Alternative long-Term markers for the detection of methyltestosterone misuse

Steroids

Volumn 78, Issue 1, 2013, Pages 44-52

  Gomez C ^a,b   Pozo, O J ^a   Marcos, J ^a,b   Segura, J ^a,b   Ventura, R ^a,b  

^a HOSPITAL DEL MAR   (Spain)

^b UNIVERSITAT POMPEU FABRA   (Spain)

Author keywords

Doping analysis; LC MS MS; Metabolism; Methyltestosterone; Sulphate

Indexed keywords

17 ALPHA METHYL 5 BETA ANDROSTAN 3 ALPHA,17 BETA DIOL 3 ALPHA SULPHATE; 17 BETA METHYL 5 ALPHA ANDROSTAN 3 ALPHA,17 ALPHA DIOL 3 ALPHA SULPHATE; 17 BETA METHYL 5 BETA ANDROSTAN 3 ALPHA,17 ALPHA DIOL 3 ALPHA SULPHATE; ACETIC ACID ETHYL ESTER; ANDROSTANE DERIVATIVE; METHYLTESTOSTERONE; SULFATE; UNCLASSIFIED DRUG;

ADULT; ARTICLE; DISEASE MARKER; DRUG DETERMINATION; DRUG MISUSE; DRUG STRUCTURE; DRUG SYNTHESIS; ELECTROSPRAY MASS SPECTROMETRY; HUMAN; LIQUID CHROMATOGRAPHY; MALE; NORMAL HUMAN; SOLVOLYSIS; SPORT; TANDEM MASS SPECTROMETRY; URINALYSIS;

ACETATES; ADULT; BIOLOGICAL MARKERS; DOPING IN SPORTS; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; HUMANS; LIQUID-LIQUID EXTRACTION; MALE; METABOLIC DETOXICATION, DRUG; METHYLTESTOSTERONE; MIDDLE AGED; MOLECULAR WEIGHT; PERFORMANCE-ENHANCING SUBSTANCES; REFERENCE STANDARDS; SOLVENTS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SUBSTANCE ABUSE DETECTION; SULFATES; TANDEM MASS SPECTROMETRY; URINALYSIS;

EID: 84869869066     PISSN: 0039128X     EISSN: 18785867     Source Type: Journal    
DOI: 10.1016/j.steroids.2012.10.008     Document Type: Article

References (31)

