Microsomal N-oxygenation of adenine to adenine 1-N-oxide

Arch Pharm (Weinheim). 1993 Jan;326(1):25-7. doi: 10.1002/ardp.19933260106.

Abstract

During investigations on the N-oxygenation of adenine (1) the enzymatic formation of adenine 1-N-oxide 3 was demonstrated for the first time. The identity of this metabolite was confirmed by its chromatographic behaviour and UV-spectrum recorded after HPLC separation. Adenine 1-N-oxide (3) and similar oxygenated derivatives of adenine were synthesized as reference substances. The enzymatic formation of 3 exhibits the typical characteristics of a reaction catalysed by microsomal mono-oxygenases. In induction experiments, an increase in the rate of formation of 3 after pretreatment with phenobarbital was observed. A participation of those isoenzymes of the cytochrome P-450 enzyme system which can be induced by phenobarbital is assumed.

MeSH terms

  • Adenine / analogs & derivatives*
  • Adenine / metabolism*
  • Adenine / pharmacokinetics
  • Animals
  • Biotransformation
  • Chromatography, High Pressure Liquid
  • Microsomes, Liver / metabolism*
  • Rats
  • Spectrophotometry, Ultraviolet

Substances

  • adenine-N-oxide
  • Adenine