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J Chem Ecol

Title:		Pheromones of two arctiid moths (Creatonotos transiens andC. gangis) : Chiral components from both sexes and achiral female components
Author(s):		Bell TW; Meinwald J;
Address:		"Departments of Chemistry, State University of New York at Stony Brook, 11794, Stony Brook, New York"
Journal Title:		J Chem Ecol
Year:		1986
Volume:		12
Issue:		2
Page Number:		385 - 409
DOI:		10.1007/BF01020563
ISSN/ISBN:		0098-0331 (Print) 0098-0331 (Linking)
Abstract:		"The two major components of the female sex pheromones of twoCreatonotos species have been identified as an achiral C21 triene, (Z,Z,Z)-3,6,9-heneicosatriene, and a chiral epoxide, (Z,Z)-2(2,5-octadienyl)-3-undecyloxirane. The ratios of these components in the two species fall into nonoverlapping ranges. Two additional achiral minor components, (Z,Z)-6,9-heneicosadiene and (Z,Z,Z)-3,6,9-tricosatriene, were also identified in the female sex gland extracts. The male pheromone of both species consists of hydroxydanaidal, a chiral dihydropyrrolizine derived from pyrrolizidine alkaloids in the larval diet.Creatonotos transiens was found to convert dietary heliotrine into (R)-(-)-hydroxydanaidal, with inversion at the single asymmetric carbon atom. The possible biological and biosynthetic significance of the chiral pheromone components are discussed, and they are compared with known examples of chiral lepidopteran pheromones"
Keywords:
Notes:		"PubMed-not-MEDLINEBell, T W Meinwald, J eng 1986/02/01 J Chem Ecol. 1986 Feb; 12(2):385-409. doi: 10.1007/BF01020563"