Anti-Doping Centre, Mitsubishi Chemical Medience Corporation, 3-30-1 Shimura, Itabashi-ku, Tokyo, Japan.
Drug Test Anal. 2009 Nov;1(11-12):518-25. doi: 10.1002/dta.72.
Dietary supplements containing 17alpha-methyl-2,3-epithio-5alpha-androstane-17beta-ol (17alpha-methylepithiostanol), which is a 17-methylated analogue of epithiostanol or a prodrug of desoxymethyltestosterone (17alpha-methyl-5alpha-androst-2-en-17beta-ol), have recently appeared on the Internet. 17alpha-Methylepithiostanol and desoxymethyltestosterone are classified as prohibited substances on the World Anti-Doping Agency (WADA) list. Two preparations, EPISTANE and P-PLEX, were obtained from the Internet so that their contents could be investigated. This study involved gas chromatography/mass spectrometry (GC/MS) analysis after trimethylsilyl (TMS) derivatization, liquid chromatography/mass spectrometry (LC/MS) in atmospheric pressure photoionization (APPI) mode and nuclear magnetic resonance (NMR) spectroscopy. Analysis using LC/MS in APPI mode would be a useful tool for detecting heat-labile and non-polar steroids.Although the labelling of EPISTANE indicates that it contains 17alpha-methyl-2alpha, 3alpha-epithio-5alpha-androstane-17beta-ol only, 17alpha-methyl-2beta,3beta-epithio-5alpha-androstane-17beta-ol and desoxymethyltestosterone were identified in the supplement. The results showed that P-PLEX contained desoxymethyltestosterone and its isomer 17alpha-methyl-5alpha-androst-3-en-17beta-ol. Urine samples can be screened after EPISTANE or P-PLEX administration using the normal screening procedure for anabolic steroids with GC/MS.
含有 17alpha-甲基-2,3-亚乙基-5alpha-雄甾烷-17beta-醇（17alpha-甲基表硫醇）的膳食补充剂最近出现在互联网上，17alpha-甲基表硫醇和去氧甲基睾丸酮（17alpha-甲基-5alpha-雄甾-2-烯-17beta-醇）是表硫醇的 17-甲基类似物或前药，被世界反兴奋剂机构（WADA）列为禁用物质。两种制剂，EPISTANE 和 P-PLEX，从互联网上获得，以便对其含量进行调查。本研究涉及三甲基硅烷（TMS）衍生化后的气相色谱/质谱（GC/MS）分析、大气压光电离（APPI）模式下的液相色谱/质谱（LC/MS）分析和核磁共振（NMR）光谱分析。APPI 模式下的 LC/MS 分析将是检测热不稳定和非极性甾体的有用工具。尽管 EPISTANE 的标签表明它仅含有 17alpha-甲基-2alpha,3alpha-亚乙基-5alpha-雄甾烷-17beta-醇，但在补充剂中鉴定出了 17alpha-甲基-2beta,3beta-亚乙基-5alpha-雄甾烷-17beta-醇和去氧甲基睾丸酮。结果表明，P-PLEX 含有去氧甲基睾丸酮及其异构体 17alpha-甲基-5alpha-雄甾-3-烯-17beta-醇。使用 GC/MS 对合成代谢类固醇进行常规筛选后，可以对 EPISTANE 或 P-PLEX 给药后的尿液样本进行筛选。
