330
Views
21
CrossRef citations to date
0
Altmetric
Review Article

Warfarin and UDP-glucuronosyltransferases: writing a new chapter of metabolism

, &
Pages 55-61 | Accepted 27 Jul 2009, Published online: 14 Jan 2010

References

  • Barker, W. (1965). The metabolism of 4-C14-warfarin sodium in rat [Thesis]. University of Wisconsin, Madison, Wisconsin, USA.
  • Barker, W., Hermodson, M., Link, K. (1970). The metabolism of 4-C14-Warfarin Sodium by the rat. J Pharmacol Exp Ther 171:307–313.
  • Chan, E., McLachlan, A. J., Rowland, M. (1993). Warfarin metabolities: Stereochemical aspects of protein binding and displacement by Phenylbutazone. Chirality 5:610–615.
  • Eble, J. (1953). Studies on the 4-hydroxycoumarin anticoagulants warfarin and cyclocumarol. [Thesis]. University of Wisconsin, Madison, Wisconsin, USA, pp. 22–30.
  • Gebauer, M. (2007). Synthesis and structure-activity relationships of novel warfarin derivatives. Bioorg Med Chem 15:2414–2420.
  • Guo, Y., Weller, P., Farrell, E., Cheung, P., Fitch, B., Clark, D., et al. (2006). In silico parmacogenetics of warfarin metabolism. Nat Biotechnol. 24:531–536.
  • Hermodson, M. (1968). Biochemical studies on warfarin [Thesis]. University of Wisconsin, Madison, Wisconsin, USA.
  • Hirsh, J., Dalen, J. E., Anderson, D. R., Poller, L., Bussey, H., Ansell, J., et al. (2001). Oral anticoagulants: mechanism of action, clinical effectiveness, and optimal therapeutic range. Chest 119:8S–21S.
  • Jansing, R., Chao, E., Kaminsky, L. (1992). Phase II metabolism of warfarin in primary culture of adult rat hepatocyes. Mol Pharmacol 41:209–215.
  • Kaminsky, L., de Morais, S., Faletto, M., Dunbar, D., Goldstein, J., (1993). Correlation of human cytochromeP4502C substrate specificities with primary structure: warfarin as a probe. Mol Pharmacol 43:234–239.
  • Kaminsky, L. S., Zhang, Z. Y. (1997). Human P450 metabolism of warfarin. Pharmacol Ther 73:67–74.
  • Miller, G. P., Jones, D. R., Sullivan, S. Z., Mazur, A., Owen, S. N., Mitchell, N. C., et al. (2009). Assessing cytochrome P450 and UDP-Glucuronosyltransferase contributions to warfarin metabolisms in humans. Chem Res Toxicol. 22(7): 1239–45.
  • Miller, G. P., Lichti, C. F., Zielinska, A. K., Mazur, A., Bratton, S. M., Gallus-Zawada, A., et al. (2008). Identification of hydroxywarfarin binding site in human UDP glucuronosyltransferase 1A10: phenylalanine 90 is crucial for the glucuronidation of 6- and 7-hydroxywarfarin but not 8-hydroxywarfarin. Drug Metab Dispos 36:2211–2218.
  • Ngui, J. S., Chen, Q., Shou, M., Wang, R. W., Stearns, R. A., Baillie, T. A., et al. (2001). In vitro stimulation of warfarin metabolism by quinidine: increases in the formulation of 4’- and 10’-hydroxywarfarin. Drug Metab Dispos 29:877–886.
  • O’Reilly, R. (1969). Interaction of the anticoagulant drug warfarin and its metabolities with human plasma albumin. J Clin Invest 48:193–202.
  • Rettie, A., Korzekwa, K. R., Kunze, K. L., Lawrence, R. F., Eddy, A. C., Aoyama, T., et al. (1992). Hydroxylation of warfarin by human cDNA-expressed cytochrome P-4SO: A role for P-4502 C9 in the etiology of (S)-warfarin-drug interactions. Chem Res Toxicol 5:54–59.
  • Reynolds, K., Valdes, R. J., Hartung, B. R., Linder, M. W. (2007). Individualizing warfarin therapy. Person Med 4:11–31.
  • Ritter, J. K. (2000). Roles of glucuronidation and UDP-glucuronosyltransferases in xenobiotic bioactivation reactions. Chemico Biolog Interact 129:171–193.
  • Steward, D. J., Haining, R. L., Henne, K. R., Davis, G., Rushmore, T. H., Trager, W. F., et al. (1997). Genetic association between sensitivity to warfarin and expression of CYP2C9*3. Pharmacogenetics 7:361–367.
  • Wienkers, L. C., Wurden, C. J., Storch, E., Kunze, K. L., Rettie, A. E., Trager, W. F. (1996). Formation of (R)-8-hydroxywarfarin in human liver microsomes. A new metabolic marker for the (S)-mephenytoin hydroxylase, P4502C19. Drug Metab Dispos 24:610–614.
  • Zhang, Z., Fasco, M. J., Huang, Z., Guengerich, F. P., Kaminsky, L. S. (1995). Human cytochrome P4501A1 and P4501A2: R-warfarin metabolism as a probe. Drug Metab Dispos 23:1339–1345.
  • Zielinska, A., Lichti, C. F., Bratton, S., Mitchell, N. C., Gallus-Zawada, A., Le, V.-H., et al. (2008). Glucurodination of monohydroxylated warfarin metabolites by human liver microsomes and human recombinant UDP-glucuronosyltransferases. J Pharmacol Exp Ther 324:139–148.

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.