| Title: | "Synthesis and field evaluation of methyl-branched ketones, sex pheromone components produced by Lithosiinae female moths in the family of Arctiidae" |
| Author(s): | Do ND; Kinjo M; Taguri T; Adachi Y; Yamakawa R; Ando T; |
| Address: | "Graduate School of Bio-Applications and Systems Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo, Japan" |
| Journal Title: | Biosci Biotechnol Biochem |
| ISSN/ISBN: | 1347-6947 (Electronic) 0916-8451 (Linking) |
| Abstract: | "Female moths of Lyclene dharma dharma (Arctiidae, Lithosiinae) produce a novel sex pheromone composed of three methyl-branched ketones (I-III) in a ratio of 2:1:1. In order to confirm the structure of III (6,14-dimethyl-2-octadecanone), a mixture of its four stereoisomers was synthesized via chain elongation by two Wittig reactions, starting from 1,7-hexanediol. GC-MS data of the synthetic III were satisfactorily coincident with those of the natural component. In addition to the racemic mixtures of I (6-methyl-2-octadecanone) and II (14-methyl-2-octadecanone), previously synthesized, the activity of III was evaluated in the Iriomote Islands, and effective male attraction was observed for the 2:1:1 mixture of I-III. This result indicates that the females do not produce only one stereoisomer for each component or that the response of the males is not disturbed by the other stereoisomers of natural isomers produced by the females. The field test also revealed that the two-component lure of I and II captured as many males as the mixture of I-III, while lures baited with two components in other combinations and with only one component scarcely exhibited any male attraction ability" |
| Keywords: | "Animals Female Ketones/*chemical synthesis/chemistry/*metabolism Magnetic Resonance Spectroscopy Male Methane/*chemistry Moths/metabolism/*physiology Sex Attractants/biosynthesis/*chemical synthesis/chemistry/*metabolism *Sexual Behavior, Animal;" |
| Notes: | "MedlineDo, Nguyen Duc Kinjo, Masakatsu Taguri, Tomonori Adachi, Yasushi Yamakawa, Rei Ando, Tetsu eng England 2009/07/09 Biosci Biotechnol Biochem. 2009 Jul; 73(7):1618-22. doi: 10.1271/bbb.90125. Epub 2009 Jul 7" |
