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Xenobiotica
the fate of foreign compounds in biological systems
Volume 30, 2000 - Issue 9
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Research Article

Biotransformation of 1,8-cineole in the brushtail possum (Trichosurus vulpecula)

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Pages 915-932 | Published online: 22 Sep 2008

References

  • ALDRICH, 1983, DiazaldTM, MNNG and diazomethane generators. Aldrichchimica Acta, 16, 1.
  • BARNES, W., 1996, Eucalyptus oil poisoning in children. Australian Journal of Emergency Care, 3, 15–20. BOLAND, D. J. and BROPHY, J. J., 1991, Eucalyptus Leaf Oils: Use, Chemistry, Distillation and Marketing (Melbourne: Inkata).
  • BOYLE, R., MCLEAN, S., FOLEY, W. J. and DAVIES, N. W., 1999, Comparative metabolism of dietary terpene,p-cymene, in generalist and specialist folivorous marsup ials. journal of Chemkal Ecology, 25, 2109–2126.
  • BOYLE, R., MCLEAN, S., FOLEY, W. J., MOORE, B. D., DAVIES, N. W. and BRANDON, S., 2000c, Fate of the dietary terpene, p-cymene, in the koala. Journal of Chemical Ecology 26, 1095–1111.
  • BULL, S. D., CARMAN, R. M., CARRICK, F. N. and KLIKA, K. D., 1993, 7-Hydroxy-1,8-cineole and 7-cineolic acid. Two new possum urinary metabolites. Australian Journal of Chemistry, 46,441–447.
  • CARMAN, R. M. and GARNER, A. C., 1996, 7,9-Dihydroxy-1,8-cineole and 2 oc,7-dihydroxy-1,8-cineole :two new possum urinary metabolites. Australian Journal of Chemistry, 49, 741–749.
  • CARMAN, R. M., GARNER, A. C. and KLIKA, K. D., 1994, 2,9-Dihydroxy-1,8-cineole and 2,10-dihydroxy-1,8-cineole-2 new possum urinary metabolites. Australian Journal of Chemistry, 47, 1509–1521.
  • CARMAN, R. M. and KLIKA, K. D., 1992, Partially racemic compounds as brushtail possum urinary metabolites. Australian Journal of Chemistry, 45, 651–657.
  • CARMAN, R. M., MACRAE, I. C. and PERKINS, M. V., 1986, The oxidation of 1,8-cineole by Pseudomonas flava. Australian Journal of Chemistry, 39, 1739–1746.
  • CARMAN, R. M. and RAYNER, A. C., 1994, 2-Alpha,4-dihydroxy-1,8-cineoka new possum urinarymetabolite. Australian Journal of Chemistry, 47, 2087–2097.
  • DIBELER, V. H., 1979, Chemical analysis by mass spectrometry. In C. A. McDowell (ed.), Mass Spectrometry (New York: McGraw-Hill).
  • FLYNN, T. M. and SOUTHWELL, I. A., 1979, 1, 3-Dimethy1-2 -oxabicyclo [2,2,2]-octane-3-mcthanol and 1,3-dimethy1-2-oxabicyclo [2,2,2] octane-3-carboxylic acid, urinary metabolite of 1, 8- cineole. Australian Journal of Chemistry, 32, 2093–2095.
  • FOLEY, W. J., LASSAK, E. V. and BROPHY, J., 1987, Digestion and absorption of Eucalyptus essential oils in greater glider (Petauroides volans) and brushtail possum (Trichosurus vulpecula). Journal of Chemical Ecology, 13, 2115–2130.
  • GUENTHER, E., 1950, The Eucalyptus oils. In The Essential Oils (New York: D. van Nostrand), pp. 437–525.
  • JENNER, P. M., HAGAN, E. C., TAYLOR, J. M., COOK, E. L. and FITZHUGH, 0. G., 1964, Food flavourings and compounds of related structure i. acute oral toxicity. Food and Cosmetic Toxicology, 2, 327–343.
  • JORGENSEN, A. D., PICEL, K. C. and STAMOUDIS, V. C., 1990, Prediction of gas chromatography flame ionization detector response factors from molecular structures. Analytical Chemistry, 62, 683–689.
  • Li, H., MADDEN, J. L. and DAVIES, N. W., 1994, Variation in leaf oils of Eucalyptus nitens and E. denticulata. Biochemical Systematics and Ecology, 22, 631-640. Liu, W. G. and ROSAZZA, J. P. N., 1990, Stereospecific hydroxylation of 1,8-cineole using a microbial catalyst. Tetrahedral Letters, 31, 2833–2836.
  • MACRAE, I. C., ALBERTS, V., CARMAN, R. M. and SHAW, I. M., 1979, Products of 1,8-cineole oxidation by a Pseudomonad. Australian Journal of Chemistry, 32, 917–922.
  • MCLEAN, S., FOLEY, W. J., DAVIES, N. W., BRANDON, S., Duo, L. and BLACKMAN, A. J., 1993, Metabolic fate of dietary terpenes from Eucalyptus radiata in common ringtail possum (Pseudocheirus peregrinus). Journal of Chemical Ecology, 19, 1625–1643.
  • NIST, 1998, NIST MASS SPECTRAL LIBRARY (US DEPARTMENT OF COMMERCE).
  • PATEL, S. and WIGGINS, J., 1980, Eucalyptus oil poisoning. Archives of Disease in Childhood, 55,405-406. PRATT, W. B. and TAYLOR, P., 1990, Principles of Drug Action: The Basis of Pharmacology (New York: Churchill Livingston).
  • SCHWARTZ, D. P. and BRIGHT, R. S. 1974, A column procedure for esterification of organic acids with diazomethane at the microgram level. Analytical Biochemistry, 61, 271–274.
  • SOUTHWELL, I. A., FLYNN, T. M. and DEGABRIELE, R., 1980, Metabolism of a- and fl-pinene, p-cymene and 1,8-cineole in the brushtail possum, Trichosurus vulpecula. Xenobiotica, 10, 17–23.
  • SOUTHWELL, I. A., MADDOX, G. D. A. and ZALUCKI, M. P., 1995, Metabolism of 1,8-cineole in tea tree (Melaleuca alternifolia and M. linariifolia) by pyrgo beetle (Paropsisterna tigrina). Journal of Chemical Ecology, 21, 439–453.
  • THOMASSEN, D., PEARSON, P. G., SLATTERY, J. T. and NELSON, S. D., 1991, Partial characterization of biliary metabolites of pulegone by tandem mass spectrometry-detection of glucuronide, glutathione, and glutathionyl glucuronide conjugates. Drug Metabolism and Disposition, 19, 997–1003.
  • WEBB, N. J. A. and PITT, W. R., 1993, Eucalyptus oil poisoning in childhood: 41 cases in south-east Queensland. Journal of Paediatric Child Health, 29, 368–371.
  • YAMAGUCHI, T., CALDWELL, J. and FARMER, P. B., 1994, Metabolic fate of [H-3]-1-menthol in the rat. Drug Metabolism and Disposition, 22, 616–624.

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