Interaction of 2,4,4'-trichloro-2'-hydroxydiphenyl ether with microsomal cytochrome P450-dependent monooxygenases in rat liver

Chemosphere. 1996 Jul;33(2):265-76. doi: 10.1016/0045-6535(96)00169-5.

Abstract

We studied the effects of 2,4,4'-trichloro-2'-hydroxydiphenyl ether (Irgasan DP300) on the kinetics of the cytochrome P450 (P450)-dependent monooxygenases in rat liver microsomes. The activities of 7-ethoxyresorufin O-deethylase (EROD) and 7-pentoxyresorufin O-depentylase (PROD) in rat liver microsomes exposed to 3-methylcholanthrene (MC) and phenobarbital (PB) respectively, were substantially inhibited by Irgasan DP300. The inhibition profile of EROD was competitive, whereas that of PROD was noncompetitive; the Ki values from Hanes plots were 0.24 and 1.48 microM for EROD and PROD, respectively. Phenacetin O-deethylase (PCOD) and 4-nitrophenol hydroxylase (4NPH) activities in rats exposed to PB were also inhibited by Irgasan DP300, at Ki values lower than those for other microsomes. Irgasan DP300 slightly inhibited testosterone 6 beta-hydroxylase (TS6BH) activities in some microsomes. No effect of Irgasan DP300 on lauric acid omega-hydroxylase (LAOH) activity was evident in any microsomal preparations. These results indicated that Irgasan DP300 inhibits MC- and PB-inducible P450-dependent monoxygenase in vitro competitively or noncompetitively, and that the P450 enzymes of the CYP1A or CYP2B subfamily may contribute to Irgasan DP300 toxicity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Aryl Hydrocarbon Hydroxylases*
  • Binding, Competitive
  • Blotting, Western
  • Carcinogens / toxicity
  • Cytochrome P-450 CYP1A1
  • Cytochrome P-450 CYP1A2
  • Cytochrome P-450 CYP2B1
  • Cytochrome P-450 CYP2E1
  • Cytochrome P-450 CYP4A
  • Cytochrome P-450 Enzyme Inhibitors*
  • Cytochrome P-450 Enzyme System / metabolism
  • Enzyme Inhibitors / toxicity*
  • Fluorometry
  • GABA Modulators / toxicity
  • Male
  • Methylcholanthrene / toxicity
  • Microsomes, Liver / drug effects*
  • Microsomes, Liver / enzymology
  • Mixed Function Oxygenases / antagonists & inhibitors*
  • Mixed Function Oxygenases / metabolism
  • Oxidoreductases / antagonists & inhibitors*
  • Oxidoreductases / metabolism
  • Phenobarbital / toxicity
  • Rats
  • Rats, Wistar
  • Software
  • Steroid Hydroxylases / antagonists & inhibitors
  • Steroid Hydroxylases / metabolism
  • Triclosan / toxicity*

Substances

  • Carcinogens
  • Cytochrome P-450 Enzyme Inhibitors
  • Enzyme Inhibitors
  • GABA Modulators
  • Triclosan
  • Methylcholanthrene
  • Cytochrome P-450 Enzyme System
  • Mixed Function Oxygenases
  • Oxidoreductases
  • Steroid Hydroxylases
  • Cytochrome P-450 CYP2E1
  • Aryl Hydrocarbon Hydroxylases
  • Cytochrome P-450 CYP1A1
  • Cytochrome P-450 CYP1A2
  • Cytochrome P-450 CYP2B1
  • testosterone 7-alpha-hydroxylase, hamster
  • Cytochrome P-450 CYP4A
  • Phenobarbital