Studies on anabolic steroids. 10. Synthesis and identification of acidic urinary metabolites of oxymetholone in a human11Part 9 of this paper is in press (itSteroids vol 57, 1992)

Autor: Robert Massé, Honggang Bi, George Just
Rok vydání: 1992
Předmět:
Zdroj: Steroids. 57:453-459
ISSN: 0039-128X
DOI: 10.1016/0039-128x(92)90100-n
Popis: Two major unconjugated acidic metabolites of oxymetholone (17 beta-hydroxy-2-hydroxymethylene-17 alpha-methyl-5 alpha-androstan-3-one, 1), namely, 17 beta-hydroxy-17 alpha-methyl-2,3-seco-5 alpha-androstane-2,3-dioic acid (2) and 3 alpha,17 beta-dihydroxy-17 alpha-methyl-5 alpha-androstane-2 beta-carboxylic acid (6a), were detected by gas chromatography/mass spectrometry in urine samples collected after oral administration of 1 to a human volunteer. Reference steroid 2 was synthesized and identified. The identification of urinary metabolite 6a was based on the synthesis of its stereoisomers and the isomerization of the methyl ester 6b to its 2-epimer, 3 alpha,17 beta-dihydroxy-17 alpha-methyl-5 alpha-androstane-2 alpha-carboxylic acid methyl ester (9b). The mechanisms accounting for the formation of these acidic metabolites are discussed.
Databáze: OpenAIRE