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J Chem Ecol

Title:		"(3Z,6Z,9Z)-Nonadecatriene and enantiomers of (3Z,9Z)-cis-6,7-Epoxy-nonadecadiene as sex attractants for two geometrid and one noctuid moth species"
Author(s):		Millar JG; Giblin M; Barton D; Underhill EW;
Address:		"Plant Biotechnology Institute, National Research Council, S7N OW9, Saskatoon, Sask., Canada"
Journal Title:		J Chem Ecol
Year:		1990
Volume:		16
Issue:		7
Page Number:		2153 - 2166
DOI:		10.1007/BF01026927
ISSN/ISBN:		0098-0331 (Print) 0098-0331 (Linking)
Abstract:		"Sex attractants for the geometrid mothsEufidonia convergaria andCaripeta angustiorata, and the noctuid mothRivula propinqualis have been elucidated during field screening of a series of (3Z,6Z,9Z)-triene hydrocarbons (C17-22), and the racemic and enantiomerically enriched monoepoxydienes derived from those hydrocarbons. Biologically active compounds were identified by a combination of field testing of synthetic standards, electroantennography, and coupled gas chromatography-electroantennogram detection.E. convergaria males were optimally attracted by a 1ratio1 blend of (3Z,9Z)-(6S,7R)-epoxy-nonadecadiene (3Z,9Z-6S,7R-epoxy-19ratioH); other abbreviations follow the same system) with (3Z,6Z,9Z)-nonadecatriene (3Z,6Z,9Z-19ratioH). The 6R,7S enantiomer of the epoxide had no apparent biological activity, either as an attractant or as a behavioral antagonist. Male moths also were attracted to blends of the C18 and C20 homologs of the triene and the epoxide. 3Z,6Z,9Z-19ratioH and 3Z,6Z-cis-6,7-epoxy-19ratioH were identified inE. convergaria female pheromone gland extracts. Males of the geometrid moth speciesC. angustiorata were attracted by a 1ratio1 blend of 3Z,6Z,9Z-19ratioH and enantiomerically enriched 3Z,9Z-6R,7S-epoxy-19ratioH. Males of the noctuid mothR. propinqualis were attracted by an approximately 10ratio1 blend of 3Z,6Z,9Z-19ratioH and enantiomerically enriched 3Z,9Z-6S, 7R-epoxy-19ratioH. The components were synergistic, with neither being attractive alone. The blend ratio was quite specific, as the attractiveness of blends decreased sharply on either side of the optimum ratio"
Keywords:
Notes:		"PubMed-not-MEDLINEMillar, J G Giblin, M Barton, D Underhill, E W eng 1990/07/01 J Chem Ecol. 1990 Jul; 16(7):2153-66. doi: 10.1007/BF01026927"