Comparison of volatiles emitted by male caribbean and mexican fruit flies
- 1 February 1992
- journal article
- Published by Springer Nature in Journal of Chemical Ecology
- Vol. 18 (2) , 223-244
- https://doi.org/10.1007/bf00993755
Abstract
Volatiles emitted byAnastrepha suspensa andAnastrepha ludens males were trapped and compared by GC-MS. Both species emitted previously reported nine-carbon alcohols, (Z)-3-nonenol and (Z,Z)-3,6-nonadienol, and epimeric lactones, anastrephin and epianastrephin. A third isomeric lactone, the macrolide suspensolide, which was previously known only fromA. suspensa is reported here for the first time in the volatiles ofA. ludens. We also report that both species released different proportions of the same three sesquiterpene hydrocarbons:α-farnesene,β-bisabolene, andα-trans-bergamotene. Theβ-bisabolene was isolated in sufficient quantity fromA. suspensa volatiles to establish its absolute configuration as the (R)-(+)-enantiomer. Some plausible biosynthetic relationships of farnesol to the isoprenoid lactones and sesquiterpenes identified in this study are discussed. Finally, we report thatA. suspensa produces the monoterpene (Z)-β-ocimene whileA. ludens volatiles contained limonene.Keywords
This publication has 22 references indexed in Scilit:
- Absolute configuration of (-)-.beta.-trans-bergamoteneJournal of the American Chemical Society, 1990
- Bergamotene biosynthesis and the enzymic cyclization of farnesyl pyrophosphateJournal of the American Chemical Society, 1989
- Identification of Essential Oils by Ion Trap Mass SpectroscopyPublished by Elsevier ,1989
- Suspensolide, a new macrolide component of male caribbean fruit fly( [loew]) volatilesTetrahedron Letters, 1988
- Total synthesis and structure proof of (3E,8E)-suspensolideTetrahedron Letters, 1988
- Isolation and identification of the sex pheromone of the mediterranean fruit fly, Ceratitis capitata(Wied)Journal of the Chemical Society, Chemical Communications, 1985
- Anastrephin and epianastrephin, novel lactone components isolated from the sex pheromone blend of male caribbean and mexican fruit fliesTetrahedron Letters, 1983
- Courtship Behavior and Evidence for a Sex Attractant in the Male Caribbean Fruit Fly, Anastrepha suspensa1,2Annals of the Entomological Society of America, 1972
- Metalation of limonene. Novel method for the synthesis of bisabolane sesquiterpenesJournal of the American Chemical Society, 1972
- The Syntheses of (±)-β-Bisabolene and 2-p-Tolyl-6-methylhepta-1,5-dieneThe Journal of Organic Chemistry, 1966