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J Chem Ecol

Title:		"Sex pheromone of Lonomia obliqua: daily rhythm of production, identification, and synthesis"
Author(s):		Zarbin PH; Lorini LM; Ambrogi BG; Vidal DM; Lima ER;
Address:		"Departamento de Quimica, Laboratorio de Semioquimicos, Universidade Federal do Parana C. Postal 19081, 81531-990 Curitiba-PR, Brazil. pzarbin@quimica.ufpr.br"
Journal Title:		J Chem Ecol
Year:		2007
Volume:		33
Issue:		3
Page Number:		555 - 565
DOI:		10.1007/s10886-006-9246-1
ISSN/ISBN:		0098-0331 (Print) 0098-0331 (Linking)
Abstract:		"The sex pheromone of Lonomia obliqua Walker (Lepidoptera: Saturniidae) was studied in the laboratory. All female calling occurred during the scotophase. Most females (70.6%) called first within 24 hr of eclosion. Calling varied with age of female, with older (5- to 6-day-old) females calling earlier in the scotophase and for longer durations than younger (0- to 1-day-old) females. The sex pheromone gland of 1- to 3-day-old virgin females was extracted during the calling peak. A Y-olfactometer bioassay showed significant attraction of males to a filter paper containing the female gland extract. Gas chromatographic-electroantennogram detection (GC-EAD) analysis of the extract indicated the presence of at least two possible pheromone components. Gas chromatographic-mass spectrometric analysis of the major GC-EAD-active peak indicated a hexadecenyl acetate; chemical derivatization indicated delta11 unsaturation. Synthetic samples of (E)- and (Z)-11-hexadecenyl acetate were obtained by coupling 10-bromo-1-decanol and 1-hexyne, utilizing lithium chemistry. The comparison of the retention time of dimethyl disulfide derivatives of the natural compound, to those of synthetic chemicals, confirmed the natural compound as (E)-11-hexadecenyl acetate. The minor component was identified as the related alcohol, (E)-11-hexadecenol. The ratio of the two components in female extract was 100:35. Preliminary tests of males in a Y-olfactometer showed that their response to a mixture of the two compounds was not significantly different from that to gland extract"
Keywords:		"Animals Biological Assay Chromatography, Gas Female Lepidoptera/*metabolism/physiology Magnetic Resonance Spectroscopy Male Sex Attractants/*biosynthesis/chemistry Sexual Behavior, Animal;"
Notes:		"MedlineZarbin, Paulo H G Lorini, Lisete M Ambrogi, Bianca G Vidal, Diogo M Lima, Eraldo R eng Research Support, Non-U.S. Gov't 2007/01/26 J Chem Ecol. 2007 Mar; 33(3):555-65. doi: 10.1007/s10886-006-9246-1"