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  • sex pheromone  (10)
  • Springer  (10)
  • American Chemical Society
  • 2000-2004
  • 1985-1989  (10)
  • 1986  (10)
Collection
Publisher
  • Springer  (10)
  • American Chemical Society
Years
  • 2000-2004
  • 1985-1989  (10)
Year
  • 1
    ISSN: 1570-7458
    Keywords: 1-methylbutyl decanoate ; mating inhibition ; sex pheromone ; Psychidae ; Thyridopteryx ephemeraeformis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Description / Table of Contents: Résumé Les accouplements des femelles de Thyridopteryx ephemeraeformis Haworth (Lep. Psychidae) ont été réduits de 87% sur des arbres hôtes traités dans la nature par des racémates du 1-méthylburyldécanoate, la phéromone sexuelle femelle de cette espèce. Lorsque la phéromone s'évapore à partir d'un ruban de 488 cm sur 0,63 de chlorure de polyvinyle portant 712 (±29 S.E.) mg, par arbre pendant 3 jours, l'efficacité était indépendante de la densité de population de l'insecte. Cependant, l'évaporation de la phéromone à une plus faible concentration était sans effet. L'observation du comportement des mâles au voisinage des rubans imprégnés de phéromone a montré qu'ils étaient attirés par le ruban et qu'ils tentaient de s'accoupler avec le ruban et tout objet à son contact. Ces observations et les analyses des concentrations en phéromones des femelles ont montré que les âles pouvaient répondre à une gamme étendue de concentrations en phéromone. Il y a des indices que le mécanisme de suppression de l'accouplement implique une adaptation sensorielle du mâle ou une accoutumance du système nerveux central au 1-méthylbutyl méthylbutyl décanoate synthétique et que ce composé s'évaporant sur les arbres hôtes, pourrait être utilisable pour protéger efficacemment contre T. ephemeraeformis.
    Notes: Abstract Mating of the female bagworm, Thyridopteryx ephemeraeformis (Haworth) (Lepidoptera: Psychidae) on host trees treated with the racemate of the species' female sex pheromone, 1-methylbutyl decanoate, was suppressed by 87% in the field. The suppressive effect of the pheromone was independent of insect population density when it was evaporated from female-infested trees at 712 (±29; S.E.) mg/tree/3 day from a 488 cm × 0.63 cm polyvinylchloride laminated tape. However, evaporation of pheromone at a lower rate did not suppress mating. Observations of adult male behavior in the vicinity of the pheromone-impregnated tape revealed that males were attracted to the tape and that they made copulatory thrusts toward the tape and any object touching the tape. These observations and analyses of the pheromone titers of individual females showed that males can respond to a wide range of pheromone concentrations. Indications are that the mechanism of mating suppression probably involved male sensory adaptation or central nervous habituation to the synthetic 1-methylbutyl decanoate and that the compound, evaporated from host trees, could be useful as a plant protectant against the bagworm.
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  • 2
    ISSN: 1573-1561
    Keywords: Cylas formicarius elegantulus ; sweetpotato weevil ; sweet potato ; (Z)-3-dodecen-1-ol (E)-2-butenoate ; sex pheromone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A sex pheromone of the sweetpotato weevil,Cylas formicarius elegantulus (Summers), was obtained from collections of volatiles from virgin females, and pheromone was isolated by means of liquid and gas chromatography. The purification procedure was monitored by quantitative laboratory and field bioassays and the compound was identified as (Z)-3-dodecen-1-ol (E)-2-butenoate by means of spectroscopic and microchemical methods. Synthesis, followed by laboratory and field bioassays, showed that the biological activity of the synthetic material was qualitatively and quantitatively indistinguishable from that of the purified natural product.
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  • 3
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 12 (1986), S. 1909-1926 
    ISSN: 1573-1561
    Keywords: Spodoptera frugiperda ; fall armyworm ; Lepidoptera ; Noctuidae ; (Z)-7-dodecen-1-ol acetate ; (Z)-9-tetradecen-1-ol acetate ; pheromone ; attractant ; sex pheromone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Analyses of extracts of pheromone glands and of volatiles from calling female fall armyworm moths,Spodoptera frugiperda (J.E. Smith), revealed the presence of the following compounds: dodecan-1-ol acetate, (Z)-7-dodecen-1-ol acetate, 11-dodecen-1-ol acetate, (Z)-9-tetradecenal, (Z)-9-tetradecen-1-ol acetate, (Z)-11-hexadecenal, and (Z)-11-hexadecen-1-ol acetate. The volatiles emitted by calling females differed from the gland extract in that the two aldehydes were absent. Field tests were conducted with sticky traps baited with rubber septa formulated to release blends with the same component ratios as those emitted by calling females. These tests demonstrated that both (Z)-7-dodecen-1-ol acetate and (Z)-9-tetradecen-1-ol acetate are required for optimum activity and that this blend is a significantly better lure than either virgin females or 25 mg of (Z)-9-dodecen-1-ol acetate in a polyethylene vial, the previously used standard. Addition of the other three acetates found in the volatiles did not significantly increase the effectiveness of the two-component blend as a bait for Pherocon 1C or International Pheromones moth traps.
