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Xenobiotica
the fate of foreign compounds in biological systems
Volume 21, 1991 - Issue 3
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Research Article

Metabolism of pravastatin sodium in isolated rat hepatocytes. II. Structure elucidation of the metabolites by n.m.r. spectroscopy

, , , , , & show all
Pages 277-293 | Received 16 Jan 1990, Accepted 09 Nov 1990, Published online: 22 Sep 2008
 

Abstract

1. The structures, including stereochemistry, of the two major metabolites of pravastatin sodium in an isolated rat hepatocyte system, i.e. the 4′aaL-glutathione conjugate (CM-1) and the 3′,5′-dihydrodiol (CM-2), were determined by one- and two-dimensional n.m.r. spectroscopy

2. The structures of two synthetic pravastatin epoxides, possible precursors of the metabolites, were also established.

3. One of the synthetic epoxides, 4′aβ,5′β-epoxide was converted to the pravastatin metabolite, 4′aaL-glutathione conjugate (CM-1) by a rat liver cytosol system and is proposed as the common metabolic intermediate between pravastatin sodium and the metabolites, CM-1 and CM-2.

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