and which is concentrated in the seeds ofCrotalaria. Males raised on seed-bearing plants also achieve higher adult weight. In the context of sexual selection, therefore, femaleUtetheisa could, through assessment of male hydroxydanaidal levels, gauge both the alkaloid content and body weight of their suitors.
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    URL: http://dx.doi.org/10.1007/BF01021785
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    Variability in pheromone composition and periodicity of pheromone titer in potato tuberworm moth,Phthorimaea operculella (Lepidoptera: Gelechiidae) (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 531-542 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; individual variation ; pheromone titer ; periodicity ; (E,Z)-4,7-tridecadien-1-yl acetate ; (E,Z,Z)-4,7,10-tridecatrien-1-yl acetate ; Lepidoptera ; Gelechiidae ; potato tuberworm moth ; Phthorimaea operculella
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The ratios and quantities of the pheromone components, (E,Z)-4,7-tridecadien-1-yl acetate (diene) and (E,Z,Z)-4,7.10-tridecatrien-1-yl acetate (triene), in the glands of individual female potato tuberworm moths (Phthorimaea operculella) originating from the United States (California) and Japan (Nagoya) were analyzed by gas chromatography. Quantities of glandextracted pheromone components of Nagoya females fluctuated in a periodic fashion during the photoperiod. Maximal titers coincided with the onset of scotophase (and calling), then gradually declined to minimal levels soon after lights-on. The average daily pheromone quantities decreased significantly as females aged. Both populations exhibited considerable variation in the ratio of the two components. The proportions of triene in the blend ranged from 27% to 88% (triene −X = 56 ± 13% SD; CV = 23%) for California females and from 16% to 71% (42 ± 13%; CV = 31%) for Nagoya females. Nagoya females also stored significantly higher amounts of pheromone in their glands (8.6 ± 3.9 ng) than did California females (2.7 ± 1.4). The differences between the populations, while substantial, would probably not be sufficient to impart a barrier to panmixis, given the wide range of component ratios favored by the males.
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    Identification of sex pheromone of bristly cutworm,Lacinipolia renigera (Stephens) (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 2615-2621 
    Details
    ISSN: 1573-1561
    Keywords: Lacinipolia renigera ; Lepidoptera ; Noctuidae ; bristly cutworm ; insect pheromones ; (itZ)-9-tetradecenyl acetate ; (Z, E)-9 ; 12-tetradecadienyl acetate ; bolas spider ; Mastophora hutchinsoni
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sex pheromone of the bristly cutworm moth,Lacinipolia renigera was identified as a blend of (Z)-9-tetradecenyl acetate (itZ9–14): Ac and (Z, E)-9,12-tetradecadienyl acetate (ZE-9,12–14: Ac). Extracts of female glands were analyzed by capillary gas chromatography on three columns of different polarities. In each analysis, peaks with retention times identical to Z9–14:Ac andZE–9, 12–14: Ac were observed. GC-MS analysis of gland extracts supported the identification of these two compounds. Volatiles emitted from female sex pheromone glands during 10-min collection periods contained 7.8 ±2.01 ng ofZ9- 14: Ac. On average the blend contained 3.8 ± 1.43%ZE-9,12–14: Ac. Blends ranging from 1% to 10%ZE- 9,12–14: Ac in Z9-14: Ac (1 mg) were effective in capturing males in the field. The number of males captured in traps baited with a 3 % blend ofZE- 9,12-14: Ac in Z9-14: Ac was not significantly different than the number caught in traps containing two virgin females.