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  • 4
    ISSN: 1573-1561
    Keywords: Diaphania hyalinata ; D. nitidalis ; melonworm ; pickleworm ; Lepidoptera ; Pyralidae ; sex pheromone ; insect behavior ; flight tunnel ; 10,12-hexadecadienal ; 11-hexadecenal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Ten C16 chain-length compounds were identified from heptane extracts of ovipositors of female melonworm,Diaphania hyalinata (L.). The major constituents of the extracts were (E)-11-hexadecenal and (E,E)-10,12-hexadecadienal [(E,E)-10,12–16:Ald] and the alcohols and acetates of these olefins were found in trace amounts (〈2%). Extracts also contained traces of (E,Z)- and (Z,Z)-10,12-16:Ald, hexadecanal, and 1-hexadecanol. Analysis of the behavioral responses of males to synthetic mixtures of these compounds and responses to ovipositor extracts in a flight tunnel showed that a synthetic mixture of the 10 compounds elicited a behavioral repertoire from males that was indistinguishable from that elicited by ovipositor extract. Flight tunnel studies also indicated that six of the 10 compounds probably represent the essential components of the female's sex pheromone.
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  • 5
    ISSN: 1573-1561
    Keywords: Summerfruit tortrix ; Adoxophyes orana ; Lepidoptera ; Tortricidae ; sex pheromone ; (Z)-9-tetradecenyl acetate ; (Z)-11-tetradecenyl acetate ; (Z)-9-tetradecen-1-ol ; (Z)-11-tetradecen-1-ol ; individual variation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Twelve products related to the sex pheromone main components (Z)-9- and (Z)-11-tetradecenyl acetate (Z9–14∶Ac andZ11–14∶Ac, respectively), were identified in female pheromone gland extracts of the laboratory-reared summerfruit tortrix moth,Adoxophyes orana F.v R. These are the geometric isomers and the alcohols of the main components, (Z)-9-dodecenyl acetate, (Z)-11-hexadecenyl acetate, and saturated acetates of 12–22 carbons. The ratio ofZ9–14∶Ac toZ11–14∶Ac in individuals varied from 3.5∶1 to 11∶1 with an average of 6.2; their total added up to 462 ng/female with an average of 182 ng for 2- to 7-day-old individuals. No qualitative or quantitative differences were observed between laboratory and field insects.Z9–14∶Ac,Z11–14∶Ac and the corresponding alcohols were also found in female effluvia. Addition of either of the two alcohols to a blend of the two acetates augmented trap catch in the field. The same was true for (Z)-9,(E)-12-tetradecadienyl acetate which was not detected in gland extracts.
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  • 6
    ISSN: 1573-1561
    Keywords: Cocoa pod borer ; Conopomorpha cramerella ; Acrocercops cramerella ; Lepidoptera ; Gracillariidae ; sex pheromone ; sex attractant ; 4,6,10-hexadecatrienyl acetate ; 4,6,10-hexadecatrien-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The cocoa pod borer,Conopomorpha cramerella (Snellen) (Lepidoptera: Gracillariidae), is the most serious pest of cocoa in Southeast Asia. Analyses of ovipositor washings and entrained volatiles from virgin female moths by gas chromatography (GC) linked to electroantennography (EAG), and comparison of EAG responses from the male moth to synthetic compounds indicated the presence of theE,Z,Z andE,E,Z isomers of 4,6,10-hexadecatrienyl acetate and the corresponding alcohols, and of hexadecyl alcohol. Amounts of pheromone produced were less than 0.1 ng/female, and no peaks for the unsaturated components were observed on GC analysis. Extensive field testing of synthetic mixtures in Sabah, East Malaysia, showed that traps baited with a polyethylene vial impregnated with 1.2 mg of a mixture of the above five components in 40∶60∶4∶6∶10 ratio caught more maleC. cramerella moths than traps baited with a virgin female moth.
