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  • Springer  (87)
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  • 1
    ISSN: 1573-1561
    Keywords: Spruce budworm ; Choristoneura fumiferana ; Lepidoptera ; Tortricidae ; sex pheromone ; small-tree thinnings ; temperature ; precipitation ; wind ; attraction distance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Mean catches of spruce budworm,Choristoneura fumiferana (Clemens), moths were not significantly different among four small-tree thinning treatments of young spruce-fir-hemlock regeneration. Significant inverse relationships were found between trap catches and distances to nearby spruce-fir-hemlock overstory. Prevailing wind directions indicated that moths were attracted anemotactically to upwind pheromone sources. No definite trends were detected between catches and temperature or precipitation.
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  • 2
    ISSN: 1573-1561
    Keywords: Resistance ; mating disruption ; sex pheromone ; (Z,Z)-7 ; 11-hexadecadienyl acetate ; (Z,E)-7 ; 11-hexadecadienyl acetate ; Lepidoptera ; Gelechiidae ; pink bollworm ; Pectinophora gossypiella ; cotton ; pheromone collection
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract After an extensive examination of the release rates and blend ratios of pheromonal components emitted by field-collected femalePectinophora gossypiella (Saunders), we find no evidence of resistance to pheromones applied to cotton fields to disrupt mating. Females from fields with 3–5 years of exposure to disruptant pheromones as well as those from fields with only minimal exposure to disruptant pheromones emitted (Z,Z)-7,11-hexadecadienyl acetate at a rate of ca. 0.1 ng/min and (Z,E)7,11-hexadecadienyl acetate at ca. 0.06 ng/min. The ratio of pheromonal components was much less variable than the measured emission rate and was centered about a 61:39Z, Z to Z,E ratio. In contrast to the blend ratio emitted by females, the composition of the pheromonal blend used in monitoring populations and disrupting mating is centered about 50:50 Z,Z to Z.E. In general there was a remarkable consistency in the release rate and blend ratio among populations of females throughout southern California and those from a laboratory colony. It would appear that, although resistance to theP. gossypiella pheromone is still a very real possibility when it is used heavily in pest management as a mating disruptant, there are current agricultural practices and conditions which would hinder its development.
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  • 3
    ISSN: 1573-1561
    Keywords: Pine sawflies ; Neodiprion spp. ; Hymenoptera ; Diprionidae ; electroantennogram ; sex pheromone ; isomers ; jack pine ; Pinus banksiana ; diprionol ; 3,7-dimethylpentadecan-2-ol ; acetate ; propionate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Several species of monophagous jack pine sawflies (Hymenoptera: Diprionidae) were tested in the field and by electroantennograms (EAG) for activity toward the optical isomers of a pine sawfly sex pheromone, the acetate and propionate esters of 3,7-dimethylpentadecan-2-ol.Neodiprion rugifrons andNeodiprion dubiosus were attracted to a mixture of the propionate esters of the 2S,3R,7R and 2S,3R,7S isomers, whereasNeodiprion swainei was attracted to the 2S,3S,7S propionate isomer. Samples containing the 2S,3R,7S propionate isomer elicited the strongest EAG responses in these three species andNeodiprion nigroscutum. The 2S,3S,7S propionate isomer was equally active (EAG) in the case ofN. swainei.
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  • 4
    ISSN: 1573-1561
    Keywords: Stigmella malella ; Stigmella crataegella ; Trifurcula (Glaucolepis) melanoptera ; Lepidoptera ; Nepticulidae ; sex pheromone ; (S)-(E)-6,8-nonadien-2-ol ; (S)-(Z)-6,8-nonadien-2-ol ; (R)-(E)-6,8-nonadien-2-ol ; (R)-(Z)-6,8-nonadien-2-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Short-chain unsaturated chiral methyl carbinols are identified as a new class of lepidopteran pheromone components. The natural female-produced pheromone of the banded apple pigmyStigmella malella (=Nepticula malella) (Stainton) (Lepidoptera: Nepticulidae) was identified to be a mixture of (S)-(E)-6,8-nonadien-2-ol and (S)-(Z)-6,8-nonadien-2-ol. For monitoring traps, a 10:3E:Z blend at 100–1000 µg is recommended. It is suggested that pheromones with similar structures may be specific to Nepticulidae and other related microlepidopteran families.
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  • 5
    ISSN: 1573-1561
    Keywords: Eriocrania cicatricella ; Eriocrania sparrmannella ; Eriocraniidae ; Lepidoptera ; sex pheromone ; EAG ; GC-EAD ; mass spectrometry ; synthesis ; evolution ; (Z)-4-hepten-2-one ; (2R)-heptan-2-ol ; (2R)-(Z)-4-hepten-2-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Extracts from different body parts of adult femaleEriocrania cicatricella (Zett.) were tested for electrophysiological activity on conspecific male antennae. Extracts from the Vth abdominal segment, containing a pair of exocrine glands, elicited the largest electroantennographic response when compared to extracts of other body parts. Female extracts were analyzed by gas chromatography with simultaneous flame ionization and electroantennographic detection (EAD). The EAD active peaks were identified as (Z)-4-hepten-2-one, (2R)-heptane-2-ol, and (2R)-(Z)-4-hepten-2-ol by coinjection on a gas chromatography and by comparison of mass spectra with those of synthetic standards. In field tests, a blend of these three pheromone components was highly attractive to conspecific males, and a subtractive assay confirmed that the unsaturated alcohol is the major pheromone component, whereas no definite behavioral activity could be assigned to the ketone or the saturated alcohol. A bait containing the two alcohols withS-configuration was attractive to maleE. sparrmannella (Bosc), whereas no males ofE. cicatricella were found in these traps. The sex pheromone compounds inE. cicatricella are chemically similar to pheromones reported in Trichoptera and they are produced in homologous glands.
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  • 6
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    Journal of chemical ecology 21 (1995), S. 355-363 
    ISSN: 1573-1561
    Keywords: Cryptophlebia leucotreta ; controlled-release phermone dispenser ; sex pheromone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Field trials were conducted in the western Cape Province, South Africa, to develop a sex pheromone dispenser suitable for monitoring the flight activity of false codling moth. A controlled-release dispenser capable of releasing sex pheromone at a predetermined and constant release rate without replacement for more than seven months was produced.
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  • 7
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Lymantriidae ; Orgyia pseudotsugata ; tussock moth ; (Z)6,(Z)9-heneicosadien-11-one ; (Z)6,(E)8-heneicosadien-11-one ; (Z)6,(Z)9-heneicosadien-11-one ; sex pheromone ; synergism
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Three candidate sex pheromone components, (Z)6,(Z)9-, (Z)6,(E)8-, and (Z)6,(E)9-heneicosadien-11-one (Z6Z9, Z6E8, and Z6E9) were identified in pheromone gland extracts of female Douglas-fir tussock moths (DFTM), Orgyia pseudotsugata (McDunnough). Their occurrence in subnanogram quantities in extracts and structural conversion during analytical procedures and bioassays complicated chemical identifications. Complete identification required comparative analyses of stereoselectively synthesized and female-produced dienones by coupled gas chromatographic–electroantennographic detection (GC-EAD), high-performance liquid chromatography (HPLC) and coupled GC–mass spectrometry (MS). Determination of the pheromone component was contingent upon an experimental design that minimized structural rearrangement of dienones before and during the field test. In a 40-min field experiment, acetonitrile solutions of each of the above dienones were carried on Dry Ice to traps and were syringed onto cotton release devices below trap lids. In combination with the previously known sex pheromone component of DFTM, (Z)6-heneicosen-11-one (Z6), Z6E8 was the only synergistic dienone and the mixture was highly attractive. Because Z6 by itself attracts seven species of tussock moths (two sympatric with DFTM), a blend of Z6 and Z6E8 may impart specificity to DFTM pheromone communication. In commercial lures, this binary blend may facilitate species-specific, sensitive monitoring and efficacious control by mating disruption of this important forest defoliator.
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  • 8
    ISSN: 1573-1561
    Keywords: Aphid ; sex pheromone ; stereochemistry ; (4aS,7S,7aR)-nepetalactone ; (4aS,7S,7aR)-nepetalactols
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Male blackberry-cereal aphids, Sitobion fragariae (Walker), were caught in the ield by water traps releasing synthetic (4aS, 7S, 7aR)-nepetalactone, the major sex pheromone component. The presence of the enantiomer (4aR,7R,7aS)-nepetalactone reduced catches and a plant-extracted (4aS,7S,7aR)-nepetalactone was less effective than the 99% (7S)-lactone. A more extensive trial with the bird cherry-oat aphid, Rhopalosiphum padi, involving the pheromone comprising the stereochemically related (4aS,7S,7aR)-nepetalactol showed a similar trend. The (7R)-isomer caught fewer males than the (7S)-isomer, but in this case the addition of high-purity (7S)-lactol to make a 50% blend caught as many males as pure (7S)-lactol. With plant-derived lactol, further purification did not significantly increase the catch. It is suggested that trace compounds associated with reduced enantiomeric purity in terms of the (7S)-configuration or from plant sources reduce activity of the sex pheromone components. Male damson-hop aphids, Phorodon humuli (Schrank), were also caught in the synthetic lactol traps, and it is suggested that this is due to traces of the (4aR,7S,7aS)-nepetalactols, which comprise the sex pheromone for this species. The significance for aphid chemical ecology studies and pest control strategies is discussed.
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  • 9
    ISSN: 1573-1561
    Keywords: Ostrinia scapulalis ; sex pheromone ; (Z)-11-tetradecenyl acetate ; (E)-11-tetradecenyl acetate ; GC-EAD ; field trapping
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract By means of gas chromatography with electroantennographic detection (GC-EAD), gas chromatography–mass spectrometry (GC-MS), and a series of bioassays, (Z)-11-tetradecenyl acetate (Z11–14:OAc) and (E)-11-tetradecenyl acetate (E11–14:OAc) at a ratio of 100:3 were identified as the female sex pheromone of the adzuki bean borer,Ostrinia scapulalis. The average amounts ofZ11–14: OAc andE11–14:OAc in a single sex pheromone gland were 6.6 ± 2.4 ng and 0.2 ± 0.1 ng, respectively. In a wind-tunnel bioassay, the binary blend ofZ11- andE11–14:OAc elicited almost the same male behavioral responses as did virgin females and sex pheromone gland extract. In field trapping experiments, rubber septa impregnated with the binary blend (50 μg/septum) attracted more males than virgin females. The sex pheromone ofO. scapulalis thus turned out to be similar to that of theZ-type European corn borer,O. nubilalis, in both components and their ratio.
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  • 10
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    Journal of chemical ecology 23 (1997), S. 473-485 
    ISSN: 1573-1561
    Keywords: Leucania anteoclara ; Leucania commoides ; Lepidoptera ; Noctuidae ; sex pheromone ; (Z)-11-hexadecenyl acetate ; (Z)-9-tetradecenyl acetate ; (Z)-11-hexadecenyl aldehyde ; (Z)-11-hexadecenyl alcohol ; seasonal flight period ; abundance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sex pheromone components of two species of Leucania that occur sympatrically in western Canada were identified in abdomen-tip extracts from calling female moths. (Z)-11-hexadecenyl acetate was the main component and (Z)-9-tetradecenyl acetate the second component in both species. The third component necessary for specific attractancy was (Z)-11-hexadecenyl aldehyde for L. anteoclara and (Z)-11-hexadecenyl alcohol for L. commoides. The third component for each species was an attractant inhibitor when added as a fourth component to the attractant blend for the reciprocal species. The most effective synthetic blend for the attraction of males in the field was Z9–14:Ac/Z11–16:Ac/Z11–16:Ald in a ratio of 1:10:4 for L. anteoclara and Z9–14:Ac/Z11–16:Ac/Z11–16:OH in a ratio of 5:4:1 for L. commoides.
