PMID: 2888860Aug 1, 1987Paper

The biliary excretion of acenocoumarol in the rat: stereochemical aspects

The Journal of Pharmacy and Pharmacology
H H Thijssen, L G Baars

Abstract

Within 24 h, 50% of a single dose of the acenocoumarol enantiomers was recovered in bile and 20% in urine of Wistar rats. The elimination products were mainly (greater than 90%) the 6- and 7-hydroxyacenocoumarol as conjugates in the bile but free in the urine. Only R-acenocoumarol, free and conjugated, was excreted in bile. There were no gross differences between the enantiomers in metabolic pattern or in the amount of metabolites formed. A significant difference was observed for the biliary excretion of the 7-hydroxy metabolite; the ratio of free and conjugated 7-hydroxyacenocoumarol was three times higher for the S- than for the R-isomer. An unknown third metabolite was recovered in bile in higher amounts with the S- than with the R-acenocoumarol. Only traces of this metabolite were recovered from urine. The data show an extensive biliary excretion of acenocoumarol and demonstrate stereoselective mechanisms in the excretion processes.

References

Apr 1, 1978·The Journal of Pharmacy and Pharmacology·L T WongB H Thomas
Jan 1, 1977·European Journal of Clinical Pharmacology·W DieterleW Theobald
Oct 1, 1976·Biochemical Pharmacology·L R PohlJ W Fenton
Jan 1, 1986·European Journal of Clinical Pharmacology·H H ThijssenL G Baars
Feb 1, 1985·Gastroenterology·F KuipersR J Vonk
Oct 1, 1985·Journal of Pharmaceutical Sciences·S ToonR O'Reilly
Dec 1, 1983·The Journal of Pharmacy and Pharmacology·H H ThijssenM J Reijnders
Nov 1, 1981·British Journal of Clinical Pharmacology·J GodbillonE Jähnchen
Mar 1, 1980·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·L T Wong, G Solomonraj

Citations

Apr 1, 1990·European Journal of Drug Metabolism and Pharmacokinetics·D B Campbell
Jan 1, 1990·Acta Pharmaceutica Nordica·G T Tucker
Dec 1, 1990·The Journal of Pharmacy and Pharmacology·L G BaarsH H Thijssen
Mar 1, 1991·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·J J Hermans, H H Thijssen
Jul 15, 2016·Anais Da Academia Brasileira De Ciências·Camila F SalesRalph G Thomé

Related Concepts

Synthrom
Biliary Sludge
High Pressure Liquid Chromatography Procedure
Molecular Stereochemistry
Physicochemical Phenomena

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