Mass spectrometric identification and characterization of a new long-term metabolite of metandienone

Wilhelm Schänzer, Hans Geyer, Gregor Fußhöller, N. Halatcheva, Maxie Kohler, Maria Kristina Parr, Sven Guddat, Andreas Thomas, Mario Thevis

Publication: Chapter in Book/Report/Conference proceedingConference contribution - Article for conferenceResearch

Abstract

Anabolic-androgenic steroids have been one of the most frequently detected drugs in amateur and professional sport. Doping control laboratories have developed numerous assays enabling the determination of administered drugs and/or their metabolic products that allow retrospectives with respect to pharmacokinetics and excretion profiles of steroids and their metabolites. A new metabolite generated from metandienone has been identified as 18-nor-17ß-hydroxymethyl,17α-methyl-androst-1,4,13-trien-3-one in excretion study urine samples providing a valuable tool for the long-term detection of metandienone abuse by athletes in sports drug testing. The metabolite was characterized using gas chromatography - (tandem) mass spectrometry, liquid chromatography – tandem mass spectrometry and liquid chromatography – high resolution/high accuracy (tandem) mass spectrometry by characteristic fragmentation patterns representing the intact 3-keto-1,4-diene structure in combination with typical fragment ions substantiating the proposed C/D-ring structure of the steroid metabolite. In addition, structure confirmation was obtained by the analysis of excretion study urine specimens obtained after administration of 17-CD3-labeled metandienone providing the deuterated analogue to the newly identified metabolite. 18-Nor-17ß-hydroxymethyl,17α-methyl-androst-1,4,13-trien-3-one was determined in metandienone administration study urine specimens up to 19 days after application of a single dose of 5 mg, hence providing a detection period extended by more than one week compared to commonly employed strategies. Verf.-Referat
Original languageEnglish
Title of host publicationRecent advances in doping analysis (14) : Proceedings of the Manfred Donike Workshop ; 24th Cologne Workshop on Dope Analysis 4th to 9th June 2006
EditorsWilhelm Schänzer, Hans Geyer, A. Gotzmann, Ute Mareck
Number of pages2
PublisherSport & Buch Strauß
Publication date2006
Pages217-218
Publication statusPublished - 2006
EventCologne Workshop on Dope Analysis - Köln, Germany
Duration: 04.06.200609.06.2006
Conference number: 24

Fingerprint

Dive into the research topics of 'Mass spectrometric identification and characterization of a new long-term metabolite of metandienone'. Together they form a unique fingerprint.

Citation