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Published:
Journal of Analytical Toxicology,
ISSN 0146-4760,
Volume 32, Number 5, June,
pp.387-391
SHORT COMMUNICATION:
Detection of Urinary Metabolites Common to Structurally Related
17α-Alkyl Anabolic Steroids in Horses and Application to
Doping Tests in Racehorses: Methandienone, Methandriol, and Oxymetholone
Masayuki Yamada1, Sugako Aramaki1, Masahiko Kurosawa1, Koichi
Saito2, and Hiroyuki Nakazawa2
1Laboratory of Racing Chemistry, 1731-2 Tsuruta-machi, Utsunomiya
City, Tochigi, 320-0851, Japan and
2Department of Analytical Chemistry,
Hoshi University, 2-4-41 Ebara, Tokyo 142-8501, Japan
Methandienone, methandriol, and oxymetholone,
which are anabolic steroids possessing 17α-methyl and 17β-hydroxy
groups, were developed as oral formulations for therapeutic purposes.
However, they have been used in racehorses to enhance racing
performance. In humans, it has been reported that structurally
related anabolic steroids having the 17α-methyl and 17β-hydroxy
groups, including 17α-methyltestosterone, mestanolone,
methandienone, methandriol, and oxymetholone, have metabolites
in common. In this study, we found that metabolites common to
those of 17α-methyltestosterone
and mestanolone were detected in horse urine after the administration
of oxymetholone, methandienone, and methandriol. Based on analytical
data, we confirmed these to be the common metabolites of five
structurally related steroids, 17α-methyltestosterone,
mestanolone, oxymetholone, methandienone, and methandriol. Furthermore,
we detected hitherto unknown urinary metabolites of methandriol
and oxymetholone in horses. The parent steroid itself was detected
in horse urine after the administration of methandriol, other
than metabolites common to 17α-methyltestosterone and mestanolone.
On the other hand, the major metabolite of oxymetholone was mestanolone,
aside from metabolites presumed to be the stereoisomers of 2-hydroxymethyl-17α-methyl-5α-androstan-3,17β-diol
and 2,17α-di(hydroxymethyl)-5α-androstan-3,17β-diol.
The simultaneous detection of common metabolites and other main
metabolites would help us narrow down the candidate-administered
steroid for the doping tests in racehorses.
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