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  • (Z)-11-hexadecen-1-ol  (1)
  • Argyrotaenia velutinana  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 15 (1989), S. 601-617 
    ISSN: 1573-1561
    Keywords: Ostrinia nubilalis ; Lepidoptera ; Pyralidae ; redbanded leafroller ; Argyrotaenia velutinana ; Tortricidae ; pheromone analogs ; sex stimulation ; bioassay ; flight-tunnel behavior ; field bioassay ; molecular mechanics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The biological activity of analogs of the pheromone components of the European corn borer,Ostrinia nubilalis, (Z)- and (E)-11-tetradecen1-ol acetate, in which modifications were made in the terminal alkyl portion were studied in the three pheromonal types of the insect. European corn borer males respond to pheromonal stimuli at three levels of behavioral activity, i.e., short-range sexual stimulation, activation in the flight tunnel, and response in the field. Structural requirements for elicitation of response at these levels were found to be increasingly restrictive, respectively. Flighttunnel activity was induced only by compounds that had a total chain length of 13 or 14 carbons and in which branching at carbon 13 was limited to one methyl group or a cyclopropyl group. Three new analogs were active in the flight tunnel, viz., (E and (Z)-13-methyl-11-tetradecen-1-ol acetate and (Z)-12-cyclopropyl-11-dodecen-1-ol acetate. The cyclopropyl analog was the most active analog against theZZ type of the European corn borer. TheE isomer, however, was pheromonally inactive in theEE type and was shown to be a pheromone antagonist. This dissimilarity is most likely due to differences in structure of the receptors in the European corn borer strains. Analogs that were biologically active against the European corn borer were tested against the redbanded leafroller,Argyrotaenia velutinana, which also uses (Z)- and (E)-11-tetradecen-1-ol acetate as part of its pheromone. Results showed that the redbanded leafroller pheromone acceptor system is different from that of the European com borer; marginal behavioral response was elicited by only one of the new analogs. Thus, although both species use 11-tetradecen-1-ol acetate isomers as their pheromone, the mechanisms by which they are perceived are different.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1573-1561
    Keywords: Corn earworm ; Heliothis zea ; Lepidoptera ; Noctuidae ; pheromone ; (Z)-11-hexadecen-1-ol ; laboratory rearing
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Analysis of ovipositor extracts of lab-reared (〉 120 generations) and wildHeliothis zea indicated small but significant differences in the percent composition of the four aldehyde components of the sex pheromone. (Z)-11-hexadecen-1-ol (Z11–16∶OH) was present in both populations and amounted to only 2.8% of the total pheromone. There was no significant difference in four of the six behavioral categories between lab-reared and wild males exposed to the four-component sex pheromone in the flight tunnel. Ninety and 84% males flew to the pheromone source, respectively. However, with the addition ofZ11–16∶OH to the pheromone blend, none of the wild males flew upwind to the stimulus source, whereas 36% of the lab-reared males completed the flight. It is suggested that prolonged inbreeding in closed quarters rendered these males less discriminating to qualitative differences in a pheromone blend.
    Type of Medium: Electronic Resource
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