New potential markers for the detection of boldenone misuse

Journal of Steroid Biochemistry and Molecular Biology

Volumn 132, Issue 3-5, 2012, Pages 239-246

  Gomez C ^a,b   Pozo, O J ^a   Geyer, H ^c   Marcos, J ^a,b   Thevis, M ^c   Schanzer W ^c   Segura, J ^a,b   Ventura, R ^a,b  

^a HOSPITAL DEL MAR   (Spain)

^b UNIVERSITAT POMPEU FABRA   (Spain)

^c GERMAN SPORT UNIVERSITY COLOGNE   (Germany)

Author keywords

Boldenone; Doping analysis; Mass spectrometry; Sulphated metabolites

Indexed keywords

5BETA ANDROST 1 EN 17BETA OL 3 ONE; ACETIC ACID ETHYL ESTER; BOLDENONE; BOLDENONE SULPHATE; EPIBOLDENONE; EPIBOLDENONE SULPHATE; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; DOPING; DRUG ABUSE; ELECTROSPRAY; HUMAN; HUMAN EXPERIMENT; INFRARED SPECTROMETRY; LIQUID CHROMATOGRAPHY; LIQUID LIQUID EXTRACTION; MASS FRAGMENTOGRAPHY; NORMAL HUMAN; SOLVOLYSIS; SPORT; TANDEM MASS SPECTROMETRY; URINALYSIS; VOLUNTEER;

BIOLOGICAL MARKERS; DOPING IN SPORTS; HUMANS; LIQUID-LIQUID EXTRACTION; SUBSTANCE ABUSE DETECTION; TANDEM MASS SPECTROMETRY; TESTOSTERONE;

EID: 84865532532     PISSN: 09600760     EISSN: 18791220     Source Type: Journal    
DOI: 10.1016/j.jsbmb.2012.05.010     Document Type: Article

References (40)