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  • 11
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    Journal of chemical ecology 23 (1997), S. 1119-1130 
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Lyonetiidae ; Lyonetia prunifoliella ; Perileucoptera coffeella ; Lyonetia clerkella ; Leucoptera malifoliella ; sex pheromone ; synergism ; 10,14-dimethyloctadec-1-ene ; 5,9-dimethyloctadecane ; 5,9-dimethylheptadecane
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Three methylated hydrocarbons, 10,14-dimethyloctadec-1-ene (10Me14Me-1-ene-18Hy = 5Me9Me-17-ene-18Hy), 5,9-dimethyloctadecane (5Me9Me-18Hy), and 5,9-dimethylheptadecane (5Me9Me-17Hy), are synergistic sex pheromone components of the leafminer Lyonetia prunifoliella. Compounds extracted from female pheromone glands were identified by coupled gas chromatographic–electroantennographic detection (GC-EAD), and one compound, 10Me14Me-1-ene-18Hy, also by coupled GC–mass spectrometry. In field trapping experiments, 10Me14Me-1-ene-18Hy, 5Me9Me-18Hy, and 5Me9Me-17Hy singly were unattractive to males but in ternary combination attracted numerous male moths. Attractiveness of the three-component blend significantly exceeded that of two-component blends. No attraction of males to pheromone lures without 10Me14Me-1-ene-18Hy indicates that this compound is essential for pheromone communication of L. prunifoliella. Common C-5 and C-9 methyl branches in lyonetiid pheromone hydrocarbons suggest a common biosynthetic pathway; the presence of 5Me9Me-17Hy and 5Me9Me-18Hy in pheromone blends of L. prunifoliella and Leucoptera malifoliella provides evidence for phylogeny of lyonetiid chemical communication. Determination of the stereoisomeric composition is required to completely describe the pheromone blend of L. prunifoliella and to support the hypothesis of phylogenetically related sex pheromones.
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  • 12
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    Journal of chemical ecology 23 (1997), S. 1291-1320 
    ISSN: 1573-1561
    Keywords: Tsetse fly ; sex pheromone ; gas–liquid chromatography ; mass spectrometry ; methylalkanes ; patterns ; Diptera ; hydrocarbons
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The cuticular methyL-branched alkanes of tsetse flies of the subgenera Glossina (sensu stricto, formerly morsitans) and Nemorhina (formerly palpalis) were identified and quantified by capillary gas–liquid chromatography (GC) and gas chromatography–mass spectrometry (GC-MS). Males of Glossina (Nemorhina) are differentiated from G. (Glossina) by dominant 27-, 28-, and/or 29-carbon backbone trimethylalkanes with the methyl positions at 3,7,11-, 4,8,12-, and 3,7,11-, respectively. All females contain major quantities of long-chain internally branched di- and/or trimethylalkanes that were previously implicated as mediators of sexual behavior in males. Taxa within these two subgroups that are closely related and/or conspecific, based upon conventional morphological and ecological criteria, exhibit similar GC patterns and similar internally branched di- and trimethylalkane isomers in females. Examination of these potentially stimulatory methylalkanes may provide reasons for the reproductive isolation of closely related species from each other.
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  • 13
    ISSN: 1573-1561
    Keywords: Turnip moth ; Agrotis segetum ; Lepidoptera ; Noctuidae ; sex pheromone ; genetics ; population variation ; pheromone production ; behavioral response
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The genetic basis of the differences in female pheromone blend ratio and male behavioral response in the turnip moth,Agrotis segetum, was examined by crossing individuals derived from Scandinavian and Zimbabwean populations. These two populations differ both in the ratio of the three major female pheromone components,Z5–10:OAc,Z7–12:OAc, andZ9–14: OAc and in the behavioral response of the males in both wind-tunnel and field-trapping assays. The female pheromone blend in this study is treated as the log ngZ5–10:OAc/ngZ7–12:OAc and log ngZ9–14:OAc/ngZ7–12:OAc for statistical analysis. The mean log ngZ5–10:OAc/ngZ7–12:OAc, is under control by a major autosomal factor or factors, but it is unclear what genetic factor or factors may control the mean log ngZ9–14:OAc/ngZ7–12:OAc. Frequency distributions of the proportions of each component show wide individual variation and also suggest control ofZ5–10:OAc andZ7–12:OAc by major autosomal factors, which forZ5–10:OAc may show partial dominance. Analysis of male behavioral response to synthetic blends in the wind tunnel yields inconclusive results, but suggests thatA. segetum may have a broad window of response that reflects the range of individual variation in female blends.
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  • 14
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    Journal of chemical ecology 23 (1997), S. 2145-2159 
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Plutellidae ; (Z)-11-hexadecenyl acetate ; (Z)-11-hexadecenal ; Plutella xylostella L. ; diamondback moth ; sex pheromone ; dispenser ; cabbage ; pheromone evaporation rate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract We have investigated the effects of pheromone dispenser design, pheromone release rate, and the products of Z11–16:Ald decomposition on the attractiveness of the pheromone blend (Z)-11-hexadecenyl acetate, (Z)-11-hexadecenal, and (Z)-11-hexadecen-1-ol) in traps to Plutella xylostella males. Rubber minidispensers (K-50) were shown to have an active exposure time of at least two months and in delta traps to be capable of monitoring a population of P. xylostella throughout the summer in Estonia. Pheromone release rates between 8 and 17 ng/hr are recommended for maximum trap catches. The attractive blend contained 15–35% of Z11–16:Ac. Decomposition products of Z11–16:Ald inhibited the activity of the pheromone blend when more than 50% of the aldehyde had decomposed.
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  • 15
    ISSN: 1573-1561
    Keywords: stable fly ; Stomoxys calcitrans (L.) ; pheromone ; sex pheromone ; branched alkanes ; mating stimulant
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Each of 20 methyl-branched and 1,5-dimethyl-branched alkanes that comprise the active principle of saturated hydrocarbons of the female stable fly,Stomoxys calcitrans (L.), was synthesized and evaluated for mating stimulant activity. The compounds that showed the highest degree of activity in bioassays were 15-methyl- and 15,19-dimethyltritriacontanes.
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  • 16
    ISSN: 1573-1561
    Keywords: Fannia canicularis (L.) ; little house fly ; pheromone ; sex pheromone ; (Z)-9-pentacosene ; heneicosan-8-ol acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Chromatograms of the cuticular lipids washed from recently emerged female and maleFannia canicularis (L.) flies were nearly identical, but by the time the flies were 5 days old, the cuticular components of the two sexes differed considerably. A monoolefin which constituted 66% of the cuticular lipid from 5-day-old females stimulated a copulatory response from males and was identified as (Z)-9-pentacosene. The cuticular lipid of the same age males contained only 1% of this compound. Although all the major constituents of the cuticular lipid from mature females were hydrocarbons, 27% of the lipid washed from 5-day-old males was a nonhydrocarbon material that was represented by a single GLC peak. This material was identified as heneicosan-8-ol acetate.
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  • 17
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    Journal of chemical ecology 3 (1977), S. 291-308 
    ISSN: 1573-1561
    Keywords: Lymantria dispar ; gypsy moth ; sex pheromone ; sexual behavior ; disparlure
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The pheromone-mediated behavior of gypsy moth males was studied in both natural and simulated populations in central Pennsylvania. Feral males released into 50-m-diam plots, each with 2 feral females around the perimeter, oriented initially to trees and not to females. Neither exposure to virgin females nor exposure to wicks baited with approx 6 mg disparlure affected the subsequent sexual activity of males released into the 0.2-hectare plots. Males released into untreated plots, following 24 hr exposure in an area treated with approx 37 g/hectare of microencapsulated disparlure, located and mated with feral females within 4 min after release. None of the released males was caught in disparlure-baited Delta traps. In the disparlure-treated plot none of the females was mated. Males within this treated plot continued to search actively but did not settle down on the bark surface and initiate short-range (〈 15 cm) search behavior. In plots testing the effect of various ratios of baited wicks to virgin females on disruption, there was no evidence of mating disruption due to point-source confusion. There were no significant differences in the responses of feral males to either virgin females or the various portions of Hercon wicks placed out in 0.2-hectare plots. In a series of tests using feral virgin females given various treatments to alter their physical and chemical characteristics (i.e., removed wings, denuded abdomen, washed in xylene, etc.), all females elicited the full range of sexual behavior responses of the male moths in natural populations. Apparently, males stimulated by pheromone are capable of using a number of different additional stimuli to initiate and terminate short-range sexual behavior patterns.
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  • 18
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    Journal of chemical ecology 3 (1977), S. 369-376 
    ISSN: 1573-1561
    Keywords: sex pheromone ; sex attractant ; Platynota flavedana ; variegated leafroller moth ; Platynota idaeusalis ; tufted apple bud moth ; (E)-11-tetradecen-1-ol ; (Z)-11-tetradecen-1-ol ; (E)-11-tetradecenyl acetate ; (Z)-11-tetradecenyl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Female tip extracts of the variegated leafroller moth,Platynota flavedana (Clemens), were analyzed and found to contain a mixture of (E)-11-tetradecen-1-ol and (Z)-11-tetradecen-1-ol (9∶1), as well as a mixture of (E)-11-tetradecenyl acetate and (Z)-11-tetradecenyl acetate (2-3∶1). Small amounts of tetradecen-1-ol and tetradecyl acetate probably are also present. In the field, a mixture of the two alcohols (84∶16,E∶Z ratio) attracted significantly more male moths of this species than any other mixture tested. The data indicate that the acetates are probably not used as pheromone components.
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  • 19
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    Journal of chemical ecology 3 (1977), S. 563-577 
    ISSN: 1573-1561
    Keywords: Itoplectis conquisitor (Say) ; sex pheromone ; citral ; neral ; geranial
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A laboratory investigation of theItoplectis conquisitor sex pheromone was initiated to elucidate the structure(s) of the active component(s) of the system. Functional group tests performed on crude virgin female extract classified the pheromone as unsaturated aldehyde(s) and/or ketone(s). Isolation of active fractions by gas-liquid chromatography (GLC) suggested the existence of a multicomponent pheromone system. Analysis by gas chromatography-mass spectrometry indicated the presence of saturated and unsaturated aldehydes including neral and geranial. When mixtures of neral and geranial were bioassayed independently and in combination with other active GLC fractions, they elicited male sexual activity of intensity comparable to that released by the GLC fraction (DEGS E) from which they were isolated. The authors conclude that neral and/or geranial are components of the sex pheromone system of this species.
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  • 20
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    Journal of chemical ecology 4 (1978), S. 451-461 
    ISSN: 1573-1561
    Keywords: Coleoptera ; Dermestidae ; Attagenus megatoma ; canadensis ; japonicus ; schaefferi spurcus ; bicolor ; rufipennis ; elongatulus ; behavior ; sex pheromone ; calling ; bioassay ; black carpet beetle ; megatomoic acid
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Females of severalAttagenus species demonstrated calling behaviors similar to those previously reported forA. elongatulus. Attagenus rufipennis females did not call until they were 12–14 days old. OtherAttagenus species called at approx. 4 days of age. All species exhibited diurnal periods of calling activity. Interspecific pheromone responses were tested, withA. megatoma megatoma, A. megatoma canadensis, A. megatoma japonicus, andA. schaefferi spurcus showing equal cross-responses. Male response to females was demonstrated inA. rufipennis andA. bicolor. Attagenus rufipennis, bicolor, andelongatulus males responded only to female extracts of their own species.
