Metabolic pathway of dibenzoylmethane, a β-diketone analogue of curcumin, by NADPH-dependent cytochrome P450 enzymes in mouse liver microsomes

Chuan Chuan Lin, Guor Jien Wei, Mou Tuan Huang, Chi Tang Ho

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

Dibenzoylmethane (DBM), a curcumin-related β-diketone analogue, has been reported to exhibit a remarkable inhibitory effect on 7,12-dimethylbenz[a]anthracene (DMBA)-induced mammary tumorigenesis in Sencar mice. Investigation of the underlying mechanisms of DBM in the prevention of mammary tumorigenesis implied its role as an effector of Phase I enzymatic system. In this report, the metabolic fate of DBM by NADPH-dependent cytochrome P450 enzymes in mouse liver microsomes was demonstrated. Isolation of the major reductive metabolites of DBM (DBMH2), together with several minor metabolites identified by NMR, GC and LC-MS, explained the potential role of DBM as a modulator of the cytochrome P450 reductase that is required for the function of oxidase to metabolize DMBA. These might also contribute to the result of the inhibitory effect of DBM on DMBA-induced mouse mammary tumorigenesis.

Original languageEnglish (US)
Pages (from-to)284-288
Number of pages5
JournalJournal of Food and Drug Analysis
Volume13
Issue number3
StatePublished - Sep 2005

All Science Journal Classification (ASJC) codes

  • Food Science
  • Pharmacology

Keywords

  • 7,12-dimethylbenz[a]anthracene
  • Dibenzoylmethane
  • Mammary tumorigenesis
  • Mouse liver microsomes
  • NADPH-dependent cytochrome P450 enzymes
  • Reductive metabolite

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