IDENTIFICATION OF COMPOUNDS IN AN HPLC FRACTION FROM FEMALE EXTRACTS THAT ELICIT MATING RESPONSES IN MALE SCREWWORM FLIES, COCHLIOMYIA-HOMINIVORAX

Citation
Jg. Pomonis et al., IDENTIFICATION OF COMPOUNDS IN AN HPLC FRACTION FROM FEMALE EXTRACTS THAT ELICIT MATING RESPONSES IN MALE SCREWWORM FLIES, COCHLIOMYIA-HOMINIVORAX, Journal of chemical ecology, 19(5), 1993, pp. 985-1008
Citations number
24
Categorie Soggetti
Ecology,Biology
Journal title
ISSN journal
00980331
Volume
19
Issue
5
Year of publication
1993
Pages
985 - 1008
Database
ISI
SICI code
0098-0331(1993)19:5<985:IOCIAH>2.0.ZU;2-Y
Abstract
When hexane extracts of mature screwworm females were chromatographed on a silica gel column, mating stimulant activity was concentrated in a fraction that eluted with hexane-ether (94:6, v/v). Separation of th is fraction with HPLC (acetonitrile-acetone; 60:40, isocratic) resulte d in a chromatogram of some 20 peaks. Only peaks 4-11 elicited mating responses. Peaks 5-10 had most of the activity, with peak 8 producing the highest response. Sixteen compounds were characterized from peak 8 by gas chromatography-mass spectrometry: six unbranched secondary ace tates (C31H62O2); seven previously unreported methyl-branched secondar y acetates (C32H64O2); one unbranched ketone (C31H62O); and one methyl -branched ketone (C32H64O). The isomeric acetates were not completely resolved from each other by capillary gas chromatography (CGC) on meth yl silicone columns. The sixteenth compound was an aldehyde (C30H60O) that was present only in occasional peak 8 preparations. These compoun ds and several derivatives were characterized by capillary gas chromat ography-mass spectrometry (CGC-MS). The position of the acetate group was ascertained by conversion to a keto group or by replacement of the acetate with a methyl group. Pheromone activity was not observed in p eaks trapped either from CGC or by recombination of the trapped CGC pe aks from HPLC peak 8. This apparent loss of activity from CGC peaks or from TLC cannot currently be explained.