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  • 21
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    Journal of chemical ecology 5 (1979), S. 773-779 
    ISSN: 1573-1561
    Keywords: Synthesis ; sex pheromone ; yellow scale ; Aonidiella citrina ; Homoptera ; Diaspididae ; isomers (E)- and (Z)-3 ; 9-dimethyl-6-isopropyl-5 ; 8-decadien-1-yl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Synthesis of adefinable mixture of the racemicZ andE isomers of 3,9-dimethyl-6-isopropyl-5,8-decadien-1-yl acetate has been achieved. Comparison of these isomers with the natural pheromone of the yellow scale,Aonidiella citrina (Coquillett) resulted in the identification of the pheromone as (E)-3,9-dimethyl-6-isopropyl-5,8-decadien-1-yl acetate.
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  • 22
    ISSN: 1573-1561
    Keywords: San Jose scale ; Quadraspidiotus perniciosus ; sex pheromone ; synthesis ; 7-methyl-3-methylene-7-octen-1-yl propanoate ; (E)- and (Z)-3,7-dimethyl-2,7-octadien-1-yl propanoate ; attractant ; Homoptera ; Diaspididae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Two components of the San Jose scale sex pheromone had previously been identified as 7-methyl-3-methylene-7-octen-1-yl propanoate (I) and (Z)-3,7-dimethyl-2,7-octadien-1-yl propanoate (II). An isomer and various homologs have subsequently been synthesized and tested in a greenhouse bioassay. TheE isomer of II (XI) was found to be attractive to male scales. This compound has now been isolated and identified from airborne extracts of virgin female scales. The composition of the natural pheromone was 48.5%, 46.7%, and 4.8% of I, II, and XI, respectively. In field tests in California and New York, synthetic XI was found to be attractive to male scales alone and in combination with I and II, but there was no obvious increase in trap catch when the synthetic isomers were present in the same ratio as in the natural blend.
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  • 23
    ISSN: 1573-1561
    Keywords: sex pheromone ; sex attractant ; Autographa californica ; Anagrapha falcifera ; alfalfa looper ; celery looper ; attractant Synergist ; Z-7-dodecen-1-ol acetate ; Z-7-dodecen-1-ol formate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In field tests, traps baited with a combination of (Z)-7-dodecen-1-ol acetate (previously proposed to be the sex pheromone ofA. californica) and (Z)-7-dodecen-1-ol formate caught about 100 times as many males as (Z)-7-dodecen-1-ol acetate did alone. Highest catches of males were obtained with traps baited with 0.5 mg of (Z)-7-dodecen-1-ol acetate and 0.1 mg of (Z)-7-dodecen-1-ol formate impregnated on red rubber sleeve stoppers. The celery looper,Anagrapha falcifera, was also caught in traps baited with a combination of these two chemicals.
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  • 24
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    Journal of chemical ecology 3 (1977), S. 251-255 
    ISSN: 1573-1561
    Keywords: stable fly ; Stomoxys calcitrans (L.) ; pheromone ; sex pheromone ; polyene ; mating stimulant ; (Z,Z)-1,7,-13-pentacosatriene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The major component of the cuticular lipids of male stable flies,Stomoxys calcitrans (L.), was identified as (Z,Z)-1,7,13-pentacosatriene. The identification was confirmed by synthesis. This material is of unknown biological function; it is apparently not produced by female stable flies.
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  • 25
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    Journal of chemical ecology 8 (1982), S. 493-506 
    ISSN: 1573-1561
    Keywords: Choristoneurafumiferana (Clem.) ; Lepidoptera ; Tortricidae ; sex pheromone ; mating disruption ; sex attraction
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Male spruce budworm [Chorisloneura fumiferana (Clem.)] moths were held for 3 hr in a wind tunnel and subjected to various concentrations of background synthetic pheromone. They were then exposed to calling females and their response was recorded. The background pheromone was presented either as discrete turbulent plumes or as a uniform permeation throughout the tunnel. The numbers of males wing-fanning and flying in response to the calling females decreased as the concentration of background pheromone increased. Of the males which flew, a higher proportion progressed upwind in the discrete plumes than in the uniform permeation, an indication that structure in the pheromone cloud is necessary for upwind progression. In both discrete plumes and uniform permeation fewer males were able to locate the females (i.e., disruption was greater) as the concentration of synthetic pheromone increased, but for the same total release rates, disruption was greater when the synthetic pheromone was released in discrete plumes rather than in a uniform permeation. This implies that disruption which involves luring males to sources of synthetic pheromone is more effective than masking female plumes by uniform permeation and suggests that it is more efficient to release pheromone from a few potent sources than from numerous low-potency sources.
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  • 26
    ISSN: 1573-1561
    Keywords: Coleoptera ; Chrysomelidae ; Diabrotica ; western corn rootworm ; Mexican corn rootworm ; sex pheromone ; stereospecificity
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The four stereoisomers of 8-methyl-2-decyl propanoate were tested in the United States and Mexico for attractiveness toDiabrotica virgifera virgifera LeConte, the western corn rootworm,D. v. zeae Krysan and Smith, the Mexican corn rootworm, andD. porracea Harold. Males ofD. v. virgifera andD. v. zeae responded strongly to the (2R,8R)-isomer and secondarily to (2S,8R), whileD. ponacea responded exclusively to the (2S,8R)-isomer. The (2S,8S)- and (2R,8S)-isomers were inactive in all tests. Synergism or inhibition was not detected when various mixtures of the isomers were tested withD. v. virgifera. These phenomena were not tested withD. v. zeae andD. ponacea.
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  • 27
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    Journal of chemical ecology 10 (1984), S. 973-982 
    ISSN: 1573-1561
    Keywords: Pea moth ; Cydia nigricana (F.) ; Laspeyresia nigricana Steph. ; Lepidoptera ; Olethreutidae ; sex pheromone ; sex attractant ; gas chromatography ; mass spectrometry ; single-ion monitoring ; electroantennography ; (E,E)-8,10-dodecadien-1-yl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sex pheromone of the pea moth,Cydia nigricana (F.), was identified as (E,E)-8,10-dodecadien-1-ylacetate (E,E8,10–12∶Ac) (approximately 0.1 ng/abdominal tip), in vacuum distillates of virgin female abdominal tips and volatiles emitted by calling females, from its chemical properties and capillary gas chromatography and mass spectrometry data. SyntheticE,E8,10–12∶Ac and the natural pheromone elicited similar quantitative electrophysiological and behavioral responses from male moths. Other related compounds which also attract male moths in the field,viz., (E)-10-dodecen-1-yl acetate, (E,E)-8,10-dodecadien-1-ol, and (E,E)-8,10-dodecadienal, were not detected in the pheromone andE,E8,10–12∶Ac was not found in male moths.
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  • 28
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    Journal of chemical ecology 10 (1984), S. 53-61 
    ISSN: 1573-1561
    Keywords: Melissopus latiferreanus ; Lepidoptera ; Tortricidae ; Olethreutinae ; filbertworm ; sex pheromone ; sex attractant ; (E,E)-8 ; 10-dodecadien-1-ol acetate ; (E,Z)-8,10-dodecadien-1-ol acetate ; conjugated diene isomerization
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    Notes: Abstract (E,E)- and (E,Z)-8,10-Dodecadien-1-ol acetates were identified in a 1∶4.3 ratio in the extract of abdominal tips of female filbert-worm moths,Melissopus latiferreanus (Walsingham). The identifications were based on electroantennogram (EAG) analysis, gas chromatography, mass spectrometry, ozonolysis, and synthesis. TheE,Z isomer produced the stronger EAG response. In the field tests of various ratios ofE,E∶E,Z, the ratio found in the extract captured the most males. The pureE,E isomer initially was not attractive by itself (〈0.1%E,Z) but became attractive after a few days, presumably because of isomerization. TheE, Z isomer (〈0.1%E,E) was attractive initially, but this compound might have isomerized faster than theE,E isomer. A study of the isomerization showed that regardless of the initial mixture of 8,10-dodecadien-1-ol acetate isomers, almost complete equilibration existed after one month. The equilibrium mixture consisted of 9%Z8,E10, 65%E8,E10, 23%E8,Z10, and 3%Z8,Z10. Concentrations in rubber septa (1∶4 ratio ofE,E toE,Z) of 0.03–3.0 mg/septum produced equivalent trap catches.
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  • 29
    ISSN: 1573-1561
    Keywords: Dermacentor variabilis ; Acari ; Ixodidae ; tick ; American dog tick ; sex pheromone ; 2,6-dichlorophenol
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract No detectable sex pheromone, 2,6-dichlorophenol (2,6-DCP), was found inDermacentor variabilis engorged nymphs, teneral females, replete females, or unfed males. The amount of 2,6-DCP present in unfed females of different ages was extremely variable; no relationship between age and 2,6-DCP content in these unfed females was observed. Partially fed virgin females had less 2,6-DCP than unfed females, but there was no change in pheromone content during the course of feeding. Sex pheromone was also found in partially fed males.
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  • 30
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    Journal of chemical ecology 10 (1984), S. 171-175 
    ISSN: 1573-1561
    Keywords: Aquatic insects ; attractant ; caddisfly ; Gumaga ; odor ; pheromone ; scent ; Sericostomatidae ; sex pheromone ; Trichoptera
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Field tests with live, caged females and whole-body extracts of females of the caddisflyGumaga griseola (McLachlan) (Trichoptera: Sericostomatidae) demonstrate, for the first time, the existence of a chemically mediated sexual communication system in this insect order. Both live females and extracts are significantly more attractive to conspecific males than either empty control traps or traps baited withGumaga nigricula (McLachlan) females. Anatomical structures suggest that semiochemicals are widespread in Trichoptera.
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  • 31
    ISSN: 1573-1561
    Keywords: Behavior ; perception ; discrimination ; trap ; sex pheromone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Paired wind-oriented traps (WORT) and single traps were deployed simultaneously in the same field to investigate whether or not inferences about the central nervous system processes of discrimination and perception can be made from differences in moth captures. The stimulus levels deployed were those that typically may be found downwind of a calling virgin female cabbage looper,Trichoplusia ni (Hübner), so that inferences are relevant to natural stimulus intensities. Captures of male cabbage loopers in the WORT traps paralleled prior laboratory measures of pheromone mixture discrimination. The pattern of captures by the two trapping systems probably reflects perceptive and discriminative processing differences in the central nervous system. Captures in traps baited withZ7–12: Ac alone were equal to, or better than, captures in traps baited with three- and six-component mixtures that containedZ7–12: Ac.
