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  • Tortricidae  (7)
  • Springer  (7)
  • American Institute of Physics (AIP)
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  • Springer  (7)
  • American Institute of Physics (AIP)
Years
  • 1
    Electronic Resource
    Electronic Resource
    Hickory shuckworm Cydia caryana: electroantennogram and flight tunnel studies of potential sex pheromone components (1987)
    Springer
    Entomologia experimentalis et applicata 44 (1987), S. 23-30 
    Details
    ISSN: 1570-7458
    Keywords: Lepidoptera ; Tortricidae ; Olethreutinae ; Cydia caryana ; sex pheromone ; electroantennogram ; flight tunnel ; behavior
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Description / Table of Contents: Résumé Les réponses olfactives antennaires de Cydia caryana, mesurées par électroantennogrammes (EAG), aux alcools et acétates à carbones monounsaturés en positions 12 et 14, ont montré que le système conjugué de double liaison, (E)-8-, (E)-10- du dodecadien-1-ol acétate constitue un composé chimique strutural critique de la phéromone sexuelle de C. caryana. De plus, les acétates: (E)-8-dodecen-1-ol,(Z)-8-dodecen-1-ol,(Z)-9-dodecen-1-ol, et le (Z)-12-tetradecen-1-ol, se sont révélés en AEG comme des composés secondaires de la phéromone. L'étude par AEG de la relation dose-réponse a conduit à l'hypothèse de deux catégories de populations de récepteurs de phéromones. L'analyse comportementale des résponses des papillons mâles dans le tunnel de vol aux composés qui ont provoqués les plus forts AEG, on fait estimer que les acétates (E,E)-8,10-dodécadien-1-ol et (Z)-9-dodecen-1-ol ressemblent (ou sont) les constituants de la phéromone sexuelle de C. caryana; tandis que les (Z)-8-dodecen-1-ol et (E)-10-dodecen-1-ol sont, soit des paraphéromones, soit des constituants mineurs de la phéromone. La signification biologique du (Z)-12-tétradécen-1-ol a été difficile à interprêter avec les expériences en tunnel de vol.
    Notes: Abstract Electroantennogram (EAG) measurement of male Cydia caryana moth antennal olfactory response to monounsaturated 12 and 14 carbon alcohols and acetates indicated that the (E)-8-, (E)-10- conjugated double bond system of a dodecadien-1-ol acetate is a critical chemical structural component of the C. caryana sex pheromone. Additionally, EAG measurements implicated (E)-8-dodecen-1-ol acetate, (Z)-8-dodecen-1-ol acetate, (Z)-9-dodecen-1-ol acetate and (Z)-12-tetradecen-1-ol as potential minor pheromonal components. An EAG dosage-response study suggested that there were at least two heterologous populations of pheromone acceptors. Behavioral analysis of male moth response in a flight tunnel to compounds which evoked the stronger EAG responses suggested that (E,E)-8,10-dodecadien-1-ol acetate and (Z)-9-dodecen-1-ol acetate resemble or are C. caryana sex pheromonal components, while (Z)-8-dodecen-1-ol acetate and (E)-10-dodecen-1-ol acetate are either parapheromones or are minor pheromone components. Behavioral significance of (Z)-12-tetradecen-1-ol was difficult to interpret in the flight tunnel.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00361305
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  • 2
    Electronic Resource
    Electronic Resource
    Filbertworm sex pheromone (1984)
    Springer
    Journal of chemical ecology 10 (1984), S. 53-61 
    Details
    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
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    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.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00987643
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  • 3
    Electronic Resource
    Electronic Resource
    Response of male codling moths (Cydia pomonella) to components of conspecific female sex pheromone glands in flight tunnel tests (1993)
    Springer
    Journal of chemical ecology 19 (1993), S. 1737-1748 
    Details
    ISSN: 1573-1561
