Sulfoxidation of albendazole by a cytochrome P450-independent monooxygenase from rat liver microsomes

Vet Res Commun. 1986 Jul;10(4):317-24. doi: 10.1007/BF02213995.

Abstract

The in vitro biological oxidation of albendazole to albendazole sulfoxide by rat liver microsomes has been studied. This reaction corresponds to a NADPH-dependent enzymatic system, characterised by Km and Vm values of 53.6 microM and 0.59 nmole/mg protein per min. The rate of sulfoxidation by liver microsomes of rats treated with phenobarbital, B-naphthoflavone, Aroclor 1254 and 3-methylcholanthrene was not increased. SKF 525A and metyrapone did not inhibit albendazole sulfoxidase. Thiobenzamide and tranylcypromine decreased sulfoxidation to 48 and 52% of control values. The inhibition by tranylcypromine was competitive. Purified flavin adenine dinucleotide (FAD)-containing monooxygenase from hog liver microsomes catalysed sulfoxidation of albendazole (V = 0.52 nmole/nmole enzyme per min). The present data demonstrate that sulfoxidation of albendazole in the rat liver is not catalysed by a cytochrome P450-dependent monooxygenase and suggest that albendazole is a substrate for FAD-containing monooxygenase (FMO).

MeSH terms

  • Albendazole* / analogs & derivatives*
  • Animals
  • Benzimidazoles / metabolism*
  • Cytochrome P-450 Enzyme System
  • Enzyme Induction / drug effects
  • Enzyme Inhibitors / pharmacology
  • Kinetics
  • Male
  • Microsomes, Liver / enzymology*
  • Oxygenases / metabolism*
  • Rats
  • Rats, Inbred Strains

Substances

  • Benzimidazoles
  • Enzyme Inhibitors
  • Cytochrome P-450 Enzyme System
  • Oxygenases
  • dimethylaniline monooxygenase (N-oxide forming)
  • Albendazole
  • albendazole sulfoxide