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  • 32
    ISSN: 1573-1561
    Keywords: Conophthorus resinosae ; Conophthorus banksianae ; cone beetle ; Scolytidae ; sex pheromone ; repellent ; pityol ; 2-(1-hydroxy-1-methylethyl)-5-methyltetrahydrofuran ; spiroacetal ; 7(E)-methyl-1,6-dioxaspiro[4.5]decane
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Analyses of abdominal extracts and beetle-produced volatiles revealed that femaleConophthorus resinosae andC. banksianae produced optically pure (E)-(+)-pityol [(2R,5S)-(+)-2-(1-hydroxy-1-methylethyl)-5-methyltetrahydrofuran]. In field tests, traps baited with (E)-(±)- or (E)-(+)-pityol captured only males. Addition of host oils to traps baited with pityol did not significantly enhance the capture of males. Males of these former sibling species produced the spiroacetal (5S,7S)-(−)-7-methyl-1,6-dioxaspiro[4.5]decane with high optical purity (96%). Addition of the racemate or the optical isomers of the spiroacetal to traps baited with (E)-(±)-pityol almost completely inhibited the capture of males. It is hypothesized that to ensure their reproductive success, males produce the spiroacetal to repel rival males. Species specificity in pityol and the spiroacetal was not found betweenC. resinosae andC. banksianae, thus supporting their synonymy.
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  • 33
    ISSN: 1573-1561
    Keywords: Plodia interpunctella ; sex pheromone ; pheromone biosynthesis ; Indian meal moth
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Extracts of sex pheromone glands obtained from females ofPloida interpunctella contained detectable amounts of (Z,E,)-9,12-tetradecadien-1-ol acetate (Z9,E12–14:Ac) and (Z,E.)-9,12-tetradecadien-1-ol (Z9,E12–14:OH) 4 hr prior to the first scotophase after adult emergence. The amount of pheromone increased during the first 4 hr of the scotophase and then declined to low levels during the subsequent photophase. Decapitation of females immediately after emergence, prior to expansion of the wings, inhibited production of pheromone during the subsequent 48 hr. Injection of extracts of the heads of 1-day-old females ofP. interpunctella of partially purified extracts of the cephalic ganglia of females of the corn earworm moth into decapitated females stimulated production of bothZ9,E12–14:Ac andZ9,E12–14:OH as well as production of (Z,E)-9,12-tetradecadienal (Z9,E12–14:Al). This aldehyde was subsequently identified from extracts of pheromone glands obtained from naturally calling females as well as from volatiles emitted by calling females. Studies on the terminal steps in biosynthesis of the pheromone showed thatZ9,E12–14:OH was produced from the corresponding acetate and thatZ9,E12–14:Al was produced from the alcohol via the action of an oxidase(s).
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  • 34
    ISSN: 1573-1561
    Keywords: Phyllophaga anxia ; Coleoptera ; Scarabaeidae ; cranberry white grub ; sex pheromone ; chirality ; L-valine methyl ester ; L-isoleucine methyl ester ; electroantennographic detection ; field trapping
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Chiral capillary gas chromatographic–electroantennographic detection (GC-EAD) analysis indicates that L-valine and L-isoleucine methyl esters are the major sex pheromone components released by females of the cranberry white grub, Phyllophaga anxia (LeConte). The GC retention times and GC-mass spectrometry of the two natural compounds were identical to those of authentic standards. Of five reproducible GC-EAD active components revealed with female volatiles, the L-valine and L-isoleucine methyl esters elicited the strongest male antennal responses. The ratio of L-valine and L-isoleucine methyl esters was determined to be 3:1 by analysis of pheromone gland extracts. Chirality was shown to be critical by GC-EAD, since only the L-form of these amino acid methyl esters elicited an EAD response. In field experiments conducted in Massachusetts, a synthetic 3:1 blend of L-valine and L-isoleucine methyl esters on a rubber septum was attractive to P. anxia males.
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  • 35
    ISSN: 1573-1561
    Keywords: Chiral HPLC ; sex pheromone ; Lepidoptera ; Geometridae ; epoxydiene ; stereochemistry ; Mosher's method
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Resolution of insect pheromonal cis-epoxydiene racemates derived from (Z,Z,Z)-3,6,9-trienes with a C18–C23 chain was examined utilizing chiral HPLC columns, and the result showed that a Chiralpak AS column was suitable to separate enantiomers of the 3,4-epoxides, and a Chiralpak AD column was indispensable for the resolution of the racemic 6,7- and 9,10-epoxides. The absolute configuration of the enantiomers of the 3,4- and 9,10-epoxides separated by HPLC was studied after methanolysis of their epoxy rings. Examination of the 1H NMR data from esters of the methoxyalcohols produced by a modified Mosher's method with (S)- and (R)-α-methoxy-α-(trifluoromethyl)phenylacetic acid indicated that the dextrorotatory parent epoxides with a shorter R t were 3S,4R and 9S,10R isomers and the levorotatory enantiomers having a longer R t possessed 3R,4S and 9R,10S configuration. Field tests with both enantiomers of (Z,Z)-6,9-cis-3,4-epoxynonadecadiene separated by HPLC with the chiral column revealed new specific attraction of geometrid forest defoliators, Pachyerannis obliquaria, to the 3R,4S isomer and Zethenia albonotaria nesiotis to the 3S,4R isomer.
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  • 36
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    Journal of chemical ecology 23 (1997), S. 1743-1754 
    ISSN: 1573-1561
    Keywords: Phytocoris relativus ; Miridae ; sex pheromone ; pistachio ; monitoring ; hexyl acetate ; (E)-2-octenyl butyrate
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sex attractant pheromone produced by adult females of the mirid bug Phytocoris retativus has been identified as a 2:1 blend of hexyl acetate with (E)-2-octenyl butyrate. The pheromone is stage-, sex-, and species-specific, attracting only adult male P. relativus. Hexyl acetate was identified in aeration extracts from both sexes, while (E)-2-octenyl butyrate was produced only by females. Both males and females also produced hexyl butyrate and octyl acetate, while only females produced (E)-2-hexenyl and octenyl acetates, and (Z)-3-octenyl acetate. The function(s) of these chemicals were not determined. Attraction of males increased with dose, with doses of 0.1 to 33 mg loaded on grey rubber septa. Attractiveness of rubber septum lures decreased quickly with age due to the volatility of the two pheromone components.
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  • 37
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    Journal of chemical ecology 23 (1997), S. 1833-1850 
    ISSN: 1573-1561
    Keywords: Agrotis segetum ; Lepidoptera ; (Z)-5-decenyl acetate ; (Z)-7-dodecenyl acetate ; (Z)-9-tetradecenyl acetate ; sex pheromone ; individual variation ; repeatability ; effluvia entrainment
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Individual variation of the female sex pheromone signal in Agrotis segetum was determined by gas chromatographic analysis. The individuals varied extensively, both in absolute and relative amounts of the three major pheromone components; Z5–10:OAc, Z7–12:OAc and Z9–14:OAc. Within individuals there was a strong correspondence between the sex pheromone gland content and the signal actually emitted. Both pheromone amounts and proportions of components were correlated with effluvia and extracts; with coefficients of 0.55 for total amounts and 0.66 for proportions. In addition, the repeatability of emitted pheromone components by individual females over three calling periods was high, with correlation coefficients between 0.43 and 0.72. Variation among individual females, however, was observed. There were no significant differences between wild-collected and laboratory-reared females in average ratios of the major pheromone components in pheromone gland extracts, only in total amounts. The biological significance of the inter-individual variation among females is discussed in the context of population dynamics and sexual selection.
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  • 38
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    Journal of chemical ecology 23 (1997), S. 2187-2196 
    ISSN: 1573-1561
    Keywords: Setothosea asigna ; nettle caterpillar ; Limacodidae ; Lepidoptera ; sex pheromone ; (E)-9-dodecenal ; (E)-9,11-dodecadienal ; oil palm ; Elaeis guineensis
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Gas chromatographic–electroantennographic detection (GC-EAD) analyses of female nettle caterpillar, Setothosea asigna, pheromone gland extracts revealed seven antennally active compounds. Based on their retention indices on three fused silica columns (DB-5, DB-23, and DB-210), these compounds were hypothesized and, through comparative GC, GC-EAD and GC-mass spectrometry with authentic standards, confirmed to be Δ10-undecenal, dodecanal, (E)-9-dodecenal (E9–12:Ald), (Z)-9-dodecenal, (E)-9-dodecen-1-ol, (E)-9,11-dodecadienal (E9,11–12:Ald), and (E)-9,11-dodecadienol. E9–12:Ald and E9,11–12:Ald were most abundant in female S. asigna pheromone extracts. In field trapping experiments in Palembang, Indonesia, synthetic E9–12: Ald and E9,11–12:Ald at a 1:1 ratio, but not singly, attracted S. asigna males. Attractiveness of these two aldehydes could not be enhanced further through the addition of their corresponding alcohols and/or other aldehydic candidate pheromone components. Use of E9–12:Ald and E9,11–12:Ald for pheromone-based monitoring of S. asigna populations will require lure formulations that minimize pheromone degradation by ultraviolet radiation and atmospheric oxidation.
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  • 39
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    Journal of chemical ecology 5 (1979), S. 211-219 
    ISSN: 1573-1561
    Keywords: Chrysoteuchia topiaria ; cranberry girdler ; sex attractant ; sex pheromone ; sod webworm ; Z-11-hexadecen-1-al ; Z-11-hexadecen-1-ol
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Z-11-Hexadecen-1-al (Z11-16∶A1), free of theE isomer, was identified in extracts of femaleChrysoteuchia topiaria (Zeller) abdominal tips. In commercial grass seed fields, traps baited with synthetic Z11-16∶A1 were almost as attractive as female-baited traps. An alcohol, thought to be Z-11-hexadecen-1-ol on the basis of gas Chromatographic retention times, was also isolated from the extract.
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  • 40
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    Journal of chemical ecology 5 (1979), S. 415-422 
    ISSN: 1573-1561
    Keywords: Stable fly ; Stomoxys calcitrans (L.) ; pheromone ; sex pheromone ; polyene ; mating stimulant ; (Z,Z)-1,7,13-pentacosatriene
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The four geometrical isomers of 1,7,13-pentacosatriene were synthesized from 1,7-octadiyne. Two of the required isomers were synthesized using known methodology. Hydrogenation of acetylenic linkages were employed to produce predominantly cis alkenes, and alkali metal/amine reduction was used to produce a trans alkene. It was thus possible to produce the (Z,Z) and the (Z,E) isomers. Methods for olefin inversion were then employed to obtain the other two isomers.
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  • 41
    ISSN: 1573-1561
    Keywords: Queensland fruit fly ; Dacus tryoni ; D. neohumeralis ; Diptera ; Tiphritidae ; rectal pheromone gland ; aliphatic amides ; sex pheromone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The secretion from the rectal pheromone glands of maleDacus tryoni andDacus neohumeralis is largely a mixture of six aliphatic amides. In order of decreasing quantity these areN-3-methylbutylpropanamide,N-3-methylbutylacetamide,N-(3-methylbutyl-2-methylpropanamide,N-2-methylbutylpropanamide,N-2-methylbutylacetamide, andN-(2-methylbutyl)-2-methylpropanamide. The proportions of the various amides in the two species are similar.
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  • 42
    ISSN: 1573-1561
    Keywords: Synthesis ; isomers ; 5,7-dodecadienal ; sex pheromone ; Malacosoma disstria ; Malacosoma californicum ; Lepidoptera ; Lasiocampidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract All four geometrical isomers of 5,7-dodecadien-1-ol have been stereoselectively synthesized by using Wittig condensation reactions. (5 Z,7E)-5,7-Dodecadien-1-ol and its corresponding aldehyde are components of the sex pheromone of the forest tent caterpillar. (5 E,7 Z)-5,7-Dodecadienal is a component of the pheromone of the western tent caterpillar. These compounds have been successfully tested in the field.
