PMID: 8592873Nov 1, 1995Paper

Isolation and identification of seven metabolites of a water-soluble platelet aggregation inhibitor in rat urine

Xenobiotica; the Fate of Foreign Compounds in Biological Systems
M TanakaH Hakusui

Abstract

1. Seven metabolites of 7-piperidino-1,2,3,4,5-tetrahydroimidazo[2,1- b]quinazolin-2-one dihydrochloride monohydrate (DN-9693) were isolated from rat urine by extraction with Amberlite XAD-2 and purification by silica gel and Sephadex LH-20 open-column chromatography and preparative high-performance liquid chromatography (hplc). The structure assignment of the metabolites was performed by field desorption mass spectrometry and 200-MHz Fourier transform nmr spectroscopic analysis and comparison with authentic standards when available. 2. DN-9693 underwent metabolism mainly at the piperidine ring to give the 4-hydroxypiperidine derivative (III) and 2-hydroxy-piperidine derivative, which is further metabolized to lactam (II) or delta-aminovaleric acid (V). The acyl side chain of V was shortened by beta-oxidation to form the 3-aminopropionic acid derivative (VII). V and/or VII underwent oxidative dealkylation to give the 7-amino derivative, which was conjugated with acetic acid to form the 7-acetylamino derivative (IV). DN-9693 also underwent hydrolysis of its lactam moiety to give VI. 3. The urinary excretion of III, V and VII was determined by liquid chromatography/electrochemistry (LC/EC) and V proved to be the major metabolite ...Continue Reading

References

Mar 1, 1976·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·Y SekineK Nakamura
Jul 1, 1990·Journal of Pharmaceutical Sciences·S M LunteP T Kissinger
Mar 17, 1989·Journal of Chromatography·P T Kissinger
Jan 1, 1985·Drug Metabolism Reviews·E J Holsztynska, E F Domino
Jun 1, 1983·Biochemical Pharmacology·J Caldwell, M V Marsh

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Citations

Aug 9, 2003·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Sunil BajadKasturi L Bedi
Jul 20, 2004·Drug Metabolism and Disposition : the Biological Fate of Chemicals·Donghui CuiThomayant Prueksaritanont

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