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  • 2
    Electronic Resource
    Electronic Resource
    Springer
    Entomologia experimentalis et applicata 29 (1981), S. 198-208 
    ISSN: 1570-7458
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Description / Table of Contents: Summary The main component of the sex pheromone secretion produced by virgin females of A. assectella has been identified as Z-11 hexadecenal (Z11HDal) by GC analysis and mass spectrometry, EAG tests, and behavioural assays. Z11HDal elicited the highest EAG response of all C12 to C18 acetates, aldehydes, formates and alcohols tested, and induced a typical sequence of male sexual behavioural responses in olfactometer tests. In the field, traps baited with 1 mg Z11HDal on rubber septa (with 10% antioxidant) attracted male moths selectively and were competitive with virgin females. The E isomer (E 11HDal) was 104 times less attractive, whereas Z11-hexadecenyl acetate and Z11-hexadecen-1-ol, in admixture with Z11HDal strongly inhibited male responses.
    Notes: Abstract Le composant principal de la sécrétion phéromonale produite parla femelle vierge de Acrolepiopsis (Acrolepia) assectella Zell. a été identifié par chromatographie en phase gazeuse, spectrométrie de masse, tests électrophysiologiques et olfactométrie comme étant l'hexadécène-11Z al (Z11HDal). Ce composé est le plus actif en électrophysiologie parmi tous les autres acétates, alcools, aldéhydes et formiates, de C12 à C18, éprouvés sur l'antenne du mâle et il est capable de produire chez ce dernier une séquence comportementale sexuelle complète en olfactomètre à tube. Dans la nature, des capsules en caoutchouc chargées à 1 mg de Z11HDal (plus 10% d'antioxydant) attirent sélectivement les mâles et sont compétitives avec des femelles vierges. L'isomère E (E 11HDal) est environ 104 fois moins actif tandis que l'acétoxy-1 hexadécène-11Z (Z11HDA) et l'hexadécène-11Z ol-1 (Z11HDol) inhibent le pouvoir attractif du Z11HDal.
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  • 3
    ISSN: 1570-7458
    Keywords: Lepidoptera ; Arctiidae ; Sex Pheronome ; Behaviour ; Electroantennography ; Physico-chemistry ; (Z,Z)-3,6-Cis-9S,10R-epoxyheneicosadiene ; (Z,Z)-3,6-Cis-9,10-epoxyeicosadiene ; (Z,Z,Z)-3,6,9-heneicosatriene ; Lépidoptère ; Arctiidae ; Phéromone sexuelle ; Comportement ; Electroantennographie ; Physicochimie ; Epoxy-9S,10R-(Cis) hénéicosadiène-3Z,6Z ; Epoxy-9,10-(Cis) éicosadiène-3Z,6Z ; Hénéicosatriène-3Z,6Z,9Z
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Description / Table of Contents: Abstract The hexanic extracts from pheronomal glands of T. jacobaeae virgin females have been studied. Gas-chromatographic and mass-spectrometric analyses of the main component (no 1) (98%) in combination with behavioral and electrophysiological bioassays allowed us to determine its structure and absolue configuration: (Z,Z)-3,6-Cis-(S,R)9,10-epoxyheneicosadiene previously described in other Arctiid moths. A minor constituent (no 2) (1.5%) was identified as (Z,Z)-3,6-Cis-(S,R)9,10-epoxyeicosadiene by comparison with synthetic compound. This structure is a new one for a lepidoptera sex pheromone. The third component (no 3) of the same extracts has the same physico-chemical data as those of a previously reported constituent of another Arctiid moth: (Z,Z,Z)-3,6,9 heneicosatriene.
    Notes: Abstract Les analyses physico-chimiques d'extraits hexaniques de glandes à phéromone de femelles vierges de T. jacobaeae, associées à des études du comportement sexuel et à l'électroantennographie, ont permis d'identifier le composé majoritaire (98%) comme étant l'époxy-9S,10R-(Cis)-hénéicosadiène-3Z,6Z (no 1) et de déterminer sa configuration absolue. Les analogies entre les spectres du composé no 2 (1,5%) et ceux de l'époxy-9S,10R éicosadiène-3Z,6Z de synthèse nous conduisent à proposer cette structure pour ce constituant minoritaire. Le troisième produit (0,5%) possède les caractéristiques physico-chimiques de l'hénéicosatriène-3Z,6Z,9Z (no 3). Les produits 1 et 3 ont déjà été identifiés comme constituants de phéromones d'Arctiidae tandis que le produit 2 est décrit ici pour la première fois dans une sécrétion phéromonale de Lépidoptère.