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  • 43
    ISSN: 1573-1561
    Keywords: American dog tick ; Dermacentor variabilis ; Acarina ; Ixodidae ; sex pheromone ; mating disruption ; 2,6-dichlorophenol ; control
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Treatment ofD. variabilis-infested dogs with formulations of the sex pheromone, 2,6-dichlorophenol, significantly reduced mating by the attached ticks. Aqueous emulsions of a gelatin microcapsule-xylene slurry and a pheromone-loaded, molecular-sieve powder were used. Concentration was an important variable influencing product efficacy. Such formulations combined with an acaricide may prove effective in reducing tick populations on livestock and pets.
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  • 44
    ISSN: 1573-1561
    Keywords: Red-headed pine sawfly ; Neodiprion lecontei ; Hymenoptera ; Tenthredinidae ; electroantennogram ; field tests ; sex pheromone ; 3,7-dimethylpentadecan-2-yl acetate ; 3,7-dimethylpentadecan-2-yl propionate ; optical isomers ; enantiomers ; esters
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Sawfly sex pheromones, the acetate and propionate esters of 3,7-dimethylpentadecan-2-ol, were field tested for activity towardNeodiprion lecontei (Fitch). Only the acetate form of the 2S,3S,7S isomer was active. Field catch decreased with the addition of the 2S,3R,7(R/S) acetate isomer sample. Electroantennogram recordings showed a positive correlation between response and degree to which the chirality of each isomer resembled the attractive isomer.
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  • 45
    ISSN: 1573-1561
    Keywords: (E,Z)-7 ; 9-Dodecadien-1-yl acetate ; European grapevine moth ; Lobesia botrana ; Lepiadoptera ; Tortricidae ; sex pheromone ; purification ; biological activity ; (E,E)-7,9-dodecadien-1-yl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A short synthesis of (E, Z)-7,9-dodecadien-1-yl acetate from propargyl alcohol and 6-bromohexanol via acetylenic-allenic isomerization of the resulting bis-THP-1,9-non-2-yn-diol is described. The field test of several preparations showed that theE,E isomer does not interfere with the biological activity of the pheromone. It was found that the “crude” preparation has higher activity than purified pheromone or virgin females.
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  • 46
    ISSN: 1573-1561
    Keywords: Agrotis segetum ; turnip moth ; Lepidoptera ; Noctuidae ; sex pheromone ; straight-chain acetates ; single-cell recordings ; electroantennography ; behavior ; gas chromatography-mass spectrometry ; entrainment
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Analysis of female abdominal tips ofAgrotis segetum by means of GC-MS showed the presence of 13 aliphatic acetates and alcohols. (Z)-7-Dodecenyl acetate was found to be the main component in the extracts at amounts of about 1 ng/female. (Z)-9-Tetradecenyl acetate and (Z)-7-dodecenol were present to the extent of 49 and 19%, respectively, of the main component. Minor components could be identified as decyl acetate, (Z)-5-decenyl acetate, dodecyl acetate, (Z)-9-dodecenyl acetate, tetradecyl acetate, a tetradecenyl acetate, hexadecyl acetate, a hexadecenyl acetate, (Z)-5-decenol, and (Z)-9-tetradecenol. The presence and biological activity of decyl acetate, (Z)-5-decenyl acetate, and (Z)-7-dodecenyl acetate in the extracts could be detected by GC-EAD. Tested by EAG (Z)-5-decenyl acetate evoked the highest response among pheromone candidates, followed by (E)-5-decenyl acetate and (Z)-7-dodecenyl acetate. Single-cell recordings from 100 male antennal sensilla trichodea revealed receptorcells highly sensitive to (Z)-5-decenyl, (Z)-7-dodecenyl, (Z)-8-dodecenyl, and (Z)-9-tetradecenyl acetate as well as (Z)-5-decenol. The (Z)-5-decenyl, (Z)-7-dodecenyl, and (Z)-9-tetradecenyl acetate receptors were activated significantly also by female extracts. When tested in a tube olfactometer, a blend of decyl, (Z)-5-decenyl, (Z)-7-dodecenyl, and (Z)-9-tetradecenyl acetate evoked the same male response as did female glands. Tested in the field, this blend was more attractive than virgin females. Other authors previously reported many of the compounds identified in the present study. However, both quantitative and qualitative discrepancies exist among the various investigations, possibly due to the existence of geographical races.
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  • 47
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    Journal of chemical ecology 3 (1977), S. 85-99 
    ISSN: 1573-1561
    Keywords: sex pheromone ; Periplaneta americana ; photocycle ; behavior ; habituation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Male sexual response inPeriplaneta americana is influenced by the presence or absence of sex pheromone, the length of time since last exposure to pheromone, the length of that exposure, and the photocycle. Females begin emission of sex pheromone 9 or more days after the molt to adult. The quantity emitted does not appear to be influenced by the photocycle. During the light phase of the photocycle, males only respond to high concentrations of pheromone. They recover quickly after brief exposures, but after prolonged exposures, a second exposure 24 h later elicited responses of lower intensity.
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  • 48
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    Journal of chemical ecology 3 (1977), S. 331-335 
    ISSN: 1573-1561
    Keywords: boll weevil ; Anthonomus grandis (Boheman) ; sex pheromone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Steam distillation of frass of the female boll weevil,Anthonomus grandis Boheman, yielded an extract that was more attractive to males than to females in the laboratory. Extracts purified by TLC were attractive to males only. The active components appear to be alcohols and hydrocarbons.
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  • 49
    ISSN: 1573-1561
    Keywords: Antheraea polyphemus ; sex pheromone ; rhythm of female attractiveness ; male sex attractant rhythms ; pheromone synthesis ; trans-6-cis-11-hexadecadienyl acetate ; trans-6-cis-11-hexadecadienal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract WildAntheraea polyphemus (Cramer) (Lepidoptera:Saturniidae) males were attracted to synthetic pheromone and to laboratory-reared females from 23∶00 (EDT) until dawn. Males were attracted to the synthetic pheromone at a mean time of 01:33 and to the females at 03∶23 (EDT). Synthetic traps accumulated the most males (61 compared to 19 in the female-baited traps), but there was no large difference in catch during the main interval of female attractiveness. Pheromone used in the study was prepared by an improved synthesis that utilizescis-4-nonen-1-yl bromide as a key intermediate.
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  • 50
    ISSN: 1573-1561
    Keywords: German cockroach ; Blattella germanica ; sex pheromone ; absolute configuration ; (3S, 11S)-3 ; 11-dimethyl-2-nonacosanone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The component of the sex pheromone of the German cockroach, 3, 11-dimethyl-2-nonacosanone (compound A), is a chiral compound. The chiral center at C-3 was assigned theS-configuration by ORD studies and PMR studies using a chiral shift reagent.
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  • 51
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    Journal of chemical ecology 10 (1984), S. 1-7 
    ISSN: 1573-1561
    Keywords: Choristoneura fumiferana ; spruce budworm ; sex pheromone ; pheromone release rates ; (E)-11-tetradecenal ; (Z)-11-tetradecenal ; airborne collection
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The rate of pheromone [(E)- and (Z)-11-tetradecenal] release from calling virginChoristoneura fumiferana females and synthetic lures was determined in both static and aerated atmospheres. In a static system ca. 2 ng/hr was recovered per female. Owing to the 〉 75% adsorption onto the females' bodies in static atmospheres, the actual release rate has to be corrected to roughly 9–27 ng/hr, depending on the percentage adsorbed. In the air-flow system, females were found to release between 4 and 20 ng/hr. On a 16∶8 light-dark cycle, calling began 1–2 hr before lights-off and continued nonstop until lights-on. Pheromone was emitted throughout calling, while no pheromone was detected during the noncalling periods.
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  • 52
    ISSN: 1573-1561
    Keywords: Alsophila pometaria (Harris) ; fall cankerworm ; Lepidoptera ; Geometridae ; sex pheromone ; (Z,Z,Z)-3,6,9-nonadecatriene ; (Z,Z,Z,E)-3,6,9,11-nonadecatetraene ; (Z,Z,Z,Z)-3,6,9,11-nonadecatetraene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A sex pheromone extract from fall cankerworm moths,Alsophila pometaria, attracted conspecific males in field tests. Four EAG-active components were isolated from the extract and identified by GC-MS, highfield PMR spectroscopy, and microchemical techniques asn-nonadecane (I), (Z,Z,Z)-3,6,9-nonadecatriene (II), (Z,Z,Z,E)-3,6,9,11-nonadecatetraene (III), and (Z,Z,Z,Z)-3,6,9,11-nonadecatetrane (IV). Studies of the behavioral responses of male moths in a flight tunnel to the isolated components showed II, III, and IV were the major components of the sex pheromone. No sex pheromone behavioral responses were observed for I.
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  • 53
    ISSN: 1573-1561
    Keywords: Z-9-Dodecenyl acetate ; Z-10-tridecenyl acetate ; dodecyl acetate ; sex pheromone ; synergism ; behavior ; wind tunnel ; field trapping ; European grape moth ; Eupoecilia ambiguella ; Lepidoptera ; Tortricidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Attraction ofE. ambiguella males toZ-9-dodecenyl acetate (Z9-12∶Ac), alone and in combination with dodecyl acetate (12∶Ac) orZ-10-tridecenyl acetate (Z10-13∶Ac) was tested in both wind-tunnel and field experiments. In the laboratory, response toZ9-12∶Ac reached a distinct dosage optimum at which attraction was nearly as good as to live females. Addition of 12∶Ac, a minor component of female glands and effluvia, had no effect at low doses ofZ9-12∶Ac and only marginally improved attraction at the optimum. However, inclusion of 12∶Ac with an overdose ofZ9-12∶ Ac fully restored activity. In the field,Z9-12∶Ac alone was not very attractive at any dose; catches markedly increased by adding 12∶Ac and climbed with increasing dose of each compound up to 10 mg. Optimum ratio ofZ9-12∶Ac to 12∶Ac was 1∶1 to 1∶5. Another compound,Z10-13∶Ac, had the same effect as 12∶Ac in the laboratory and the field but was effective at a lower dose. In the field, inclusion of the synergist permits use of high cap loads to attract more males, perhaps from greater distances.
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  • 54
    ISSN: 1573-1561
    Keywords: Earias insulana ; spiny bollworm ; Lepidoptera ; Noctuidae ; sex pheromone ; (E,E)-10,12-hexadecadienal ; trimerization ; Chromatographic analysis ; nuclear magnetic resonance ; mass spectrometry
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sex pheromone ofEarias insulana, (E,E)-10,12-hexadecadienal, may trimerize extensively to form a crystalline trioxane derivative. The structure of the trimer was deduced from its CI-MS and NMR spectra. Capillary GC analysis resulted in the thermal decomposition of the trimer to the monomer. This process could be studied on a 2-m packed column under specific conditions. A convenient separation between the pheromone and its trimer was achieved by TLC. The trimer was inactive in the field, and it has a harmful effect on the performance of the polyethylene dispenser. Material which contains large amounts of the trimer is unsuitable for field use, even if applied at high dosage. The pheromone should be analyzed by NMR or TLC in addition to GC in order to detect the presence of its trimer. The trimerization process is catalyzed by acid which should therefore be completely eliminated from the storing vessels.
