Abstract

As per 2006 WADA list Methasterone (17ß-hydroxy-2α,17α-dimethyl-5α-androstan-3-one), Methyl-1-testosterone (17ß-hydroxy-17α-methyl-5α-androst-1-en-3-one) and Methyl-nortestosterone (17ß-hydroxy-17α-methyl-estr-4-en-3-one) are explicitly listed as anabolic androgenic steroids. All these steroids are promoted in the internet and actually Methasterone is available on the nutritional supplement market. Also products containing Methyl-1-testosterone are available on internet supplement market. It is advertised to be highly anabolic and moderately androgenic and not to convert to estrogens. In February 2006 Health Canada (Federal Department) warned consumers not to use these products because of potentially serious health risks as liver disorders and hardening of the arteries. 17a-Methyl-19-nortestosterone (Methylestrenolone, Normethandrolone, or Normethandrone) is widely advertised in the internet, esp. as bulk material, on Chinese websites. Likewise Tibolone (7α-methyl-17α-ethinyl-17ß-hydroxyestr-5(10)-en-3-one) is explicitly listed since January 2006 under the category ‘other anabolic agents’. It is therapeutically used for the treatment of menopausal disorders such as in the approved drug Liviella®. Anabolic-adrogenic effects are well known besides the estrogenic activity. Only little information is available on the gas chromatographic / mass spectrometric behaviour of these compounds with respect to supplement and/ or drug analysis. Also little is known about their urinary excretion. Only in case of Tibolone 3α- and 3ß-reduction products are described as metabolites in literature. In order to implement the above mentioned steroids in doping test routines, post-administration (p.a.) urines were analysed for possible metabolites. After cleavage of phase-II metabolites and derivatisation with TMIS reagent (MSTFA/NH4I/ethanethiol, 1000:2:3, v:w:v) the samples were analysed by GC-MS and GC-MS/MS. For confirmation of positive results in doping control reference compounds are required. As these metabolites are not commercially available they were synthesised from the patent compound by chemical reduction. Einleitung (geändert)