Hepatic microsomal epoxidation of bromobenzene to phenols and its toxicological implication

Serrine Lau, Vincent G. Zannoni

Research output: Contribution to journalArticle

44 Citations (Scopus)

Abstract

In vitro microsomal hepatic epoxidation of bromobenzene in rats and mice is presented in this study. Formation of o-bromophenol via bromobenzene-2,3-epoxide and p-bromophenol via bromobenzene-3,4-epoxide was assayed enzymatically and identified by a new, rapid and sensitive gas-liquid chromatography method using electron capture detection. Pretreatment of the animals with phenobarbital caused significant increases in both pathways whereas 3-methylcholanthrene or β-naphthoflavone caused a selective and marked increase of only the 2,3-epoxide pathway. Sodium dodecyl sulfate-gel electrophoresis of microsomal preparations resolved multiple forms of cytochrome P-450 and indicated that different forms of the heme protein were responsible for the formation of o-bromophenol and p-bromophenol. it is of interest that various inducers augment particular pathways for a common substrate especially since bromobenzene-3,4-epoxide and not the bromobenzene-2,3-epoxide has been proposed as the cytotoxic reactive metabolite of bromobenzene.

Original languageEnglish (US)
Pages (from-to)309-318
Number of pages10
JournalToxicology and Applied Pharmacology
Volume50
Issue number2
DOIs
StatePublished - Sep 15 1979
Externally publishedYes

Fingerprint

Epoxidation
Phenols
Toxicology
Hemeproteins
Methylcholanthrene
Liver
Epoxy Compounds
Liquid chromatography
Phenobarbital
Metabolites
Electrophoresis
Sodium Dodecyl Sulfate
Gas chromatography
Gas Chromatography
Cytochrome P-450 Enzyme System
Rats
Animals
Gels
Electrons
Substrates

ASJC Scopus subject areas

  • Pharmacology
  • Toxicology

Cite this

Hepatic microsomal epoxidation of bromobenzene to phenols and its toxicological implication. / Lau, Serrine; Zannoni, Vincent G.

In: Toxicology and Applied Pharmacology, Vol. 50, No. 2, 15.09.1979, p. 309-318.

Research output: Contribution to journalArticle

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