ISolation and identification of a sulfur-containing metabolite of spironolactone from human urine |
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Authors: | U Abshagen H Rennekamp K Koch M Senn W Steingross |
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Institution: | Department of Internal Medicine and Department of Clinical Pharmacology, Klinikum Steglitz, Free University of Berlin, Hindenburgdamm 30, 1000 Berlin 45, Germany;Department of Biochemical Analytics, Boehringer Mannheim, Mannheim, Germany |
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Abstract: | In the urine of normal subjects Who were given an oral dose of 500 mg spironolactone (3-(3-oxo-7α-acetylthio-17β-hydroxy-4-androsten-17α-yl)-propionic acid γ-lactone; AldactoneR) together with 100, uCi H-20, 21 spironolactone, a so far unknown major metabolite has been detected by thin layer chromatography. The metabolite then could be isolated by means of counter-current-distribution. According to masspectral and magnetic resonance data, the metabolite has been assigned the structure of 3-(3-oxo-7α-niethyl sulfonyl-6β, 17β-dihydroxy-4-androsten-17α-yl)-propionic acid γ-lactone. By oxidation of the corresponding methylsulfinyl compound — another already known metabolite of spironolactone-with m-chloroperbenzoic acid, a compound has been isolated which proved to be identical with the new metabolite according to TIC, MS and NMR. |
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Keywords: | Reprint requests to: Dr U Abshagen Klinikum Steglitz Hindenburgdamm 30 D-1000 Berlin 45 Germany |
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