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J Chem Ecol

Title:		Lasioderma chemistry sex pheromone of cigarette beetle (Lasioderma serricorne F.)
Author(s):		Chuman T; Mochizuki K; Mori M; Kohno M; Kato K; Noguchi M;
Address:		"Central Research Institute, The Japan Tobacco and Salt Public Corporation, 6-2 Umegaoka, Midori-ku, 227, Yokohama, Japan"
Journal Title:		J Chem Ecol
Year:		1985
Volume:		11
Issue:		4
Page Number:		417 - 434
DOI:		10.1007/BF00989553
ISSN/ISBN:		0098-0331 (Print) 0098-0331 (Linking)
Abstract:		"A chemical study of the sex pheromone of the cigarette beetle was carried out. Seven components were isolated from active fractions of column chromatography of the female extract, and their structures were elucidated by spectroscopic evidence and confirmed by synthesis to be (4S,6S,7S)-4,6-di-methyl-7-hydroxynonan-3-one (serricornin) (I), 2,6-diethyl-3,5-dimethyl-3,4-dihydro-2H-pyran (anhydroserricornin) (II), 4,6-dimethylnonan-3,7-dione (III), 4,6-dimethylnonan-3,7-diol (IV), 4,6-dimethyl-7-hydroxy-4-nonen-3-one (V), (2S,3R)-2,3-dihydro-3,5-dimethyl-2-ethyl-6-(l-methyl-2-oxobutyl)-4H-pyran-4-one (serricorone) (VI) and (2S,3R)-2,3-dihydro-3,5-dimethyl-2-ethyl-6-(1-methyl-2-hydroxybutyl)-4H-pyran-4-one (serricorole) (VII).These structural features suggested that the occurrence of these components might be related to the polyketide biosynthesis. The behavioral bioassay and BAG experiments revealed the biological role of each component in the copulatory behavior of this insect"
Keywords:
Notes:		"PubMed-not-MEDLINEChuman, T Mochizuki, K Mori, M Kohno, M Kato, K Noguchi, M eng 1985/04/01 J Chem Ecol. 1985 Apr; 11(4):417-34. doi: 10.1007/BF00989553"