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.

引用

页码：453 / 459

页数：7

共 39 条

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