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  • 7
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 12 (1986), S. 239-249 
    ISSN: 1573-1561
    Keywords: Diaphania nitidalis ; D. hyalinata ; pickleworm ; melonworm ; Lepidoptera ; Pyralidae ; (E)-11-hexadecenal ; (E,Z)-10,12-hexadecadienal ; (E,E)-10 ; 12-hexadecadienal ; sex pheromone ; pheromonal specificity ; flight-tunnel bioassays
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Heptane extracts of the ovipositors from pickleworm adults (Diaphania nitidalis) were found to contain (E)-11-hexadecenal along with proportionally smaller amounts of (Z)-11-hexadecenal, (E)- and (Z)-11-hexadecen-1-ol, hexadecanol, hexadecanal, and a trace amount of (E,Z)-10,12-hexadecadienal. Assays conducted in a flight tunnel and in the field showed that a synthetic mixture of the five unsaturated compounds elicited behavioral responses from pickleworm males that were indistinguishable from those elicited by extracts of the female or by mate-calling females. When any component was deleted from the set of five unsaturated compounds, the intensity and extent of male responses to the resulting mixtures were significantly attenuated. The female sex pheromone of the pickleworm resembles the pheromone of a congeneric species,D. hyalinata, but bioassays indicated that (E,E)-10,12-hexadecadienal, produced byD. hyalinata but not by the pickleworm, plays a role in pheromonal specificity.
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  • 8
    ISSN: 1573-1561
    Keywords: Sabulodes caberata Guenée ; Sabulodes aegrotata Guenée ; omnivorous looper ; Lepidoptera ; Geometridae ; sex pheromone ; (Z,Z)-6,9-nonadecadiene ; (Z)-9-nonadecenekw] ; n-nonadecane
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A 6,9-nonadecadiene, (Z)-9-nonadecene, andn-nonadecane were identified in extracts of sex pheromone glands of femaleSabulodes caberata Guenée. Potential pheromonal activity of gland components was assessed by electroantennogram measurements of gas-chromatographic fractions of abdominal tip extracts. Chemical identification was based on gas chromatography and mass spectrometry of parent compounds, hydrogenation products, ozonolysis products, dimethyl disulfide adducts, and synthesis. The monoene was synthesized via coupling of alkyl and acetylenic intermediates. (Z,Z)-6,9-Nonadecadiene (Z6,Z9-19∶H) was synthesized from methyl linoleate via chain lengthening. SyntheticZ6,Z9-19∶H had the same retention times on polar and nonpolar capillary gas-chromatographic columns as the 6,9-nonadecadiene from the sex pheromone glands. In field testsZ6,Z9-19:H alone produced trap catch of maleS. caberata and addition of (Z)-9-nonadecene orn-nonadecane had no effect on trap catch.
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  • 9
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 12 (1986), S. 1239-1245 
    ISSN: 1573-1561
    Keywords: Amorbia cuneana ; Amorbia essigana ; sex pheromone ; sex pheromone component ratios ; Lepidoptera ; Tortricidae ; (E,E)-10,12-tetra-decadien-1-ol acetate ; (E,Z)-10,12-tetradecadien-1-ol acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The most effective lure for maleAmorbia cuneana (Walsingham) in Orange, Ventura, and Riverside counties of California was previously found to be a 1∶1 ratio of (E,E)-10,12- and (E,Z)-10,12-tetradecadien-1-ol acetates. In subsequent field tests in San Diego and Santa Barbara counties, this lure was ineffective. Analysis of sex pheromone glands (SPG) of femaleA. cuneana from these two counties showed theEE:EZ ratio to be about 1∶9 and synthetic lures of this composition were highly attractive in these areas. Analysis of the SPG of a number of females from both areas showed that there were three population types: two in the low ratio areas possessed 37 and 58%EZ, and the third in the high ratio areas possessed 89%EZ.
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  • 10
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 12 (1986), S. 367-383 
    ISSN: 1573-1561
    Keywords: Choristoneura fumiferana ; spruce budworm ; Lepidoptera ; Tortricidae ; sex pheromone ; behavior ; flight tunnel ; pheromone analog ; pheromone fatty acid precursors
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract This paper reviews the sex pheromone chemistry and pheromone-mediated behavior of the spruce budworm and related coniferophagous (Choristoneura) budworms. InC. fumiferana, temporal changes in pheromone-gland monounsaturated fatty acids (pheromone precursors) enable the prediction of the primary sex pheromone components. This technique may also be applicable for predicting additional pheromone components. Tetradecanal (14∶ Ald), previously shown to enhance close-range precopulatory behavior, lowers the threshold of response by males for upwind flight to a pheromone-component source. Spruce budworm males maintain upwind flight to 95∶5 (E/Z)-1,12-pentadecadiene (diolefin analog) after initiating upwind flight to a primary-component pheromone source (95∶5E/Z11-14∶Ald). This is the first demonstration of apparently normal male flight responses to a pheromone analog.
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