Aspects of metabolism of tamoxifen by rat liver microsomes. Identification of a new metabolite: E-1-[4-(2-dimethylaminoethoxy)-phenyl]-1, 2-diphenyl-1-buten-3-ol N-oxide

Biochem Pharmacol. 1986 Mar 1;35(5):827-34. doi: 10.1016/0006-2952(86)90251-0.

Abstract

Metabolism of tamoxifen N-oxide by phenobarbitone-induced rat liver microsomes gave a major metabolite which was identified as E-1-[4-(2-dimethylaminoethoxy)phenyl]-1, 2-diphenyl-1-buten-3-ol N-oxide (alpha-hydroxytamoxifen N-oxide) by comparison of mass spectral properties with synthetic material. This new metabolite was also formed from tamoxifen. Tamoxifen epoxide was synthesised; its microsomal metabolism gave the corresponding N-oxide. Neither tamoxifen epoxide nor its N-oxide was detected as a product of tamoxifen metabolism.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Biotransformation
  • Chromatography, High Pressure Liquid
  • Epoxy Compounds
  • Mass Spectrometry
  • Microsomes, Liver / metabolism*
  • Rats
  • Structure-Activity Relationship
  • Tamoxifen / analogs & derivatives
  • Tamoxifen / metabolism*

Substances

  • Epoxy Compounds
  • Tamoxifen