Differential metabolism of 1,8-cineole in insects.
In order to compare the metabolism of 1,8-cineole in the pyrgo beetle, Paropsisterna tigrina, three other herbivorous insect species, Faex nigroconspersa, Chrysophtharta bimaculata, and Oxyops vitiosa, were fed 1,8-cineole leaf diets. F. nigroconspersa adults excreted predominantly 9-hydroxy-1,8-cineole (36.2% of the volatile constituents) with some 2alpha-hydroxy-1,8-cineole (11.4%). In contrast, larvae excreted predominantly 2alpha-hydroxy-1,8-cineole (27.4%) and smaller proportions of 9-hydroxy-1,8-cineole (5.2%) and 3alpha-hydroxy-1,8-cineole (4.3%). C. bimaculata adults excreted predominantly 3alpha-hydroxy-1,8-cineole (16.5%). Oxyops vitiosa adults, on a lower 1,8-cineole diet, excreted predominantly 2alpha,9-dihydroxy-1,8-cineole (4.2%) and 2alpha-hydroxy-1,8-cineole (3.5%), with smaller proportions of 3alpha-hydroxy-1,8-cineole (1.1%) and 9-hydroxy-1,8-cineole (0.5%). This is the first reported occurrence of a dihydroxycineole as an insect metabolite. Gas chromatographic and mass spectral data for hydroxycineoles are recorded and interspecific metabolite variation discussed.
Southwell
Ian A
IA
Wollongbar Agricultural Institute, Wollongbar, New South Wales, 2477, Australia. ian.southwell@agric.nsw.gov.au
Russell
Michael F
MF
Maddox
Craig D A
CD
Wheeler
Gregory S
GS
D000818:Animals; D001517:Coleoptera / Q000502:physiology*; D003511:Cyclohexanols / Q000378:metabolism*; D004175:Diptera / Q000502:physiology*; D000077591:Eucalyptol; D005052:Eucalyptus; D008401:Gas Chromatography-Mass Spectrometry; D006110:Grasshoppers / Q000502:physiology*; D007814:Larva / Q000502:physiology; D039821:Monoterpenes; D012997:Solvents / Q000378:metabolism*; D013729:Terpenes / Q000378:metabolism*
D003511:Cyclohexanols; D039821:Monoterpenes; D012997:Solvents; D013729:Terpenes; D000077591:Eucalyptol