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合成一种人体长期使用羟甲烯龙的代谢物。

Synthesis of a human long-term oxymetholone metabolite.

机构信息

Institute of Applied Synthetic Chemistry, Vienna University of Technology, Austria.

Doping Control Laboratory, Seibersdorf Labor GmbH, Austria.

出版信息

Steroids. 2019 Oct;150:108430. doi: 10.1016/j.steroids.2019.108430. Epub 2019 Jun 20.

DOI:10.1016/j.steroids.2019.108430
PMID:31229510
Abstract

A long-term metabolite of the doping agent oxymetholone (OXM-M2, 17β-hydroxymethyl-2,17α-methyl-18-norandrost-13-en-3-one) which has been identified by GC-MS/MS was synthesized from commercially available materials. Two efficient synthetic routes to access both C-17 epimers of tentative metabolites were developed. The identity and molecular configuration of the in vivo metabolite: 17β-hydroxymethyl-2α,17α-methyl-18-norandrost-13-en-3-one was confirmed by single crystal X-ray diffraction.

摘要

GC-MS/MS 鉴定出兴奋剂羟甲烯龙(OXM-M2,17β-羟甲基-2,17α-甲基-18-去甲雄甾-13-烯-3-酮)的一种长期代谢物,并由市售材料合成得到。开发了两种高效的合成路线,以获得两种暂定代谢物的 C-17 差向异构体。通过单晶 X 射线衍射证实了体内代谢物 17β-羟甲基-2α,17α-甲基-18-去甲雄甾-13-烯-3-酮的结构和分子构型。

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