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  • 55
    ISSN: 1573-1561
    Keywords: Molecular modeling ; SAR ; Lepidoptera ; Pyralidae ; Ostrinia nubilalis ; European corn borer moth ; sex pheromone ; attractant
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Structure-activity relationship (SAR) observations were made for theZ-type European corn borer moth pheromone, (Z)-11-tetradecen-1-ol acetate, and a series of analogs with fluorination in the alcohol portion of the molecule. The attractiveness of these analogs and the pheromone was compared to the electrostatic potential map of the molecular mechanics (MM) minimized lowest energy conformation for each compound. A critical range of electrostatic potential on the protons of the double-bond appears to be essential for optimal acceptor fit and attractiveness.
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  • 56
    ISSN: 1573-1561
    Keywords: Rhagoletis cerasi ; cherry fruit fly ; Diptera ; Tephritidae ; EAG ; volatiles ; extracts ; sex pheromone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Fractions obtained by chromatographic separation of extracts and volatiles from maleRhagoletis cerasi flies were tested for biological activity on females under laboratory conditions. During the bioassays, the number of incoming flies as well as the time spent by individual flies on the area of stimulus were taken under consideration. Two distinct types of female behavior were observed, i.e., attraction and arrestant behavior. GC-MS analysis of biologically active fractions resulted in tentative identification of 75 compounds. EAG screening for 27 of these compounds was performed, and subsequent laboratory bioassays resulted in the confirmation of arrestant activity for various mixtures of eight fatty acids (octadecanoic, nonadecanoic, eicosatetraenoic, eicosapenaenoic, eicosaenoic, heneicosanoic, docosahexenoic, and docosanoic). Following EAG tests and laboratory bioassays, a possible mode of chemical communication of this species with sex pheromones is proposed.
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  • 57
    ISSN: 1573-1561
    Keywords: Lobesia botrana ; European grape moth ; sex pheromone ; mating disruption ; insect marking technique
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Disruption experiments were carried out under vineyard conditions and in the laboratory. Males from laboratory cultures were conditioned in an atmosphere permeated with pheromone (E7 Z9-12Ac), marked externally with fluorescent powder, and released in the middle of vine plots. They were then trapped in a series of traps baited with virgin females or dispensers loaded with various amounts of pheromone. Over 10,000 males were released in these experiments between 19 May and 22 July. Electroantennography tests were used for studying olfactory sensitivity in pheromone-permeated air by measuring the EAG responses of male antennae in constant pheromone air-flows. The conclusion is that both sensory adaptation and central nervous system habituation mechanisms acted simultaneously in air laden with pheromone, but they are probably not relevant when concentrations are of the same order of magnitude as those obtained under field conditions in which mating disruption methods are used for controlling the European grape moth.
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  • 58
    ISSN: 1573-1561
    Keywords: Telenomus euproctidis ; phoresy ; kairomone ; sex pheromone ; Euproctis taiwana ; Euproctis pseudoconspersa ; egg parasitoid ; tussock moth
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The egg parasitoid, Telenomus euproctidis Wilcox (Hymenoptera: Scelionidae), is phoretic on females of two allopatrically distributed tussock moths, Euproctis pseudoconspersa (Strand) and Euproctis taiwana (Shiraki) (Lepidoptera: Lymantriidae). Crossing experiments between the two regional parasitoid strains indicated no evidence for their reproductive isolation. More wasps were found on the locally occurring host, E. pseudoconspersa, than on E. taiwana, when virgin females of the two moth species were exposed concurrently in the field for 24 hr in Ibaraki Japan. In Ibaraki, many wasps were caught in traps baited with the synthetic sex pheromone of E. pseudoconspersa, 10,14-dimethylpentadecyl isobutyrate (10Me14Me-15:iBu), but none with that of E. taiwana, (Z)-16-methyl-9-heptadecenyl isobutyrate (16Me-Z9-17:iBu) or blank traps. In Okinawa, Japan, more wasps were found on E. taiwana than on E. pseudoconspersa, and many wasps were caught in traps baited with 16Me-Z9-17:iBu, but only a few with 10Me14Me-15:iBu, and none with blank traps. These results suggest that local wasp strains discriminate between the two sex pheromones, and they strongly prefer the sex pheromone of the moth occurring at their location.
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  • 59
    ISSN: 1573-1561
    Keywords: Agrotis ipsilon ; sex pheromone ; gas chromatography/high-resolution mass spectrometry ; pheromone biosynthesis activating neuropeptide ; cis-7-dodecenyl acetate ; cis-9-tetradecenyl acetate ; cis-11-hexadecenyl acetate ; polymorphism
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sex pheromone blend of a European strain of the black cutworm moth, Agrotis ipsilon (Hufnagel), was investigated. Chemical analyses of pheromone gland extracts from 4- to 8-day-old females showed that individual isolated glands contained only very small amounts of pheromone. High-resolution gas chromatography combined with mass spectrometry (GC–MS) analyses showed the presence of cis-7-dodecenyl acetate (Z7-12:Ac), cis-9-tetradecenyl acetate (Z9-14:Ac), cis-11-tetradecenyl acetate (Z11-14:Ac), cis-11-hexadecenyl acetate (Z11-16:Ac), and cis-11-hexadecenol (Z11-16:OH) in biologically active pheromone gland extracts. Removing 27-12: Ac, Z9-14:Ac, or Z11-16:Ac from the complete gland extract by GC trapping techniques strongly reduced the attractiveness of the pheromone blend tested in a wind tunnel. Lack of cis-5-decenyl acetate (Z5-10:Ac) or Z11-16:OH did not affect the blend attractiveness. Chemical and behavioral analyses showed that pheromone components are produced during photophase, at least 2 hr before lights off. Quantitative data showed that decapitation inhibited the production of Z7-12:Ac, Z9-14:Ac, Z11-14:Ac, Z11-16:Ac, and Z11-16:OH, but production in decapitated females was stimulated in response to injection of synthetic Heliothis zea PBAN (pheromone biosynthesis activating neuropeptide) or A. ipsilon brain–subesophageal (Br-SEG) homogenates. Moreover, upon injecting BR-SEG homogenates, other minor components were detected, which were tentatively identified as cis-8-dodecenyl actetate (Z8-12:Ac) and Z5-10:Ac. Our study demonstrated that Z11-l6:Ac is one of the main active components produced by the pheromone gland of this European population of A. ipsilon, in addition to Z7-12:Ac/Z9-14:Ac, which were investigated in a previous behavioral analysis. All these data strongly suggest that some polymorphism is present in pheromone communication in different strains of A. ipsilon.
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  • 60
    ISSN: 1573-1561
    Keywords: Bephratelloides pomorum ; B. cubensis ; Annona muricata ; portable EAG ; sex pheromone ; Hymenoptera ; Eurytomidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Field experiments showed that males of the seed-feeding, Neotropical wasp Bephratelloides pomorum are strongly attracted to females. That this attraction was semiochemically mediated was demonstrated by both the response of male antennae to the whole-body extract of females and by behavioral bioassays. In the field, males were captured in traps baited with female thoraces, but not with other body parts (abdomen and head). Volatiles collected from the headspace of female wasps or whole-body extracts, concentrated and transferred to cotton plugs, elicited a full sequence of sexual behavior in male wasps. The attraction of males to female-baited traps showed a peak of activity at noon, but in indoor bioassays male responded to female extracts even at night.
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  • 61
    ISSN: 1573-1561
    Keywords: Anaglyptus subfasciatus ; Coleoptera ; Cerambycidae ; sex pheromone ; methyl phenylacetate ; trap catches ; synergism
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A combination of the synthetic sex pheromone [a 125:1 blend of (R)-3-hydroxy-2-hexanone and (R)-3-hydroxy-2-octanone] with methyl phenylacetate captured significantly moreAnaglyptus subfasciatus Pic females than either the sex pheromone or methyl phenylacetate did alone.
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  • 62
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    Journal of chemical ecology 5 (1979), S. 891-900 
    ISSN: 1573-1561
    Keywords: sex pheromone ; San Jose scale ; Quadraspidiotus perniciosus ; Diaspididae ; (Z)-3,7-dimethyl-2,7-octadien-1-yl propanoate ; 3-methylene-7-methyl-7-octen-1-yl propanoate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sex pheromone of the San Jose scale,Quadraspidiotus perniciosus (Comstock), was isolated from airborne collections on Porapak Q. Two components, present in approximately equal amounts, were identified as (Z)-3,7-dimethyl-2,7-octadien-1-yl propanoate and 3-methylene-7-methyl-7-octen-1-yl propanoate. Greenhouse bioassays and field tests have shown that the compounds are independently attractive to male San Jose scale. These structures are compared with those of other known scale pheromones.
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  • 63
    ISSN: 1573-1561
    Keywords: Synthesis ; sex pheromone ; San Jose scale ; Quadraspidiotus perniciosus ; 7-methyl-3-methylene-7-octen-1-yl propanoate ; (Z)-3,7-dimethyl-2 ; 7-octadien-1-yl propanoate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The two components of the sex pheromone of the San Jose scale,Quadraspidiotus perniciosus (Comstock) were synthesized. The first component, 7-methyl-3-methylene-7-octen-1-yl propanoate, was obtained by the addition of a 4-methyl-4-penten-1-yl copper complex to 3-butyn-1-yl propanoate (or 3-butyn-1-yl trimethylsilyl ether). Reaction of the same copper complex with propyne followed by treatment with carbon dioxide gave a key intermediate in the stereoselective synthesis of (Z)-3,7-dimethyl-2,7-octadien-1-yl propanoate, the second component of the pheromone.
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  • 64
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    Journal of chemical ecology 7 (1981), S. 285-290 
    ISSN: 1573-1561
    Keywords: Abstinon ; sex pheromone ; Glossina ; Musca ; Diptera ; Muscidae ; homosexual mating inhibitor
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Glossina morsitans morsitans Westwood andMusca domestica Linne have an efficient strategy for preventing wasteful homosexual activity in males: hexane-soluble substances on the cuticle of the male flies terminate courting by other males on contact. The inhibitory activity of these materials is demonstrated by the abstention of males from mating with females treated with male extract.
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  • 65
    ISSN: 1573-1561
    Keywords: Dermacentor variabilis ; Dermacentor andersoni ; 2,6-dichlorophenol ; sex pheromone ; neutral lipid ; sex pheromone glands ; ticks
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Evidence is presented indicating the presence of the tick sex pheromone, 2,6-dichlorophenol in lipid droplets in the foveal glands ofDermacentor variabilis (Say) andDermacentor andersoni Stiles. The pheromone appears to be dissolved in the lipid droplets. The droplets consist of neutral lipids, mostly triacylglycerides and cholesterol esters. The esterified fatty acid profiles of foveal gland triacylgylcerides are different from those of other tissues examined or reported for other ticks. The percentage of shorter chain, mostly saturated fatty acids were decreased, while the longer chain polyunsaturated fatty acids were increased. The biological advantages of lipid solution for storage, translocation, and release of the sex pheromone from the female tick are discussed.