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    Olfactory sensitivity of two sympatric species of rice leaf folders (Lepidoptera: Pyralidae) to plant volatiles (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 2647-2666 
    Details
    ISSN: 1573-1561
    Keywords: Cnaphalocrocis medinalis ; electroantennogram ; green leaf volatiles ; host-plant resistance ; Lepidoptera ; Marasmia patnalis ; olfaction ; plant volatiles ; Pyralidae ; rice leaf folder
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Electroantennograms (EAGs) were recorded from male and female moths of two sympatric leaf folder species,Cnaphalocrocis medinalis (Gue-née) andMarasmia patnalis Bradley (Lepidoptera: Pyralidae) to 91 volatile chemicals of plant origin. Responses of both leaf folder species were similar to all compounds except to three monoterpenes-β-myrcene, menthone, and isomenthone- and two sesquiterpenes-cis-nerolidol and isophytol. Response ofM. patnalis, an oligophagous leaf folder, to these compounds was higher compared with that of polyphagousC. medinalis. EAG responses of males to saturated and unsaturated aliphatic aldehydes were significantly higher than those of conspecific females in both species. A higher response ofC. medinalis males also was observed for 1-nonanol, 3-nonen-2-one, andtrans, trans-2,6-dimethyl-2,4,6-octatriene. In contrast, females of both species responded more to monoterpenes, borneol, isoborneol, and fenchyl alchohol. Response ofC. medinalis female was higher for terpinen-4-ol, carveol, dihydrocarveol, (−)-myrtenal, and perillaldehyde. In both species and sexes, high EAG responses were recorded for compounds of the green leaf odor complex. EAG responses to nonanal and hexanal were maximum among the aliphatic aldehydes while 1-hexanol elicited the highest response among the alcohols tested. EAG responses to terpene compounds-citronellal,α-terpineol, and (−)-myrtenal-were equal to the response to 1-hexanol. While all compounds tested elicited a negative potential, thymol and carvacrol elicited a positive EAG potential. The EAG data are discussed with regard
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    Adaptive significance of furanocoumarin diversity inPastinaca sativa (Apiaceae) (1991)
    Springer
    Journal of chemical ecology 17 (1991), S. 207-215 
    Details
    ISSN: 1573-1561
    Keywords: Heliothis zea ; corn earworm ; Lepidoptera ; Noctuidae ; Pastinaca sativa ; wild parsnip ; Apiaceae ; furanocoumarins ; defense ; xanthotoxin ; photoactivation ; bioassay
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Fruits ofPastinaca sativa (Apiaceae), the edible parsnip, contain six different furanocoumarins that are differentially capable of ultraviolet-mediated cross-linkage of DNA and inhibition of DNA transcription. Individually, none of the other furanocoumarins present in parsnip seeds is as toxic as the photosensitizer xanthotoxin. Nevertheless, the natural mixture of compounds is toxicologically more effective againstHeliothis zea (Lepidoptera: Noctuidae), both in the presence and absence of UV light, than is an equimolar amount of xanthotoxin. The difference in toxicity diminishes with increasing light levels. Thus, a series of structurally related natural products can display toxicity lacking in individual compounds and may represent an adaptive compromise to varying environmental conditions.
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    Dual role of pyrrolizidine alkaloids in nectar (1991)
    Springer
    Journal of chemical ecology 17 (1991), S. 195-205 
    Details
    ISSN: 1573-1561
    Keywords: Pyrrolizidine alkaloids ; pollination ; nectar constituents ; Ithomiinae ; Danainae ; Heliconiinae ; Lepidoptera ; Nymphalidae ; agraulis vanillae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Pyrrolizidine alkaloids occur in several plant families, attracting ithomiine and danaine butterflies that specialize on the flowers. I show that pyrrolizidine alkaloids in artificial nectar also inhibit at least one butterfly,Agraulis vanillae (Nymphalidae: Heliconiinae), a more general forager. Inhibition was demonstrated in two ways: quantity of nectar consumed and number of artificial flowers visited. The amount of sucrose solution consumed by individual butterflies was measured using a microcapillary tube. Number of flower visits was determined using an array of artificial orange and yellow flowers.A. vanillae drank less sucrose solution with monocrotaline, a pyrrolizidine alkaloid, than without. When monocrotaline was placed into yellow flowers,A. vanillae learned to visit predominantly orange flowers. Evolutionarily, pyrrolizidine alkaloids in nectar may represent an adaptation to exclude butterflies. Ithomiines and danaines, seeking these compounds in larval food plants, were not excluded. Alternatively, ithomiines and danaines overcame the nectar defense. In either case, the plant effectively increased floral constancy by inhibiting generalist butterflies and attracting specialists.
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    Identification of hairpencil secretion from maleMamestra brassicae (L.) (Lepidoptera: Noctuidae) and electroantennogram studies (1991)
    Springer
    Journal of chemical ecology 17 (1991), S. 239-246 
    Details
    ISSN: 1573-1561
    Keywords: Mamestra brassicae ; Lepidoptera ; Noctuidae ; hairpencils ; male-produced compounds ; identification ; benzaldehyde ; 2-methylpropanoic acid ; 2-methylbutanoic acid ; benzyl alcohol ; 2-phenylethanol ; phenol ; electroantennography
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Extracts of maleMamestra brassicae (L.) hairpencils were analyzed by capillary gas chromatography (GC) and by GC-mass spectrometry (GC-MS). The extracts were found to consist of six components. Benzaldehyde, 2-methylpropanoic acid, 2-methylbutanoic acid, and phenol were present in the extracts as well as the previously identified benzyl alcohol and phenyl ethanol. The two major components were 2-phenylethanol and 2-methylbutanoic acid. They represented, respectively, 74% and 12.5% of the total blend in 3-day-old male extracts. Electroantennograms were recorded on male and female antennae in response to stimulation by hairpencil compounds. Male and female antennae responded to each chemical but the female responses were significantly higher than those of the males.