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  • 4
    ISSN: 1420-9071
    Keywords: Sex pheromone ; male secretion ; chemical analysis ; (Z,Z) 6,9 heneicosadiene ; (Z,Z,Z) 3,6,9 heneicosatriene ; (Z,Z)-3,6-cis-9S,10R-epoxyheneicosadiene ; Mocis megas
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Summary Pheromonal secretions produced by females and males of the noctuid moth,Mocis megas (Guénée) have been analyzed by gas chromatography and mass spectrometry (EI (electron impact) and CI (chemical ionization)). The female sex pheromone was a blend of (Z,Z,Z) 3,6,9 heneicosatriene (55%) and (Z,Z) 3,6-cis-9S, 10R-epoxyheneicosadiene (45%). Male secretion produced at the level of a prothoracic organ was a blend of two unsaturated major hydrocarbons: (Z,Z) 6,9 heneicosadiene, (64%) and (Z,Z,Z) 3,6,9 heneicosatriene (24%) and C19, C20 and C22 homologues (total ratio 12%), as minor components. The trienic hydrocarbon was present in both sexes. The behavioral role of this male secretion has not yet been elucidated.
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  • 5
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; Homoeosoma nebulellum ; European sunflower moth ; sex pheromone ; identification ; multicomponent blend ; (Z,E)-9,12-tetradecadienal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Four components, (Z)-9-tetradecenal (8.6%), (Z,E)-9,12-tetradecadienal (4.8%), (Z)-11-hexadecenal (49.5%), and (Z)-13-octadecenal (37.1%), were identified in extracts of female pheromone glands of the European sunflower moth,Homoeosoma nebulellum (Lepidoptera: Pyralidae) using GC and GC-MS analyses. EAG and single-cell recordings of male antennal receptors gave strong evidence for (Z,E)-9,12-tetradecadienal as the antennal key compound of sex pheromone detection in this species. This result was confirmed by field trapping; removal of (Z,E)-9,12-tetradecadienal from quaternary blends completely suppressed the male catches. The synthetic blends with this compound as a major component caught five times less males than the blends reproducing the ratio found in the female extracts [5% of (Z,E)-9,12-tetradecadienal only]. The occurrence of a minor component perceived as the most biologically relevant compound is discussed.
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  • 6
    ISSN: 1573-1561
    Keywords: Nezara viridula ; Heteroptera ; Pentatomidae ; dorsal abdominal glands ; nymphs ; (E)-4-oxo-2-decenal ; aggregation pheromone ; repellent ; predation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract We investigated the exocrine secretions from the five nymphal instars in the southern green stink bug,Nezara viridula, by analyzing separately the contents of the three dorsal abdominal reservoirs. All DAGs 1 produced a mixture of five alkanes with 12, 13, 14, 15, and 16 carbons. No differences were found between DAGs 2 and DAGs 3, for the five instars: the glands of first instars produce the same alkanes as DAGs 1,n-tridecane, traces of (E)-2-decenal, and a specific compound: (E)-4-oxo-2-decenal. In the other instars (second to fifth), (E)-4-oxo-2-decenal is absent from the secretion but another compound is present: (E)-4-oxo-2-hexenal. The kinetics of production of the different compounds were studied, the maximum amounts produced occurring 36 hr after hatching. The biological function of (E)-4-oxo-2-decenal was investigated. Using olfactometry, we showed that this compound acts as an attractant and an arrestant on second instars, at physiological doses. Moreover, this semiochemical was shown to be repellent to the fire-antSolenopsis geminata, a potential predator ofN. viridula and we established the dose-response curve for the repellent activity.
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  • 7
    Electronic Resource
    Electronic Resource
    Springer
    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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  • 8
    ISSN: 1573-1561
    Keywords: Diaprepes abbreviatus ; Coleoptera ; Curculionidae ; defensive secretion ; Solenopsis geminata ; Hymenoptera ; Formicidae ; sesquiterpenes ; 5-methyl-8-isopropenyl-3 ; 4,4a,5,6,7,8,8a- octahydro-2-naphthalene carboxy aldehyde
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Since several species of predatory ants show some kind of repulsion towards the first-instar larvae (FIL) ofDiaprepes abbreviatus L., the predatory behavior ofSolenopsis geminata (F.), a common ant in the citrus groves in Guadeloupe, was studied. Different extracts of larvae were disposed on egg masses ofD. abbreviatus and presented as prey to the ants, both in the field and in the laboratory. The ants are repelled by the FIL extracts. The allelochemicals involved are produced in large amounts, from 5 to 20 ng per larva. Physiochemical analyses have led to the identification of two sesquiterpenes of molecular weight 218 and 234, secreted in the respective proportions of 65 and 35%.
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