Reactions of theophylline, theobromine and caffeine with Fenton's reagent--simulation of hepatic metabolism

Xenobiotica. 1987 May;17(5):617-21. doi: 10.3109/00498258709043968.

Abstract

Theophylline and caffeine undergo N-demethylation and hydroxylation by Fenton's reagent to give uric acid derivatives; theophylline is oxidized mainly to 1-methyluric acid, and 1,3-dimethyluric acid and 1-methyluric acid are the major products obtained from caffeine. Theobromine undergoes predominantly N-demethylation to give 7-methylxanthine. The nature of the products indicate that these reactions simulate hepatic drug metabolism.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Caffeine / metabolism*
  • Hydrogen Peroxide*
  • Hydroxylation
  • Iron*
  • Liver / metabolism
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Theobromine / metabolism*
  • Theophylline / metabolism*

Substances

  • Fenton's reagent
  • Caffeine
  • Hydrogen Peroxide
  • Theophylline
  • Iron
  • Theobromine