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Journal of Chemical Ecology

, Volume 16, Issue 12, pp 3511–3521 | Cite as

Male pheromone of swift moth,Hepialus hecta L. (Lepidoptera: Hepialidae)

  • Stefan Schulz
  • Wittko Francke
  • Wilfried A. König
  • Volker Schurig
  • Kenji Mori
  • Rolf Kittmann
  • Dietrich Schneider
Article

Abstract

(R)-6-Ethyl-2-methyl-2,3-dihydro-4H-pyran-4-one, (1R,3S,5R)-3-ethyl-1,8-dimethyl-2,9-dioxabicyclo[3.3. 1]non-7-ene, and (1R,3S,5R)-3-ethyl-1,8-dimethyl-2,9-dioxabicyclo[3.3.1]non-7-en-6-one represent the main components in the male pheromone of the swift moth,Hepialus hecta. The amounts of the three components were 40, 5, and 5 μg per male, respectively. Structure elucidation of the compounds was based on spectroscopic data as compared to synthetic reference samples. The absolute configurations were determined by gas chromatography on chiral stationary phases; optically active samples served as reference compounds. Electrophysiological and behavioral experiments with natural material and synthetic samples clearly showed the three heterocyclic compounds to act as pheromones. (E, E)-α-Farnesene represents the main component of the scent secretion of maleHepialus humuli.

Key Words

Hepialus Lepidoptera Hepialidae swift moth pheromone dihydropyrone 2,9-dioxabicyclo[3.3.1] nonane behavior electrophysiology 

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Copyright information

© Plenum Publishing Corporation 1990

Authors and Affiliations

  • Stefan Schulz
    • 1
  • Wittko Francke
    • 1
  • Wilfried A. König
    • 1
  • Volker Schurig
    • 2
  • Kenji Mori
    • 3
  • Rolf Kittmann
    • 4
  • Dietrich Schneider
    • 5
  1. 1.Institut für Organische Chemie der Universität HamburgHamburg 13Germany
  2. 2.Institut für Organische ChemieUniversität TübingenTübingenGermany
  3. 3.Department of Agricultural ChemistryUniversity of TokyoTokyoJapan
  4. 4.Fakultät für BiologieUniversität KonstanzKonstanz lGermany
  5. 5.Max-Planck-Institut für VerhaltensphysiologieSeewiesen (Starnberg)Germany

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