1. F. Buarelli, G.P. Cartoni, F. Coccioli, L. Giannetti, M. Merolle, B. Neri, and A. Terracciano Detection of boldenone and its major metabolites by liquid chromatography-tandem mass spectrometry in urine samples Analytica Chimica Acta 552 2005 116 126
2. M.A. Popot, S. Boyer, L. Menaut, P. Garcia, Y. Bonnaire, and D. Lesage Boldenone, testosterone and 1,4-androstandiene-3,17-dione determination in faeces from horses, untreated and after administration of androsta-1,4-diene-3, 17-dione (boldione) Biomedical Chromatography 22 2008 662 670
3. World Anti-Doping Agency (WADA) The World Anti Doping Code. The 2011 Prohibited List International Standard 2010 http://www.wada-ama.org/Documents/ World-Anti-Doping-Program/WADP-Prohibited-list/To-be-effective/ WADA-Prohibited-List-2011-EN.pdf
4. World Anti-Doping Agency (WADA) Laboratory Statistics 2009 http://www.wada-ama.org/Documents/Resources/Statistics/WADA-2009-ADO-Statistics- Report-Sept-2010.pdf
5. F. Galetti, and R. Gardi Metabolism of 1-dehydroandrostanes in man. I. Metabolism of 17β-hydroxyandrosta-1 4-dien-3-one, 17β-cyclopent- 1′-enyloxyandrosta-1,4-dien-3-one (quinbolone) and androsta-1,4-diene-3, 17-dione Steroids 18 1971 39 50
6. W. Schänzer, and M. Donike Metabolism of boldenone in man: gas chromatographic/mass spectrometric identification of urinary excreted metabolites and determination of excretion rates Biological Mass Spectrometry 21 1992 3 16
7. W. Schänzer Metabolism of anabolic androgenic steroids Clinical Chemistry 42 1996 1001 1020
8. H.F. De Brabander, S. Poelmans, R. Schilt, R.W. Stephany, B. Le Bizec, R. Draisci, S.S. Sterk, L.A. Van Ginkel, D. Courthey, N. Van Hoof, A. Marc, and K. De Wasch Presence and metabolism of the anabolic steroid boldenone in various animal species: a review Food Additives and Contaminants 21 2004 515 525
9. J. Segura, R. Ventura, J. Marcos, and R. Gutiérrez-Gallego Doping substances in human and animal sports M.J. Bogusz, Forensic Science Handbook of Analytical Separations vol. 6 2007 699 744
10. O.J. Pozo, P. Van Eenoo, K. Deventer, and F.T. Delbeke Detection and characterization of anabolic steroids in doping analysis by LC-MS Trends in Analytical Chemistry 27 2008 657 671
11. O.J. Pozo, P. Van Eenoo, K. Deventer, L. Lootens, W. Van Thuyne, M.K. Parr, W. Schänzer, J.V. Sancho, F. Hernández, P. Meuleman, G. Leroux-Roels, and F.T. Delbeke Detection and characterization of a new metabolite of 17α-methyltestosterone Drug Metabolism and Disposition: The Biological Fate of Chemicals 37 2009 2153 2162
12. O.J. Pozo, P. Van Eenoo, K. Deventer, L. Lootens, S. Grimalt, J.V. Sancho, F. Hernández, P. Meuleman, G. Leroux-Roels, and F.T. Delbeke Detection and structural investigation of metabolites of stanozolol in human urine by liquid chromatography tandem mass spectrometry Steroids 74 2009 837 852
13. 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 Communications in Mass Spectrometry 26 2012 541 553
14. X. Matabosch, O.J. Pozo, C. Pérez-Rañá, M. Farré, J. Marcos, J. Segura, and R. Ventura Identification of budesonide metabolites in human urine after oral administration Analytical and Bioanalytical Chemistry 2012 10.1007/s00216-012-6037-0
15. C. Gómez, O.J. Pozo, R. Diaz, J.V. Sancho, E. Vilaroca, J.P. Salvador, M.P. Marco, F. Hernandez, J. Segura, and R. Ventura Mass spectrometric characterization of urinary toremifene metabolites for doping control analyses Journal of Chromatography A 1218 2011 4727 4737
16. J.-P. Antignac, A. Brosseaud, I. Gaudin-Hirret, F. André, and B. Le Bizec Analytical strategies for the direct mass spectrometric analysis of steroid and corticosteroide phase II metabolites Steroids 70 2005 205 216
17. M. Gasparini, W. Assini, E. Bozzoni, N. Tognoli, and G. Dusi Development and validation of a liquid chromatography-tandem mass spectrometry method for the separation of conjugated and unconjugated 17α- and 17β-boldenone un urine sample Analytica Chimica Acta 586 2007 154 162
18. F. Pu, A.R. McKinney, A.M. Strenhouse, C.J. Suann, and M.D. McLeod Direct detection of boldenone sulfate and glucuronide conjugates in horse urine by ion trap liquid chromatography-mass spectrometry Journal of Chromatography B 813 2004 241 246
19. C. Gómez, J. Segura, N. Monfort, T. Suominen, A. Leinonen, M. Vahermo, J. Yli-Kauhaluoma, and R. Ventura Identification of free and conjugated metabolites of mesocarb in human urine by LC-MS/MS Analytical and Bioanalytical Chemistry 397 2010 2903 2916
