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J Chem Ecol

Title:		"Sex pheromone of the persimmon fruit moth, Stathmopoda masinissa: identification and laboratory bioassay of (4E, 6Z)-4,6-hexadecadien-1-ol derivatives"
Author(s):		Naka H; Vang le V; Inomata S; Ando T; Kimura T; Honda H; Tsuchida K; Sakurai H;
Address:		"Laboratory of Applied Entomology, Faculty of Agriculture, Gifu University, Gifu 501-1193, Japan. chun@wakaba.com"
Journal Title:		J Chem Ecol
Year:		2003
Volume:		29
Issue:		11
Page Number:		2447 - 2459
DOI:		10.1023/a:1026301800140
ISSN/ISBN:		0098-0331 (Print) 0098-0331 (Linking)
Abstract:		"Three electroantennogram (EAG)-active components were detected by gas chromatography coupled to an electroantennographic detector (GC-EAD) analysis of a hexane extract of the pheromone glands of the persimmon fruit moth, Stathmopoda masinissa. These compounds were identified as (4E,6Z)-4,6-hexadecadienal (E4,Z6-16:Ald) and the corresponding acetate (E4,Z6-16:OAc) and alcohol (E4,Z6-16:OH) by mass spectral, GC retention time (RT), and microchemical test data. The characteristic base peak of the aldehyde at m/z 84 provided a crucial piece of information suggesting the possibility of a 4,6-diene structure. The (4E,6Z)-isomer elicited the strongest EAG responses among the four geometrical isomers of each synthetic 4,6-hexadecadienyl compound. In a laboratory bioassay, only E4,Z6-16:OAc elicited male moth behavioral activity significantly different from the control; the activity of the acetate was not affected by addition of the aldehyde and alcohol. A preliminary field trial confirmed that E4,Z6-16:OAc as a single component attracted male moths. The possible roles of E4,Z6-16:Ald and E4,Z6-16:OH as components of lures for field use remain to be determined"
Keywords:		Alkadienes/*isolation & purification/pharmacology Animals Electrophysiology Female Gas Chromatography-Mass Spectrometry Isomerism Male Moths/*physiology Movement Sex Attractants/*isolation & purification/*pharmacology;
Notes:		"MedlineNaka, Hideshi Vang, Le Van Inomata, Shin-Ichi Ando, Tetsu Kimura, Takayoshi Honda, Hiroshi Tsuchida, Koji Sakurai, Hironori eng 2003/12/20 J Chem Ecol. 2003 Nov; 29(11):2447-59. doi: 10.1023/a:1026301800140"