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    α-Tocopherol alteration of soybean antiherbivory toTrichoplusia ni larvae (1991)
    Springer
    Journal of chemical ecology 17 (1991), S. 1941-1951 
    Details
    ISSN: 1573-1561
    Keywords: α-Tocopherol ; elicitor ; alterable resistance ; soybean ; Trichoplusia ni ; Lepidoptera ; Noctuidae ; antiherbivory
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The antioxidant vitamin E, α-tocopherol, was tested as a candidate elicitor of alterable antiherbivory in soybean plants against cabbage looper larvae. Although a nonspecific antioxidant, vitamin E proved elicitory to the involved sulfhydryl-dependent receptor-energy transducer protein in soybean plasma membrane. Effects of α-tocopherol were dependent on dosage, time, and space in the plant. The observed elicited effects were all decreases in herbivory. The best negative phytochemical correlate of looper feeding was the percentage of increased total HPLC peak area of extractables from elicited as compared to nonelicited leaves. Some specific compounds, e.g., glyceollins, were quantitatively major components of the total profile of secondary metabolites.
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    Evidence for presence and nature of female sex pheromone ofBrithys crini fabricius (Lepidoptera: Noctuidae) (1991)
    Springer
    Journal of chemical ecology 17 (1991), S. 2035-2042 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; (Z)-11-hexadecenal ; Brithys crini ; Lepidoptera ; Noctuidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The existence of a female sex pheromone of the noctuid mothBrithys crini Fabricius was confirmed in both laboratory bioassay and field tests. Crude extracts and airborne volatiles from females were analyzed by gas chromatography and mass spectrometry and the data compared with authentic compounds. The primary sex pheromonal compound was Z11-16: Ald. Scanning electron microscopy showed that the external surface of the sex pheromone gland was covered with folds that might increase the sex pheromone evaporation area.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00992586
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  • 99
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    Capture of gypsy moth,Lymantria dispar (L.), andLymantria mathura (L.) males in traps baited with disparlure enantiomers and olefin precursor in the People's Republic of China (1992)
    Springer
    Journal of chemical ecology 18 (1992), S. 2153-2159 
    Details
    ISSN: 1573-1561
    Keywords: Lymantria dispar ; gypsy moth ; Lymantria mathura ; Lepidoptera ; Lymantriidae ; pheromone ; disparlure ; cis-7,8-epoxy-2-methyocta-decane
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Pheromone traps baited with (+)-disparlure,cis-7,8-epoxy-2methyocta-decane, captured males ofLymantria dispar, L. monacha, andL. mathura in northeastern People's Republic of China.L. dispar responded to the addition of olefin to (+)-disparlure-baited traps in a negative doseresponse manner. Observations on site and seasonal capture ofL. dispar andL. mathura are discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00984942
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  • 100
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    Behavioral and electrophysiological activity of (Z,E)-7,9,11-dodecatrienyl formate, a mimic of the major sex pheromone component of carob moth,Ectomyelois ceratoniae (1992)
    Springer
    Journal of chemical ecology 18 (1992), S. 2331-2352 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; sex pheromone ; (Z,E)-9,11,13-tetradecatrienal ; mimic ; (Z,E)-7,9,11-dodecatrienyl formate ; wind tunnel ; attractant ; electrophysiology ; receptor cell
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The behavioral and electrophysiological activity of a mimic [(Z,E)7,9,11-dodecatrienyl formate] of the major sex pheromone component [(Z,E) 9,11,13-tetradecatrienal] of carob moth was assessed. Wind-tunnel bioassays demonstrated that the formate was as effective as natural gland extracts, and significantly more effective than the trienal alone or than the trienal blended with two minor pheromone components, in evoking source contact. Dispensers containing the formate were as effective as trienal-containing blend lures in attracting males when placed at the same dosage in traps in date gardens. Single-cell recordings showed that at least two olfactory neurons, differentiated by spike amplitude, are located in the long trichoid hairs on male carob moth antennae. Dose-response relationships indicated that puffs from cartridges loaded with at least 0.1 μg of the formate or of the trienal were necessary to elicit spiking by either the small or the large-spiking cell within a sensillum. Cross-adaptation studies demonstrated that both compounds stimulated the same large-spiking cell. The frequencies of spikes evoked from the large cell when stimulated by emissions from 0.1-μg, 1-μg, or 10-μg cartridges of either the formate or the trienal were not significantly different, suggesting that the formate is an effective mimic of the trienal at the antennal receptor cell level.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00984953
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