PMID: 6979650Feb 1, 1982Paper

Biotransformation of coumarin derivatives (1). 7-alkoxycoumarin O-dealkylase in liver microsomes

Japanese Journal of Pharmacology
T MatsubaraY Hachino

Abstract

The in vitro metabolic fate of 7-alkoxycoumarin was studied using liver microsomes. Microsomal enzyme catalyzed dealkylation of 7-alkoxycoumarin to 7-hydroxycoumarin in the presence of NADPH and molecular oxygen as cofactors was found to be one of the metabolic pathways. The metabolite 7-hydroxycoumarin was further metabolized to unidentified metabolite(s) in the presence of NADPH and O2 at a very slow rate, while the formation of the conjugate of 7-hydroxycoumarin with glucuronic acid was observed in the presence of UDPGA. Microsomal 7-alkoxycoumarin O-dealkylase activity was altered by the substitution of the alkyl group of the substrate, and the substitutions to either an O-propyl or an O-butyl group resulted in a decrease of the enzyme activity. Species differences were observed in the substrate specificity of microsomal O-dealkylation. The O-dealkylase activities in rat liver microsomes were stimulated by pretreatment of the animals with phenobarbital, regardless of the O-alkyl substituent at the 7 position of the coumarin ring. On the other hand, pretreatment with 3-methylcholanthrene or beta-naphthoflavone resulted in marked increase of O-deethylation. O-depropylation and O-debutylation activities, but not of O-demethyla...Continue Reading

Citations

Jan 1, 1990·Reproductive Toxicology·T Nanbo
Sep 1, 1989·Bulletin of Environmental Contamination and Toxicology·F AbiolaJ L Rivière
Apr 1, 1995·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·M KawaiH Seki
Oct 1, 1992·Ecotoxicology and Environmental Safety·J MartyP Lesca
Oct 1, 1990·Biochemical Pharmacology·R T MayerM D Burke
Oct 28, 2009·Journal of Experimental Botany·S V K JagadishP Q Craufurd
Jan 1, 1993·Hepatology : Official Journal of the American Association for the Study of Liver Diseases·H OkunoK Inoue
Jun 14, 2020·Influenza and Other Respiratory Viruses·Mitsutaka KitanoAkira Naito
Nov 1, 1984·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·P PatersonS A Horner
Aug 1, 1985·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·S A HornerM Balls

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