The metabolism of pyrene by rat liver microsomes and the influence of various mono-oxygenase inducers

Xenobiotica. 1982 Jan;12(1):45-53. doi: 10.3109/00498258209052453.

Abstract

1. Pyrene metabolite g.l.c. profiles were recorded and metabolites identified by mass spectrometry. 2. Pyrene is metabolized by liver microsomes of untreated rats to 1-hydroxypyrene, 4,5-dihydroxy-4,5-dihydropyrene, two different diphenols and a triol, tentatively identified as 1,4,5-trihydroxy-4,5-dihydropyrene. 3. Pretreatment with phenobarbital or polychlorinated biphenyls favours oxidation at the K-region, whereas cytochrome P-448 inducers stimulate oxidation at the non-K-region of pyrene. 4. 1-Hydroxypyrene does not inhibit pyrene oxidation. 5. Pyrene diphenols are formed by secondary oxidation of 1-hydroxypyrene. 6. Triols are formed from dihydrodiols by secondary oxidation.

MeSH terms

  • Animals
  • Enzyme Induction / drug effects
  • Kinetics
  • Microsomes, Liver / metabolism*
  • Mixed Function Oxygenases / biosynthesis*
  • Oxidoreductases / biosynthesis*
  • Pyrenes / metabolism*
  • Rats
  • Rats, Inbred Strains

Substances

  • Pyrenes
  • pyrene
  • Mixed Function Oxygenases
  • Oxidoreductases