6alpha-Methylandrostenedione: gas chromatographic mass spectrometric detection in doping control

Rapid Communications in Mass Spectrometry : RCM
Maria K ParrWilhelm Schänzer

Abstract

In recent years products containing 6alpha-methylandrost-4-ene-3,17-dione have appeared on the sport supplement market. Scientific studies have proven aromatase inhibition and anabolic and mild androgenic properties; however, no preparation has been approved for medical use up to now. In sports 6alpha-methylandrost-4-ene-3,17-dione has to be classified as a prohibited substance according to the regulations of the World Anti-Doping Agency (WADA). For the detection of its misuse the metabolism was studied following the administration of two preparations obtained from the Internet (Formadrol and Methyl-1-Pro). Several metabolites as well as the parent compounds were synthesized and the structures of 3alpha-hydroxy-6alpha-methyl-5beta-androstan-17-one, 6alpha-methylandrost-4-ene-3,17-dione, and 5beta-dihydromedroxyprogesterone were confirmed by nuclear magnetic resonance (NMR) spectroscopy. The main metabolite, 3alpha-hydroxy-6alpha-methyl-5beta-androstan-17-one, was found to be excreted as glucuronide and was still detectable in microg/mL amounts until urine collection was terminated (after 25 h). Additionally, samples from routine human sports doping control had already tested positive for the presence of metabolites of 6alpha-me...Continue Reading

References

Jun 3, 2004·Rapid Communications in Mass Spectrometry : RCM·Don H CatlinCaroline K Hatton
Feb 16, 2005·Rapid Communications in Mass Spectrometry : RCM·Michael H SekeraDon H Catlin

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Citations

Nov 19, 2010·Bioanalysis·Henrique Marcelo Gualberto PereiraFrancisco Radler de Aquino Neto
Apr 8, 2014·Bioanalysis·Wadha AbushareedaCostas Georgakopoulos
May 12, 2009·The Journal of Steroid Biochemistry and Molecular Biology·A G FragkakiC Georgakopoulos
Jun 20, 2008·Journal of Mass Spectrometry : JMS·Hans GeyerMario Thevis
Dec 29, 2009·The Journal of Steroid Biochemistry and Molecular Biology·Maria Kristina Parr, Wilhelm Schänzer

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