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  • 66
    ISSN: 1573-1561
    Keywords: Disruption of communication ; Oriental fruit moth ; Grapholitha molesta ; Lepidoptera ; Tortricidae ; sex pheromone ; sex attractant ; (Z)-8-dodecenyl acetate ; (E)-8-dodecenyl acetate ; (Z)-8-dodecen-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The relative efficacy of disruptant blends comprised of different combinations of the Oriental fruit moth's pheromone components was determined in field tests. Disruption was evaluated by comparing male moth catch at synthetic and female-baited traps in disruptant and non-treatment areas. Three atmospheric dosages of a 8-dodecenyl acetate (93.5%Z∶6.5%E) blend, representing two successive 10-fold decreases in concentration (2.5 × 10−2 g/hectare/day to 2.5 × 10−4 g/hectare/day) were tested alone and in combination with an additional percentage of (Z)-8-dodecen-1-ol. Male moth orientation to traps was eliminated in plots exposed to the two highest binary acetate dosages. However, significantly more males were captured in synthetic-baited traps in the lowest acetate-alone treatment, indicating a diminution of disruption efficiency. In contrast, inclusion of (Z)-8-dodecen-1-ol in the disruptant blend effected essentially complete disruption of orientation at all concentrations tested. Mating success ofG. molesta pairs confined in small cages apparently was not affected by the presence of relatively high concentrations of the binary acetate and the acetate-alcohol blends. This suggests that habituation and/or adaptation of male response, at least for comparatively “close-range” behaviors, did not occur.
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  • 67
    ISSN: 1573-1561
    Keywords: American cockroach ; Periplaneta americana ; Orthoptera ; Blattidae ; sex pheromone ; periplanone B ; locomotion ; orientation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Bioassays were performed on malePeriplaneta americana L. using concentrations of (±)-periplanone B of 10−9-10−3 μg and a serial dilution of natural female sex pheromone extract. Synthetic (±)-periplanone B stimulated the complete repertoire of behavior released by the extract: increased rate of locomotion, upwind orientation, and the wingraising component of courtship display. Quantitative behavioral comparisons of the activity of natural extracts prepared by this and other laboratories are possible by the standardization of the stimulus in terms of μg of (±)-periplanone B applied per assay.
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  • 68
    ISSN: 1573-1561
    Keywords: Western avocado leafroller ; Amorbia cuneana ; sex pheromone ; Tortricidae ; (E,E)- and (E,Z)-10,12-tetradecadien-1-ol acetate ; Lepidoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The major volatile components in the extract of the female sex pheromone gland ofAmorbia cuneana consisted of (E,E)- and (E,Z)-10,12-tetradecadien-1-ol acetates. The identification was based on electroantennogram bioassay of gas Chromatographic effluent from sex pheromone gland extract, relative retention times on polar and nonpolar gas chromatographic columns, chemical degradation (ozonolysis, saponification), mass spectrometry, chemical synthetic methods, and field tests. Based on mass spectrometry and retention times by capillary gas chromatography, traces of (E)-10-tetradecen-1-ol acetate and 1-tetradecanol acetate were also present in the extract. Traps baited with a combination of synthetic (E,E)- and (E,Z)-10,12-tetradecadien-1-ol acetates caught more males than did traps baited with females.
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  • 69
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    Journal of chemical ecology 3 (1977), S. 497-506 
    ISSN: 1573-1561
    Keywords: Tobacco budworm ; virelure additives ; Heliothis virescens ; pheromone antioxidants ; sex pheromone ; pheromone dispensers
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Formulations of virelure, the synthetic sex pheromone of the tobacco budworm,Heliothis virescens (F.), were developed, bioassayed in traps in field cages, and used in traps to survey populations in plant hosts. Virelure (10 mg) laminated between thin sheets of vinyl polymer plastic was attractive to male moths for 21 days, and attractiveness did not regress appreciably for the first 7 days. Another dispenser was an 8 × 30-mm cigarette filter encased in a glass shell vial. A mixture of 10 μl (Z)-11-hexadecenal and 0.5 μl (Z)-9-tetradecenal, the pheromone components, formulated with wheat germ oil andd-alpha tocopherol (9∶1) in 0.5 ml CH2Cl2 (WGOE) was still attractive to males after 5 days. Cottonseed oil, polyethylene glycol 600 distearate (peg-600-d), and peg-6000-d also inhibited excessive vaporization and oxidation of virelure. Virelure (21.25 μl) formulated on filters with WGOE and used as bait (replaced weekly) in survey traps caught 27,263 males in 1975; analysis of catches each day for 7-day periods showed that most males were caught within 3 days after baiting, and attractiveness regressed considerably during the last 3–4 days of each week. Four ratios of virelure components were tested as bait (20 mg) in saucer-type pheromone traps, and the 16∶1 ratio caught significantly more male moths than ratios of 24∶1, 32∶1, or 40∶1.
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  • 70
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    Journal of chemical ecology 4 (1978), S. 41-45 
    ISSN: 1573-1561
    Keywords: sex pheromone ; Spodoptera frugiperda ; fall armyworm ; (Z)-9-dodecen-1-ol acetate ; pheromone dispenser ; trapping
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Laminated plastic strips and polyethylene vials used for dispensing (Z)-9-dodecen-1-ol acetate attracted maleSpodoptera frugiperda (J.E. Smith) in similar numbers for comparable periods. Addition of an antioxidant to the pheromone dispensed from the polyethylene vials did not significantly increase the period of effectiveness. The laminated plastic strips were acceptable dispensers of pheromone bait for attractingS. frugiperda males to sticky traps in the field.
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  • 71
    ISSN: 1573-1561
    Keywords: Phthorimaea operculella (Zeller) ; potato tuberworm moth ; sex pheromone ; attractant ; trans-4,cis-7-tridecadien-1-ol acetate ; trans-4,cis-7 ; cis-10-tridecatrien-1-ol acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Male potato tuberworm moths are attracted by a mixture oftrans-4,cis-7-tridecadien-1-ol acetate andtrans-4,cis-7,cis-10-tridecatrien-1-ol acetate. The synthesis of both compounds is described. Overall yields were 14.4 and 9.5% after distillation. The products were purified by liquid chromatography. Mixtures of these compounds in several ratios and quantities were tested in potato fields in Australia, Peru, and Cyprus. The largest catches were obtained from water pan traps baited with rubber sleeve stoppers containing both components in ratios varying between 1∶9 and 9∶1. The stoppers were attractive over a period of several months even under hot weather conditions.
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  • 72
    ISSN: 1573-1561
    Keywords: Western spruce budworm ; Choristoneura occidentalis ; sex pheromone ; attractants ; moth behavior ; chemical identification
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Chemical analyses and field bioassays showed a mixture of 92% (E)- and 8% (Z)-11-tetradecenal to be the sex attractant pheromone of the western spruce budworm,Choristoneura occidentalis Freeman. Females were also found to emit small amounts of the corresponding acetates and alcohols, but these components were not active in the bioassay. In contrast, in whole female tip extracts, (E)-11-tetradecenyl acetate predominates, and aldehyde pheromone components are present in lesser quantities, suggesting that final biosynthesis of pheromone takes place just prior to or during emission. At release rates approximating that of the female (2–4 ng/hr), a 92∶8E∶Z blend of the synthetic aldehydes was at least as attractive as live females. Addition of the corresponding acetates or alcohols up to 50% of the aldehyde content did not significantly enhance or inhibit attraction. No major differences were apparent in pheromone production of females from a laboratory stock or from field collections from diverse geographic locations ranging from Colorado to British Columbia.
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  • 73
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    Journal of chemical ecology 8 (1982), S. 545-556 
    ISSN: 1573-1561
    Keywords: Chrysomelidae ; Diabrotica ; western corn rootworm ; northern corn rootworm ; Mexican corn rootworm ; sex pheromone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A sex pheromone has been isolated and identified from virgin females of the western corn rootworm (WCR),Diabrotica virgifera virgifera LeConte. The synthesized compound, racemic 8-methyl-2-decanol propanoate, was equal in attraction to the natural pheromone when tested in the field as a trap bait against three taxa ofDiabrotica known to respond to pheromone extracts from female WCR. Five taxa (D. virgifera virgifera; D. virgifera zeae Krysan and Smith, Mexican corn rootworm;D. longicornis barberi Smith and Lawrence, northern corn rootworm;D. longicornis longicornis (Say); andD. porracea Harold) were attracted to traps baited with 8-methyl-2-decanol propanoate. The response of male northern corn rootworms (NCR) in the field peaked at a relatively low concentration of 8-methyl-2-decanol propanoate and then was severely reduced at the higher concentrations tested. Conversely, the response of male WCR in the field continued to increase up to the highest dose tested.
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  • 74
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    Journal of chemical ecology 8 (1982), S. 663-670 
    ISSN: 1573-1561
    Keywords: Pandemis heparana ; sex pheromone ; Lepidoptera ; Tortricidae ; gas chromatography ; mass spectrometry ; insect behavior ; (Z)-11-tetradecen-1-yl acetate ; (Z)-9-tetradecen-1-yl acetate ; (Z)-11-tetradecenl-ol ; tetradecyl acetate ; dodecyl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract 90% (Z)-11-tetradecen-1-yl acetate, 5% (Z)-9-tetradecen-1-yl acetate, 5% (Z)-11-tetradecen-1-ol, dodecyl acetate (〈1%), and tetradecyl acetate (〈1%) were identified from gland extracts ofPandemis heparana females by gas chromatography and gas chromatography-mass spectrometry analysis (including mass fragmentography studies), chemical characterization, total synthesis, laboratory and field bioassays. In the field, a mixture of (Z)-11-tetradecen-l-yl acetate and (Z)-9-tetradecen-l-yl acetate (95∶5) was found to be essential for attractiveness ofP. heparana males.
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  • 75
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    Journal of chemical ecology 8 (1982), S. 973-980 
    ISSN: 1573-1561
    Keywords: (E, Z)-7,9-Dodecadien-1-yl acetate ; European grapevine moth ; Lobesia botrana ; Lepidoptera ; Tortricidae ; sex pheromone ; photoisomerization ; conjugated diene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Photo- and radical isomerization of (E, Z)-7,9-dodecadien-1-yl acetate (DDA) leads to an equilibrium mixture of all four possible geometric isomers of 7,9-DDA in the ratio ofE,E, 69–76%;Z,E, 11–13%;E, Z, 12–15%; andZ, Z, 1–3%. Iodine catalysis of the isomerization takes place even in dark at room temperature and is probably a radical reaction.
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  • 76
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    Journal of chemical ecology 10 (1984), S. 153-160 
    ISSN: 1573-1561
    Keywords: Choristoneura retiniana ; Lepidoptera ; Tortricidae ; sex pheromone ; sex attractant ; forset insects ; Tortricidae ; insect behavior ; E- andZ-11-tetradecenyl acetates ; E- andZ-11-tetradecenol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Sex pheromone components collected from femaleChristoneura retiniana included 11-tetradecenyl acetates and alcohols. The major component wasE-11-tetradecenyl acetate (E11–14∶Ac) with a lesser amount ofZ isomer necessary to induce male response. A 92∶8 ratio ofE,Z11–14∶ Ac appeared optimal. The alcohol component was present at about 10% of the total pheromone mixture, and traps baited with acetates plus alcohol surpassed unmated females in their degree of attractiveness. Chemical analysis indicated a 9∶:1 ratio of theE — Z isomers of 11-tetradecenyl alcohol (11–14∶ol) pheromone components, although bait formulations containing a predominance of either theE orZ isomers were equally successful in field bioassays. Based on male response to traps,E- andZ11–14∶Ac (92∶8E — Z) are essential pheromone components for long-range sex attraction. The 11–14∶ ol enhanced attraction when added at 10% of the total pheromone blend.
