(1S)-1-Ethyl-2-Methylpropyl 3,13-Dimethylpentadecanoate: Major Sex Pheromone Component of Paulownia Bagworm, Clania variegata |
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| Authors: | Regine Gries Grigori Khaskin Zhong-Xing Tan Bo-Guang Zhao G G Skip King Aleksander Miroshnychenko Guo-Qiang Lin Marc Rhainds Gerhard Gries |
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| Affiliation: | (1) Department of Biological Sciences, Simon Fraser University, Burnaby, V5A 1S6, British Columbia, Canada;(2) Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai, 200032, People's Republic of China;(3) Department of Forest Protection, Nanjing Forestry University, Nanjing, 210037, People's Republic of China;(4) Present address: Centre de Recherche en Horticulture, Pavillon de l'Envirotron, Université Laval, Québec, G1K 7P4, Canada |
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| Abstract: | The Paulownia bagworm, Clania variegata Snell. (Lepidoptera: Psychidae), is one of the most significant forest defoliators in China. In gas chromatographic (GC)–electroantennographic detection analyses of pheromone gland extracts of female C. variegata on three GC columns (DB-5, DB-23, DB-210), two compounds (A and B) elicited strong responses from male antennae. The more abundant component B was isolated by high-performance liquid chromatography and identified as 1-ethyl-2-methylpropyl 3,13-dimethylpentadecanoate by transesterification, GC-mass spectrometry (MS), and comparison of its spectral and GC retention characteristics with those of synthetic compounds. In field trapping experiments in China, racemic and (1S)-1-ethyl-2-methylpropyl 3,13-dimethylpentadecanoate but not the (1R)-stereoisomer] attracted male C. variegata. The absolute configuration of B (a molecule with three chiral centers) and the structure of component A remain to be determined. |
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| Keywords: | Paulownia bagworm Clania variegata Psychidae Sex pheromone 1-Ethyl-2-methylpropyl 3 13-dimethylpentadecanoate |
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