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Male pheromone of swift moth,Hepialus hecta L. (Lepidoptera: Hepialidae)
Authors:Stefan Schulz  Wittko Francke  Wilfried A. König  Volker Schurig  Kenji Mori  Rolf Kittmann  Dietrich Schneider
Affiliation:(1) Institut für Organische Chemie der Universität Hamburg, Martin-Luther-King-Platz 6, D-2000 Hamburg 13, Germany;(2) Institut für Organische Chemie, Universität Tübingen, Auf der Morgenstelle 18, D-7400 Tübingen, Germany;(3) Department of Agricultural Chemistry, University of Tokyo, 113 Tokyo, Japan;(4) Fakultät für Biologie, Universität Konstanz, Universitätsstr. 10, D-7750 Konstanz l, Germany;(5) Max-Planck-Institut für Verhaltensphysiologie, D-8130 Seewiesen (Starnberg), Germany
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 mgrg 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)-agr-Farnesene represents the main component of the scent secretion of maleHepialus humuli.
Keywords:Hepialus  Lepidoptera  Hepialidae  swift moth  pheromone  dihydropyrone  2,9-dioxabicyclo[3.3.1] nonane  behavior  electrophysiology
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