title: Male sex pheromonal components derived from methyl eugenol in the hemolymph of the fruit fly Bactrocera papayae.
abstract: Pharmacophagy of methyl eugenol (ME)--a highly potent male attractant, by Bactrocera papayae results in the hydroxylation of ME to sex pheromonal components, 2-ally-4,5-dimethoxyphenol (DMP) and (E)-coniferyl alcohol (CF). These compounds, which are also male attractants, are then sequestered and stored in the rectal gland prior to their release during courtship at dusk. Chemical analyses of the digestive tract (excluding the crop and rectal gland) showed the absence of the sex pheromonal components and their precursor, ME. However, B. papayae males were attracted to and fed on the ME-fed male hemolymph extracts but not on hemolymph extracts of ME-deprived males. After thin layer chromatography in a hexane:ethyl acetate solvent system, flies were attracted to and fed on the original point on the TLC plate where the hemolymph extract had been spotted, suggesting that the pheromone components were bound in polar complexes. Chemical analyses of the ME-fed male hemolymph and crop extracts revealed the presence of the sex pheromonal components. The presence of the ME-derived pheromonal components and the absence of ME in the hemolymph suggest that the hemolymph is involved in the transportation of sex pheromonal components from the crop to the rectal gland.
authors.affiliation: School of Biological Sciences, Universiti Sains Malaysia 11800 Minden, Penang, Malaysia. ahee@hortresearch.co.nz
authors.forename: Alvin Kah-wei
authors.initials: AK
authors.lastname: Hee
authors.forename: Keng-Hong
authors.initials: KH
authors.lastname: Tan
mesh_terms: D000818:Animals; D002855:Chromatography, Thin Layer; D004175:Diptera / Q000378:metabolism*; D005054:Eugenol / Q000031:analogs & derivatives* / Q000032:analysis / Q000737:chemistry*; D041981:Gastrointestinal Tract / Q000737:chemistry / Q000378:metabolism; D006458:Hemolymph / Q000737:chemistry*; D008297:Male; D010636:Phenols / Q000032:analysis / Q000737:chemistry; D010675:Pheromones / Q000737:chemistry* / Q000494:pharmacology; D012726:Sexual Behavior, Animal / Q000502:physiology
chemical_list: D010636:Phenols; D010675:Pheromones; C099328:2-allylphenol; C005223:methyleugenol; D005054:Eugenol; C010559:coniferyl alcohol