Publication Cover
Xenobiotica
the fate of foreign compounds in biological systems
Volume 30, 2000 - Issue 10
391
Views
45
CrossRef citations to date
0
Altmetric
Research Article

Metabolism of 7-benzyloxy-4-trifluoromethylcoumarin by human hepatic cytochrome P450 isoforms

, , , &
Pages 955-969 | Published online: 22 Sep 2008

References

  • ANDERSSON, T., MINERS, J. 0., VERONESE, M. E. and BIRKETT, D. J., 1994, Diazepam metabolism by human liver microsomes is mediated both by S-mephenytoin hydroxylase and CYP3A isoforms. British Journal of Clinical Pharmacology, 38, 131–137.
  • BALDWIN, S. J., BLOOMER, J. C., SMITH, G. J., AYRTON, A. D., CLARKE, S. E. and CHENERY, R. J., 1995, Ketoconazole and sulphaphenazole as the respective selective inhibitors of P4503A and 2C9. Xenobiotica, 25, 261–270.
  • BOURRIE, M., MEUNIER, V., BERGER, Y. and FABRE, G., 1996, Cytochrome P450 isoform inhibitors as a tool for the investigation of metabolic reactions catalysed by human liver microsomes. Journal of Pharmacology and Experimental Therapeutics, 277, 321–332.
  • BUTERS, J. T. M., SCHILLER, C. D. and CHou, R. C., 1993, A highly sensitive tool for the assay of cytochrome P450 enzyme activity in rat, dog and man. Direct fluorescence monitoring of the deethylation of 7-ethoxy-4-trifluoromethylcoumarin. Biochemical Pharmacology, 46, 1577–1584.
  • CHANG, T. K. H., GONZALEZ, F. J. and WAXMAN, D. J., 1994, Evaluation of triacetyloleandomycin, a-naphthoflavone and diethyldithiocarbamate as selective chemical probes for inhibition of human cytochromes P450. Archives of Biochemistry and Biophysics, 311, 437–442.
  • CHAURET, N., TREMBLAY, N., LACKMAN, R. L., GAUTHIER, J.-Y., SILVA, J. M., MAROIS, J., YERGEY, J. A. and NICOLL-GRIFFITH, D. A., 1999, Description of a 96-well plate assay to measure cytochrome P4503A inhibition in human liver microsomes using a selective fluorescent probe. Analytical Biochemistry, 276, 215–226.
  • CLARKE, S. E., 1998, In vitro assessment of human cytochrome P450. Xenobiotica, 28, 1167–1202.
  • CLARKE, S. E., AYRTON, A. D. and CHENERY, R. J., 1994, Characterization of the inhibition of P4501A2 by furafylline. Xenobiotica, 24, 517–526.
  • CODE, E. L., CRESPI, C. L., PENMAN, B. W., GONZALEZ, F. J., CHANG, T. K. H. and WAXMAN, D. J., 1997, Human cytochrome P4502B6. Interindividual hepatic expression, substrate specificity, and role in precarcinogen activation. Drug Metabolism and Disposition, 25, 985–993.
  • CRESPI, C. L., MILLER, V. P., ACKERMANN, J. M., STRESSER, D. M. and BUSBY, W. F., JR, 1999, Novel high throughput fluorescent cytochrome P450 assays. Toxicological Sciences, 48(1-S), 69.
  • CRESPI, C. L., MILLER, V. P. and PENMAN, B. W., 1997, Microtiter plate assays for inhibition of human, drug-metabolizing cytochromes P450. Analytical Biochemistry, 248, 188–190.
  • CRESPI, C. L., MILLER, V. P. and PENMAN, B. W., 1998, High throughput screening for inhibition of cytochrome P450 metabolism. Medical Chemistry Research, 8, 457–471.
  • FUHR, U., DOEHMER, J., BATTULA, N., WoLFEL, C., KUDLA, C., KEITA, Y. and STAIB, A. H., 1992, Biotransformation of caffeine and theophylline in mammalian cell lines genetically engineered for expression of single cytochrome P450 isoforms. Biochemical Pharmacology, 43, 225–235.
  • HEYN, H., WHITE, R. B. and STEVENS, J. C., 1996, Catalytic role of P4502B6 in the N-demethylation of S-mephenytoin. Drug Metabolism and Disposition, 24, 948–954.
  • KENNEDY, S. W. and JoNEs, S. P., 1994, Simultaneous measurement of cytochrome P4501A catalytic activity and total protein concentration with a fluorescent plate reader. Analytical Biochemistry, 222, 217–223.
  • LAKE, B. G., 1987, Preparation and characterisation of microsomal fractions for studies of xenobiotic metabolism. In K. Snell and B. Mullock (eds), Biochemical Toxicology: A Practical Approach (Oxford: IRL Press), pp. 183–215.
  • LECOEUR, S., BONIERBALE, E., CHALLINE, D., GAUTER, J.-C., VALADON, P., DANSETTE, P. M., CATINOT, R., BALLET, F., MANSUY, D. and BEAUNE, P. H., 1994, Specificity of in vitro covalent binding of tienilic acid metabolites to human liver microsomes in relationship to the type of hepatotoxicity: comparison with two directly hepatotoxic drugs. Chemical Research in Toxicology, 7, 434–442.
  • LOWRY, 0. H., ROSEBROUGH, N. J., FARR, A. L. and RANDALL, R. J. 1951, Protein measurement with the Folin phenol reagent Journal of Biological Chemistry, 193, 265–275.
