Identification of cis-2-Butene-1,4-dial as a Microsomal Metabolite of Furan

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Abstract

The hepatocarcinogen furan is believed to be activated to the reactive aldehyde, cis-2-butene-1,4-dial, by microsomal enzymes. The rat liver microsomal metabolism of furan was examined in the presence of NADPH and semicarbazide. HPLC analysis of incubation mixtures revealed the formation of a metabolite that coeluted with standards for the bis-semicarbazone adduct of cis-2-butene-1,4-dial. The formation of this compound required the presence of NADPH, semicarbazide, and microsomes. Preparative isolation and chemical characterization of this metabolite confirmed the structural assignment. These data provide evidence that the reactive aldehyde, cis-2-butene-1,4-dial, is a major metabolic product of furan.

Original languageEnglish (US)
Pages (from-to)903-906
Number of pages4
JournalChemical research in toxicology
Volume8
Issue number7
DOIs
StatePublished - Oct 1995

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