1. World Anti-Doping Agency (WADA). Laboratory statistics 2010. Available from: http://www.wada-ama.org/Documents/Resources/Statistics/Laboratory- Statistics/WADA-2010-Laboratory-Statistics-Report.pdf.
2. E.L. Rongone, and A. Segaloff Isolation of urinary metabolites of 17a-methyltestosterone J Biol Chem 237 1962 1066 1067
3. W. Schänzer, and M. Donike Metabolism of anabolic steroids in man: synthesis and use of reference substances for identification of anabolic steroid metabolites Anal Chim Acta 275 1993 23 48
4. W. Schänzer Metabolism of anabolic androgenic steroids Clin Chem 42 1996 1001 1020
5. Segura J, Ventura R, Marcos J, Gutiérrez-Gallego R. Doping substances in human and animal sports. In: Bogusz MJ editor. Handbook of analytical separations. Forensic science, vol. 6. 2007, p. 699-744.
6. O.J. Pozo, P. Van Eenoo, K. Deventer, and F.T. Delbeke Ionization of anabolic steroids by adduct formation in liquid chromatography electrospray mass spectrometry J Mass Spectrom 42 2007 497 516
7. O.J. Pozo, P. Van Eenoo, K. Deventer, L. Lootens, S. Grimalt, and J.V. Sancho Detection and structural investigation of metabolites of stanozolol in human urine by liquid chromatography tandem mass spectrometry Steroids 74 2009 837 852
8. W. Schänzer, H. Geyer, G. Fusshöller, N. Halatcheva, M. Kohler, and M.K. Parr Mass spectrometric identification and characterization of a new long-Term metabolite of metandienone in human urine Rapid Commun Mass Spectrom 20 2006 2252 2258
9. A. Fabregat, O.J. Pozo, J. Marcos, J. Segura, and R. Ventura Alternative markers for the long-Term detection of testosterone misuse Steroids 76 2011 1367 1376
10. O.J. Pozo, P. Van Eenoo, K. Deventer, L. Lootens, W. Van Thuyne, and M.K. Parr Detection and characterization of a new metabolite of 17a- methyltestosterone Drug Metab Dispos 37 2009 2153 2162
11. M.K. Parr, G. Fusshöller, M. Gütschow, C. Hess, and W. Schänzer GC-MS(/MS) investigations on long-Term metabolites of 17-methyl steroids Wilhelm Schänzer, Hans Geyer, Andrea Gotzmann, Ute Mareck, Recent advances in doping analysis (18). Proceedings of the Manfred Donike Workshop 28th Cologne Workshop on Dope Analysis 2010 Sportverlag Strauss Köln 64 73
12. W. Schänzer, G. Opfermann, and M. Donike 17-Epimerization of 17α-methyl anabolic steroids in humans: metabolism and synthesis of 17α-hydroxy-17α-methyl steroids Steroids 57 1992 537 550
13. P.O. Edlund, L. Bowers, and J. Henion Determination of methandrostenolone and its metabolites in equine plasma and urine by coupled-column liquid chromatography with ultraviolet detection and confirmation by tandem mass spectrometry J Chromatogr 487 1989 341 356
14. H. Bi, and R. Massé Studies on anabolic steroids-12. Epimerization and degradation of anabolic 17b-sulphate-17a-methyl steroids in human: qualitative and quantitative GC/MS analysis J Steroid Biochem Mol Biol 42 1992 533 546
15. L. Dehennin, M. Ferry, P. Lafarge, G. Pérès, and J.P. Lafarge Oral administration of dehydroepiandrosterone to healthy men: alteration of the urinary androgen profile and consequences for the detection of abuse in sport by gas chromatography-mass spectrometry Steroids 63 1998 80 87
16. C.E. Yesalis Medical, legal, and societal implications of androstenedione use JAMA 28 1999 2043 2044
17. S. Torrado, M. Roig, M. Farré, J. Segura, and R. Ventura Urinary metabolic profile of 19-norsteroids in humans: glucuronide and sulphate conjugates after oral administration of 19-nor-4-androstendiol Rapid Commun Mass Spectrom 22 2008 3035 3042
18. C. Gómez, O.J. Pozo, H. Geyer, J. Marcos, M. Thevis, and W. Schänzer New potential markers for the detection of boldenone misuse J Steroid Biomed Mol Biol 132 2012 239 246
19. O.J. Pozo, J. Marcos, R. Ventura, A. Fabregat, and J. Segura Testosterone metabolism revisited: discovery of new metabolites Anal Bioanal Chem 398 2010 1759 1770
20. C. Gómez, O.J. Pozo, R. Diaz, J.V. Sancho, E. Vilaroca, and J.P. Salvador Mass spectrometric characterization of urinary toremifene metabolites for doping control analyses J Chromatogr A 1218 2011 4727 4737
21. C. Gómez, J. Segura, N. Monfort, T. Suominen, A. Leinonen, and M. Vahermo Identification of free and conjugated metabolites of mesocarb in human urine by LC-MS/MS Anal Bional Chem 397 2010 2903 2916
22. O.J. Pozo, J. Marcos, X. Matabosch, R. Ventura, and J. Segura Using complementary mass spectrometric approaches for the determination of methylprednisolone metabolites in human urine Rapid Commun Mass Spectrom 26 2012 541 553
23. X. Matabosch, O.J. Pozo, C. Pérez-Rañá, M. Farré, and J. Marcos SeguraJ, Ventura R. Identification of budesonide metabolites in human urine aftre oral administration Anal Bioanal Chem 404 2012 325 340
24. R. Ventura, T. Nadal, P. Alcalde, J.A. Pascual, and J. Segura Fast screening method for diuretics, probenecid and other compounds of doping interest J Chromatogr A 655 1993 233 242
25. R. Ventura, M. Roig, N. Montfort, P. Sáez, R. Bergés, and J. Segura High-Throughput and sensitive screening by ultra-performance liquid chromatography tandem mass spectrometry of diuretics and other doping agents Eur J Mass Spectrom 14 2008 191 200
26. M. Roig, J. Segura, and R. Ventura Quantitation of 17β-nandrolone metabolites in boar and horse urine by gas chromatography-mass spectrometry Anal Chim Acta 586 2007 184 195
27. C.H.L. Shackleton Profiling steroid hormones and urinary steroids J Chromatogr 379 1986 91 156
28. P.B. Grace, E.C. Drake, P. Teale, and E. Houghton Quantification of 19-nortestosterone sulphate and boldenone sulphate in urine from male horses using liquid chromatography/tandem mass spectrometry Rapid Commun Mass Spectrom 22 2008 2999 3007
29. P. Vestergaard The hydrolysis of conjugated neutral steroids in urine Acta Endocrinol Suppl 217 1978 96 126
30. C. Guay, D. Goudreault, W. Schänzer, U. Flenker, and C. Ayotte Excretion of norsteroids phase II metabolites of different origin in human Steroids 74 350 2009 358
31. L. Yi, J. Dratter, C. Wang, J.A. Tunge, and H. Desaire Identification of sulfation sites of metabolites and prediction of the compounds' biological effects Anal Bional Chem 386 2006 666 674