  • MEI, Q., TANG, C., ASSANG, C., LIN, Y., SLAUGHTER, D., RODRIGUES, A. D., BAILLIE, T. A., RUSHMORE, T. H. and SHou, M., 1999, Role of a potent inhibitory monoclonal antibody to cytochrome P-450 3A4 in assessment of human drug metabolism. Journal of Pharmacology and Experimental Therapeutics, 291, 749–759.
  • MINERS, J. 0. and BIRKETT, D. J., 1998, Cytochrome P4502C9: an enzyme of major importance in human drug metabolism. British Journal of Clinical Pharmacology, 45, 525–538.
  • NELSON, D. R., KOYMANS, L., KAMATAKI, T., STEGEMAN, J. J., FEYEREISEN, R., WAXMAN, D. J., WATERMAN, M. R., GOTOH, 0., COON, M. J., ESTABROOK, R. W., GUNSALUS, I. C. and NEBERT, D. W., 1996, P450 superfamily: update on new sequences, gene mapping, accession numbers and nomenclature. Pharmacogenetks, 6, 1–42.
  • NEWTON, D. J., WANG, R. W. and Lu, A. Y. H., 1995, Cytochrome P450 inhibitors. Evaluation of specificities in the in vitro metabolism of therapeutic agents by human liver microsomes. Drug Metabolism and Disposition, 23, 154–158.
  • ONO, S., HATANAKA, T., HOTTA, H., SATOH, T., GONZALEZ, F. J. and TSUTSUI, M., 1996, Specificity of substrate and inhibitor probes for cytochrome P45 Os: evaluation of in vitro metabolism using cDNA-expressed human P450s and human liver microsomes. Xenobioticia, 26, 681–693.
  • PARKINSON, A., 1996a, An overview of current cytochrome P450 technology for assessing the safety and efficacy of new materials. Toxicologic Pathology, 24, 45–57.
  • PARKINSON, A., 1996b, Biotransformation of xenobiotics. In C. D. Klaassen (ed.), Casarett and Doull's Toxicology: The Basic Science of Poisons, 5th edn (New York: McGraw Hill), pp. 113–186.
  • PEARCE, R. E., RODRIGUES, A. D., GOLDSTEIN, J. A. and PARKINSON, A., 1996, Identification of the human P450 enzymes involved in lansoprazole metabolism. Journal of Pharmacology and Experimental Therapeutics, 277, 805–816.
  • PELKONEN, 0., MÁENPÄÄ, J., TAAVITSAINEN, P., RAUTIO, A. and RAUNIO, H., 1998, Inhibition and induction of human cytochrome P450 (CYP) enzymes. Xenobiotica, 28, 1203–1253.
  • RENWICK, A. B., MISTRY, H., BALL, S. E., WALTERS, D. G., KAO, J. and LAKE, B. G., 1998, Metabolism of zaleplon by human hepatic cytochrome P450 isoforms. Xenobiotica, 28, 337–348.
  • RODRIGUES, A. D., 1999, Integrated cytochrome P450 reaction phenotyping. Attempting to bridge the gap between cDNA-expressed cytochromes P450 and native human liver micros omes. Biochemical Pharmacology, 57, 465–480.
  • SHIMADA, T., YAMAZAKI, H., MIMURA, M., INUI, Y. and GUENGERICH, F. P., 1994, Interindividual variations in human liver cytochrome P-450 enzymes involved in the oxidation of drugs, carcinogens and toxic chemicals: studies with liver microsomes of 30 Japanese and 30 Caucasians. Journal of Pharmacology and Experimental Therapeutics, 270, 414–423.
  • TASSANEEYAKUL, W., BIRKETT, D. J., McMANus, M. E., TASSANEEYAKUL, W., VERONESE, M. E., ANDERSSON, T., TUKEY, R. H. and MINERS, J. 0., 1994, Caffeine metabolism by human hepatic cytochromes P450: contributions of 1A2, 2E1 and 3A isoforms. Biochemical Pharmacology, 47, 1767–1776.
  • WRIGHTON, S. A., RING, B. J. and VANDENBRANDEN, M., 1995, The use of in vitro metabolism techniques in the planning and interpretation of drug safety studies. Toxicologic Pathology, 23, 199–208.
  • WRIGHTON, S. A., STEVENS, J. C., BECKER, G. W. and VANDENBRANDEN, M., 1993b, Isolation and characterization of human liver cytochrome P450 2C19: correlation between 2C19 and S-mephenytoin 4'-hydroxylation. Archives of Biochemistry and Biophysics, 306, 240–245.
  • WRIGHTON, S. A., VANDENBRANDEN, M., STEVENS, J. C., SHIPLEY, LA., RING, B. J., RETTIE, A. E. and CASHMAN, J. R., 1993a, In vitro methods for assessing human hepatic drug metabolism: their use in drug development. Drug Metabolism Reviews, 25, 453–484.
  • YANG, T. J., KRAUSZ, K. W., SAI, Y., GONZALEZ, F. J. and GELBOIN, H. V., 1999, Eight inhibitory monoclonal antibodies define the role of individual P-450s in human liver microsomal diazepam, 7-ethoxycoumarin and imipramine metabolism. Drug Metabolism and Disposition, 27, 102–109.
  • YASUMORI, T., NAGATA, K., YANG, S. K., CHEN, L.-S., MURAYAMA, N., YAMAZOE, Y. and KATO, R., 1993, Cytochrome P450 mediated metabolism of diazepam in human and rat: involvement of human CYP2C in N-demethylation in the substrate concentration-dependent manner. Pharmaco-genetics, 3, 291–301.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.