20. L.D. Bowers, and Sanaullah Direct measurement of steroid sulphate and glucuronide conjugates with high-performance liquid chromatography-mass spectrometry Journal of Chromatography B 687 1996 61 68
21. D.J. Borts, and L.D. Bowers J. Direct measurement of urinary testosterone and epitestosterone conjugates using high-performance liquid chromatography/tandem mass spectrometry Journal of Mass Spectrometry 35 2000 50 61
22. F. Badoud, E. Grata, J. Boccard, D. Guillarme, J.L. Veuthey, S. Rudaz, and M. Saugy Quantification of glucuronidated and sulphated steroids in human urine by ultra-high pressure liquid chromatography quadrupole time-of-flight mass spectrometry Analytical and Bioanalytical Chemistry 400 2011 503 516
23. 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-andostenediol Rapid Communications in Mass Spectrometry 22 2008 3035 3042
24. 12C ratios of urinary excreted boldenone and its main metabolite 5β-androst-1-en-17β-ol-3-one Drug Testing and Analysis 2 2010 217 224
25. T. Piper, C. Emery, and M. Saugy Recent developments in the use of isotope ratio mass spectrometry in sports drug testing Analytical and Bioanalytical Chemistry 401 2011 433 447
26. O.J. Pozo, J. Marcos, R. Ventura, A. Fabregat, and J. Segura Testosterone metabolism revisited: discovery of new metabolites Analytical and Bioanalytical Chemistry 398 2010 1759 1770
27. 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 Communications in Mass Spectrometry 22 2008 2999 3007
28. M.H. Blokland, H.J. Van Rossum, S.S. Sterk, L.A. Van Ginkel, and R.W. Stephany Development of a method which discriminates between endogenous and exogenous β-boldenone Analytica Chimica Acta 586 2007 147 153
29. R. Ventura, M. Roig, N. Monfort, 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 European Journal of Mass Spectrometry 14 2008 191 200
30. R. Ventura, T. Nadal, P. Alcalde, J.A. Pascual, and J. Segura Fast screening method for diuretics, probenecid and other compounds of doping interest Journal of Chromatography A 655 1993 233 242
31. M. Roig, J. Segura, and R. Ventura Quantitation of 17β-nandrolone metabolites in boar and horse urine by gas chromatography-mass spectrometry Analytica Chimica Acta 586 2007 184 195
32. E.N.M. Ho, K.C.H. Yiu, F.P.W. Tang, L. Dehennin, P. Philippe, Y. Bonnaire, and T.S.M. Wan Detection of endogenous boldenone in the entire male horses Journal of Chromatography B 808 2004 287 294
33. 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 Analytical and Bioanalytical Chemistry 386 2006 666 674
34. L.O.G. Weidolf, E.D. Lee, and J.D. Henion Determination of boldenone sulfoconjugate and related steroid sulfates in equine urine by high-performance liquid chromatography/tandem mass spectrometry Biomedical and Environmental Mass Spectrometry 15 1988 283 289
35. O.J. Pozo, P. Van Eenoo, K. Deventer, S. Grimalt, J.V. Sancho, F. Hernández, and F.T. Delbeke Collision-induced dissociation of 3-keto anabolic steroids and related compounds after electrospray ionization. Considerations for structural elucidation Rapid Communications in Mass Spectrometry 22 2008 4009 4024
36. M. Thevis, and W. Schänzer Mass spectrometric analysis of androstan-17β-ol-3-one and androstandiene-17β-ol-3-one isomers Journal of the American Society for Mass Spectrometry 16 2005 1660 1669
37. F. Guan, L.R. Soma, Y. Luo, C.E. Uboh, and S. Peterman Collision-induced dissociation pathways of anabolic steroids by electrospray ionization tandem mass spectrometry Journal of the American Society for Mass Spectrometry 17 2006 477 489
38. O.J. Pozo, K. Deventer, P. Van Eenoo, and F.T. Delbeke Efficient approach for the comprehensive detection of unknown anabolic steroids and metabolites in human urine by liquid chromatography-electrospray-tandem mass spectrometry Analytical Chemistry 80 2008 1709 1720
39. C. Jiménez, R. Ventura, and J. Segura Validation of qualitative chromatographic methods: strategy in antidoping control laboratories Journal of Chromatography B 767 2002 341 351
40. O.J. Pozo, K. Deventer, P. Van Eenoo, and F.T. Delbeke Presence of endogenous interferences in the urinary detection of selected anabolic steroids by liquid chromatography/electrospray tandem mass spectrometry Rapid Communications in Mass Spectrometry 21 2007 2785 2796