    Keywords: Codling moth ; Cydia pomonella ; Lepidoptera ; Tortricidae ; sex pheromone ; flight tunnel ; mating disruption ; (E,E)-8,10-dodecadien-1-ol ; (E)-9-dodecen-1-ol ; decan-1-ol ; dodecan-1-ol ; tetradecan-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In flight tunnel tests, the percentages of oriented upwind flights of male codling moths culminating in contacting a source of different compositions of female sex pheromone gland components were determined over a dosage range of 0.1–100,000Μg. The following compositions were tested: (1) (E,E)-8,10-dodecadien-1-ol of 99.7% isomeric purity; (2) 1 + dodecanl-ol + tetradecan-1-ol; (3) 2 + decan-1-ol + (E)-9-dodecen-1-ol; and (4) an equilibrium mixture of 8,10-dodecadien-1-ol isomers (61%EE, 5%ZZ, 14%ZE, and 20%EZ). The ratios of the components in compositions 2 and 3 were chosen to produce vapor ratios equal to the natural ratios found in the female effluvium by Arn and coworkers. As the dose of composition 1 was increased from 0.1 to 10Μg, response increased from 0 to about 80% and then was approximately constant from 10 to 300Μg. Over the range 0.1–300Μg, the percentage of males contacting the septum was virtually the same as the percentage flying upwind. From 300 to 100,000Μg, the percentage of males flying upwind and contacting the source steadily decreased from about 80 to 0%. The male responses to compositions 2 and 3 were virtually identical to the response to 1. These results indicate, contrary to published reports, that dodecan-1-ol and tetradecan-1-ol in combination with 1 do not increase the responses of the behavioral modes determining degree of attractancy and disruption of sexual communication over that of 1 alone. These results also show that decan-1-ol and (E)-9-dodecen-1-ol do not enhance response in the five-component mixture. The response to composition 4 increased from 0% at a dose of 0.3Μg to 26% at a dose of 30Μg and then decreased to 0% at a dose of 3000Μg. Thus, the inhibiting effect of the isomers on response was greater at the higher doses.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00982304
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  • 4
    Electronic Resource
    Electronic Resource
    Sex pheromone of the avocado pest,Amorbia cuneana (Walsingham) (Lepidoptera: Tortricidae) (1982)
    Springer
    Journal of chemical ecology 8 (1982), S. 255-265 
    Details
    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.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00984021
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  • 5
    Electronic Resource
    Electronic Resource
    Sex pheromone of hickory shuckwormCydia caryana Development of an effective field Lure (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 317-324 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; sex attractant ; Cydia caryana ; Lepidoptera ; Tortricidae ; Olethreutinae ; (Z)-8-dodecen-1-ol acetate ; (E)-9-dodecen-1-ol acetate ; dodecanol acetate ; (E, E)-8 ; 10-dodecadien-1-ol acetate ; (E, Z)-8,10-dodecadien-1-ol acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Extracts of the sex pheromone glands of femaleCydia caryana were evaluated by electroantennography and gas chromatography-mass spectrometry. These studies suggested the following compounds were potential sex pheromone components: (Z)-8- and/or (E)-9-dodecenyl acetate (50 pg/female), dodecyl acetate (40 pg/female), and (E, E)-8,10-dodecadienyl acetate (25 pg/female). In field tests only the diene produced trap catch, and when the other components were added to the diene, trap catch was not increased. When the diene was formulated in red natural rubber septa, only transient and low catches were obtained, but when gray halobutyl isoprene elastomeric septa were used, high and consistent catches were obtained for eight weeks. Catches depended on the ratio of (E, E)-8,10 to (E, Z)-8,10 isomers. High catches were obtained for anEE toEZ ratio of 100 ∶ 0.6, and insignificant catches were obtained when the ratio was 100 ∶ 3. Equivalent catches were obtained for dosages of 50, 100, and 200 μg/septum.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01021767
