STUDIES ON ANABOLIC-STEROIDS .10. SYNTHESIS AND IDENTIFICATION OF ACIDIC URINARY METABOLITES OF OXYMETHOLONE IN A HUMAN

被引：9
|
作者：
BI, HG
MASSE, R
JUST, G
机构：
[1] UNIV QUEBEC, INST NATL RECH SCI SANTE, 245 HYMUS BLVD, POINTE CLAIRE H9R 1G6, QUEBEC, CANADA
[2] MCGILL UNIV, DEPT CHEM, MONTREAL H3A 2T5, QUEBEC, CANADA
来源：
STEROIDS | 1992年 / 57卷 / 09期
基金：
加拿大自然科学与工程研究理事会;
关键词：
OXYMETHOLONE; ACIDIC METABOLITES; GAS CHROMATOGRAPHY MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; STEROIDS;
D O I：
10.1016/0039-128X(92)90100-N
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
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.
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页码：453 / 459
页数：7
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