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  • 77
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    Journal of chemical ecology 10 (1984), S. 1579-1596 
    ISSN: 1573-1561
    Keywords: Alsophila pometaria(Harris) ; fall cankerworm ; Lepidoptera ; Geometridae ; sex pheromone ; (Z,Z,Z,E)-3,6,9,11-nonadecatetraene ; (Z,Z,Z,Z)-3,6,9,11-nonadecatetraene ; (Z,Z,Z)-3,6,9-nonadecatriene ; synthesis ; hydrocarbons
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract (Z,Z,Z,E)-3,6,9,11-Nonadecatetraene and (Z,Z,Z,Z)-3,6,9,11-nonadecatetraene, sex pheromone components ofAlsophila pometaria, were synthesized by stereoselective Wittig reactions and found to be spectroscopically and chromatographically identical to isolated natural material. Flight-tunnel bioassays and field-trapping experiments confirmed that the two tetraenes together with (Z,Z,Z)-3,6,9-nonadecatriene are sex pheromone components. While traps baited with either tetraene individually captured conspecific males in field-trapping experiments, addition of the triene, which captured no males by itself, to either tetraene resulted in synergistic responses.
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  • 78
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    Journal of chemical ecology 10 (1984), S. 913-921 
    ISSN: 1573-1561
    Keywords: Crab ; Callinectes sapidus ; sex pheromone ; crustecdysone ; molting hormone ; HPLC ; mass spectrometry ; bioassay ; DCI ; desorption chemical ionization
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The molting hormone/sex pheromone hypothesis of Kittredge and Takahashi (1972) and Kittredge et al. (1971) was explored inC. sapidus. Two concentrations of crustecdysone (5 × 10−5 M and 5 × 10−6 M) were presented to male crabs in a bioassay system in which courtship behavior was monitored. The results demonstrate that crustecdysone does not stimulate courtship in this species. The physical properties of crustecdysone were also compared to those of the partially purified sex pheromone derived from pubescent females. Using HPLC and mass spectral analysis, no correspondence of crustecdysone with the bioactive material could be shown. These results, in conjunction with the findings of others, do not support an evolutionary relationship between the molting hormone and sex pheromone communication in the Crustacea.
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  • 79
    ISSN: 1573-1561
    Keywords: Corn earworm ; Heliothis zea ; Lepidoptera ; Noctuidae ; flight tunnel ; sex pheromone ; moth behavior
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Each of the four compounds that have been identified from sex pheromone glands ofHeliothis zea female moths was examined for its ability to elicit sexual responses from male moths in a flight tunnel. Males flew upwind to (Z)-11-hexadecenal alone, but greater levels of behavioral activity were evoked with the addition of (Z)-9-hexadecenal to the treatment. Addition of hexadecanal or (Z)-7-hexadecenal to the initial two components had no effect in raising the behavioral response of the males in the flight tunnel whether added singularly at both the normal gland-emission ratio or at varying ratios or in combination at the normal ratio. Live, calling females elicited levels of sexual activity from males not significantly different from that elicited by the mixture of (Z)-11- and (Z)-9-hexadecenal on cotton wicks.
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  • 80
    ISSN: 1573-1561
    Keywords: Pheromonetrap placement ; western spruce budworm ; modoc budworm ; Choristoneura occidentalis ; Choristoneura retiniana ; Lepidoptera ; Tortricidae ; sex pheromone ; sex attractant
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Pheromone-baited traps located close to both host and nonhost crowns were more attractive than traps located between crowns for bothC. occidentalis Freeman andC. retiniana (Walsingham) at both 10 m and at 1.5 m above the ground. At 10 m height, traps located in host foliage were more attractive than those located in nonhost foliage, but at 1.5m height there was no significant difference. These results were obtained for both dense and sparse populations ofC. occidentalis and sparse populations ofC. retiniana. We conclude that the tree species on which a virgin female is located is not an important factor restricting mating between closely relatedChoristoneura spp. Also, the tree species on which a trap is located may not be an important factor that must be standardized in developing pheromone monitoring systems forC. occidentalis andC. retiniana.
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  • 81
    ISSN: 1573-1561
    Keywords: Hairpencils ; sex pheromone ; Heliothis ; autosomes ; sex chromosomes
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Pheromone produced by the hairpencil glands of interspecific hybrid- and backcross-generation males from crosses betweenHeliothis virescens (F.) withH. subflexa (Gn.) was studied. Males of reciprocal F1 hybrids, all of which had hairpencil glands morphologically similar to those ofH. virescens, produced neither the same pheromone blend nor amounts of pheromone that were produced by males ofH. virescens. Instead, these hybrid males produced pheromone that was quantitatively and qualitatively similar to that produced byH. subflexa. Hairpencil gland extracts from males obtained from backcrossing F1 females of either cross to males ofH. subflexa were the same as those ofH. subflexa. However, extracts from backcross males of crosses between F1 females andH. virescens were variable. Some extracts from these backcross males were like those ofH. virescens while others were either likeH. subflexa or were intermediate between those of the parent species. These results showed that the production of pheromone by the hairpencil glands of hybrid and backcross males is under the dominant regulation of autosomal genes of theH. subflexa genome.
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  • 82
    ISSN: 1573-1561
    Keywords: Caneborer ; sugarcane ; trapping ; electroantennogram ; sex pheromone ; attractant ; Insecta
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The composition of the sex pheromone ofSesamia grisescens was investigated using gas chromatography, electroantennograms, and field trapping. (Z)-11-Hexadecenyl acetate and (Z)-11-hexadecenol were identified in field tests as the major attractants. Trapping trials identified a 3:2 blend of these compounds as the most effective bait. Gas chromatography indicated the presence of hexadecyl acetate. (Z)-9-hexadecenyl acetate, (Z)-9-hexadecenol, and (E)-11-hexadecenyl acetate in the pheromone gland, but these compounds had no significant effect on trap catches when added to the major components. Traps baited with the major components in a 1:1 ratio caught more male moths than traps baited with virgin females.
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  • 83
    ISSN: 1573-1561
    Keywords: Matsucoccus josephi ; Coccoidae ; Homoptera ; Matsucoccidae ; pine bast scales ; sex pheromone ; absolute configuration ; (2E,5R,6E,8E)-5,7-dimethyl-2,6,8-decatrien-4-one
    Source: Springer Online Journal Archives 1860-2000
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    Notes: Abstract The absolute configuration of the sex pheromone of the Israeli pine bast scale,Matsucoccus josephi, was determined as (2E,5R,6E,8E)-5,7-dimethyl-2,6,8-decatrien-4-one, designated here asR-E with 10% (2E,5S,6E,8E)-5,7-dimethyl-2,6,8-decatrien-4-one, designated asS-E. The chirality of the quantitatively minorZ isomer was (2E,5R,6Z,8E)-5,7-dimethyl-2,6,8-decatrien-4-one (R-Z). Chiral assignments were made by comparative gas chromatographic (GC) analysis of naturalM. josephi pheromone with stereoselectively synthesized stereoisomers on a chiral Cyclodex-B column, which separated the enantiomers with baseline resolution. In gas chromatographic-electroantennographic detection (GC-EAD) analysis of the racemicZ andE isomers, the latter elicited the stronger antennal response by maleM. josephi. In GC-EAD of all four stereoisomers, employing the chiral column,R-E was the most active stereoisomer. In field testsR-E attracted 10 times more males ofM. josephi than didS-E. The racemicE/Z pheromone mixture, containing all four stereoisomers in approximately equal amounts, attracted as many maleM. josephi as did an equivalent amount ofR-E, indicating that the other stereoisomers are not inhibitory. The same keto-diene moiety with the same chiral center and configuration in all three known Matsucoccidae sex pheromones implies a common biosynthetic pathway and phylogenetic relationship.
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  • 84
    ISSN: 1573-1561
    Keywords: Codling moth ; Cydia pomonella ; sex pheromone ; (E,E)-8,10-dodecadien-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract When the nine identified components in the effluvium of calling female codling moths were compared to pure synthetic (E,E)-8,10-dodecadien-1-ol in flight-tunnel tests, equal responses were obtained over a concentration range of 300-fold. When synthetic (E,E)-8,10-dodecadien-1-ol was compared to extract of female sex pheromone glands by a male wing-flutter bioassay, or in flight-tunnel tests, equal responses were obtained over a concentration range of 1000-fold. The sum total of these and previous studies indicate that the codling moth sex pheromone consists of only one component.
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  • 85
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Tortricidae ; Lobesia botrana ; sex pheromone ; pest control ; mating disruption ; electroantennogram ; field EAG ; vineyard
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The spatial distribution of the pheromone of the grape vine moth.Lobesia botrana (Lepidoptera: Tortricidae), was measured in vineyards treated for mating disruption by using an electroantennogram technique (EAG). Five hundred dispensers per hectare, each containing 0.1 g of the main component of the sex pheromone (E,Z)-7,9-dodecadienyl acetate (E7,Z9-12: Ac) were evenly distributed in the experimental vineyards. The EAG amplitudes measured in the experimental plots were transformed into relative pheromone concentrations by means of a calibration curve. Mean relative pheromone concentrations in the center of a treated plot reached 2.31 × 10−4 relative units. No significant differences in the mean relative pheromone concentrations were found between replicate plots (P 〉 0.01). The mean relative pheromone concentrations measured within one plot along a transect at 5-m intervals also showed no significant differences between the sites. These results indicate that inside the borders of treated areas the pheromone was evenly distributed. No sites with significantly lower pheromone concentrations, frequently assumed to be the cause for higher trap catches in some areas, were found. However, the mean relative pheromone concentration rapidly declined more than 100-fold outside the border of the treated plot. At 10 m from the treated area, the EAGs showed no significant difference compared to the EAGs recorded in an untreated area. A rapid drop in the mean relative pheromone concentration was also found on a vertical transect through the canopy of the vineyard. Measurements in an untreated control block gave a mean antennal response approximately 1000-fold lower than in a nearby pheromone treated plot. The significance of the variation in the pheromone distribution for the success of the mating-disruption method is discussed.
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  • 86
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; Ostrinia furnacalis ; sex pheromone ; corn borer ; (E)-12-tetradecenyl acetate ; (Z)-12-tetradecenyl acetate ; tetradecyl acetate ; gas chromatography-mass spectrometry ; selected ion monitoring technique
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sex pheromone components from the corn borer spreading widely in China,Ostrinia furnacalis Guenée, have been identified as (E)-and (Z)-12-tetradecenyl acetates (E andZ12–14∶ Ac). The ratio ofE isomer toZ isomer was 53 ∶ 47. Traps containing 1 × 10−7−1 × 10−5 g of these compounds captured more males than did live females or their tip extract (3–6 female equivalents). Tetradecyl acetate (14 ∶ Ac) was also identified in the tip extract. Its quantity was about 1.8 times the sum of the other two isomers. However, including this compound in its natural ratio in pheromone traps resulted in a decrease in trap catches (P〈 0.05).
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  • 87
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    Journal of chemical ecology 4 (1978), S. 149-160 
    ISSN: 1573-1561
    Keywords: Locomotion ; sex pheromone ; cockroach ; Periplaneta americana ; behavior
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The locomotory activities of individual males ofPeriplaneta americana in a circular arena 2.5 m in diameter were investigated during the portion of the photocycle in which the cockroaches are most active. Control animals ran at an average speed of 10.86 cm/sec but remained immobile 68 % of the time. Pauses in locomotion occurred frequently and at fairly regular intervals (x=0.88 sec). Males showed a strong tendency to remain near the sides of the arena. Sex pheromone presented in the center of the arena produced a reduction in immobility time and a slight increase in running speed. The frequency of pauses decreased, and the time between pauses became less regular. The proportion of time spent near the sides of the arena was greatly reduced also.
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