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  • 6
    Electronic Resource
    Electronic Resource
    Blackheaded fireworm: Laboratory and field studies of its sex pheromone (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 1235-1242 
    Details
    ISSN: 1573-1561
    Keywords: Rhopobota naevana (Hübner) ; Rhopobota unipunctana Haworth ; Rhopobota naevana naevana (Hübner) ; blackheaded fireworm ; Lepidoptera ; Tortricidae ; Olethreutinae ; sex pheromone ; sex attractant ; (Z)-11-tetradecen-1-ol ; (Z)-11-tetradecen-1-ol acetate ; (Z)-9-dodecen-1-ol acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Electroantennogram (EAG) responses of maleRhopobota naevana (Hübner), the blackheaded fireworm, to all of the monoene straightchain 12- and 14-carbon alcohols and acetates implicated (Z)-11-tetradecenl-1-ol (Z11–14∶OH) and its acetate (Z11–14∶Ac) as sex pheromone components.Z11–14∶Ac produced the strongest EAG response of all compounds tested. Gas chromatography-mass spectrometry (GC-MS) analysis of extract of female sex pheromone glands (SPG) confirmed the presence ofZ11–14∶OH (125 pg/female) andZ11–14∶Ac (600 pg/female) (all other monoenes had different retention times). In field tests, traps baited withZ11–14∶OH alone captured males, but traps baited withZ11–14∶Ac alone did not. Traps baited with a combination ofZ11–14∶OH andZ11–14∶Ac in various ratios did not produce better trap catches thanZ11–14∶OH alone. (Z)-9-Dodecen-1-ol acetate (Z9–12∶Ac), reported by others to be a field attractant, did not produce trap catch in our tests, but in combination withZ11–14∶ OH (98∶2 in septa corresponding to 95:5 in vapor,Z11–14∶OH toZ9–12∶AC) produced a sevenfold increase in catch overZ11–14∶OH alone. IfZ9–12∶AC had been present in extract of SPG at 2–5% ofZ11–14∶OH, it would not have been detected in our GC-MS experiment.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01020551
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  • 7
    Electronic Resource
    Electronic Resource
    Codling moth (Cydia pomonella): Disruptants of sex pheromonal communication (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 171-181 
    Details
    ISSN: 1573-1561
    Keywords: Codling moth ; Cydia pomonella ; Lepidoptera ; Tortricidae ; communication disruption ; mating disruption ; sex pheromone ; (E,E)-8,10-dodecadien-1-ol ; (E,Z)-8,10-dodecadien-1-ol ; (Z,E)-8,10-dodecadien-1-ol ; dodecan-1-ol ; tetradecan-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In a small section of an apple orchard, six traps were placed each in control and test areas and baited with live virgin female codling moths. Gray elastomer septa were used to dispense communication disruptants around the traps. Dyed male codling moths were released in control and test areas, and the numbers of males captured in control and test traps were compared. In 1991, linear regression curves of percent communication disruption versus logarithm of dose were obtained for three compositions: (E,E)-8,10-dodecadien-1-ol, codlemone (1); codlemone + dodecan-1-ol + tetradecan-1-ol (2); and an equilibrium mixture of the four isomers of 8,10-dodecadien-1-ol (30, (61%EE, 14%ZE, 20%EZ, and 5%ZZ). All three regressions gaver 2 values greater than 0.90. At the 95% confidence limits, slopes and intercepts of compositions 1 and 2 were equivalent, and different from that of composition 3, which produced the greatest percentages of disruption at all doses. In 1992, five treatments were compared at a single dose: 1, 3, none (4), (Z,E)-8,10-dodecadien-1-ol (5), (E,Z)-8,10-dodecadien-1-ol (6). Compositions 5 and 6 gave the greatest and similar percentages of disruption and were different from codlemone (1) and 4 (95% confidence), but not from composition 3. Communication disruption produced by composition 3 was greater than (codlemone), which was greater than 4.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02065999
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