Identification of metabolites of selected benzophenanthridine alkaloids and their toxicity evaluation

J Pharm Biomed Anal. 2016 Mar 20:121:174-180. doi: 10.1016/j.jpba.2016.01.024. Epub 2016 Jan 15.

Abstract

Selected benzo[c]phenathridine alkaloids were biotransformed using rat liver microsomes and identified by liquid chromatography and mass spectrometry. While the metabolites of commercially available sanguinarine and chelerythrine have been studied in detail, data about the metabolism of the minor alkaloids remained unknown. Reactions involved in transformation include single and/or double O-demethylation, demethylenation, reduction, and hydroxylation. Two metabolites, when isolated, purified and tested for toxicity, were found to be less toxic than the original compounds.

Keywords: Benzophenanthridine alkaloids; Biotransformation; LC MS; Metabolism; Microsomes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / metabolism*
  • Animals
  • Benzophenanthridines / adverse effects
  • Benzophenanthridines / chemistry
  • Benzophenanthridines / metabolism*
  • Chromatography, Liquid / methods
  • Hydroxylation
  • Isoquinolines / adverse effects*
  • Isoquinolines / chemistry*
  • Male
  • Mass Spectrometry / methods
  • Microsomes, Liver / metabolism
  • Rats
  • Rats, Wistar

Substances

  • Alkaloids
  • Benzophenanthridines
  • Isoquinolines
  • sanguinarine
  • chelerythrine