NADPH-, NADH- and cumene hydroperoxide-dependent metabolism of benzo[a]pyrene by pyloric caeca microsomes of the sea star Asterias rubens L. (Echinodermata: Asteroidea)

Xenobiotica. 1994 Oct;24(10):989-1001. doi: 10.3109/00498259409043296.

Abstract

1. Benzo[a]pyrene (BaP) metabolism was studied in microsomes of the pyloric caeca (main digestive tissue and site of P450) of the echinoderm sea star (starfish) Asterias rubens. 2. NADPH-dependent metabolism of BaP produced phenols (36% of total metabolism), quinones (19%), dihydrodiols (25%) and putative protein adducts (20%). 3. NADH-dependent rates of BaP metabolism were approximately twice those found for NADPH-dependent metabolism, and metabolite formation was shifted towards dihydrodiols and quinones. 4. Cumene hydroperoxide (CHP)-dependent rates of BaP metabolism were also higher than NADPH-dependent rates by a factor of six for quinone and putative protein adduct production, and by a factor of four for phenol and dihydrodiol production. 5. Microsomal rates of BaP metabolism in BaP-exposed sea stars appeared to be elevated more in the case of NADPH-dependent than for CHP-dependent metabolism (respectively, increases of 130 and 41%), indicating the induction of forms of P450 preferentially catalysing NADPH-dependent metabolism. 6. 1,1,1-Trichloropropene-2,3-oxide (TCPO) inhibited dihydrodiol formation from both NADPH- and CHP-dependent BaP metabolism, indicating the involvement of epoxide hydratase in BaP metabolism. 7. Incubations of pyloric caeca microsomes with BaP and a superoxide anion radical-generating system (xanthine/xanthine oxidase) produced putative protein adducts but no free metabolites.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzene Derivatives / pharmacology*
  • Benzo(a)pyrene / metabolism*
  • Epoxide Hydrolases / antagonists & inhibitors
  • Epoxide Hydrolases / metabolism
  • Kinetics
  • Microsomes / metabolism*
  • NAD / pharmacology*
  • NADP / pharmacology*
  • Phenols / metabolism
  • Proteins / metabolism
  • Pylorus / ultrastructure
  • Quinones / metabolism
  • Starfish / metabolism*
  • Trichloroepoxypropane / pharmacology
  • Xanthine
  • Xanthine Oxidase / metabolism
  • Xanthines / metabolism

Substances

  • Benzene Derivatives
  • Phenols
  • Proteins
  • Quinones
  • Xanthines
  • NAD
  • Xanthine
  • Trichloroepoxypropane
  • Benzo(a)pyrene
  • NADP
  • Xanthine Oxidase
  • Epoxide Hydrolases
  • cumene hydroperoxide