메뉴 건너뛰기




Volumn 7, Issue 2, 2015, Pages 95-108

Urinary detection of conjugated and unconjugated anabolic steroids by dilute-and-shoot liquid chromatography-high resolution mass spectrometry

Author keywords

Anabolic steroids; Doping; Glucuronide conjugates; In vitro synthesis; LC MS; Urine

Indexed keywords

BIOMOLECULES; GAS CHROMATOGRAPHY; LIPIDS; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; SULFUR COMPOUNDS;

EID: 84964311559     PISSN: 19427603     EISSN: 19427611     Source Type: Journal    
DOI: 10.1002/dta.1650     Document Type: Article
Times cited : (47)

References (45)
  • 1
    • 23044480160 scopus 로고    scopus 로고
    • Adverse effects of anabolic steroids in athletes - A constant threat
    • C. Maravelias, A. Dona, M. Stefanidou, C. Spiliopoulou. Adverse effects of anabolic steroids in athletes - A constant threat. Toxicol. Lett. 2005, 158, 167.
    • (2005) Toxicol. Lett. , vol.158 , pp. 167
    • Maravelias, C.1    Dona, A.2    Stefanidou, M.3    Spiliopoulou, C.4
  • 2
    • 84877261621 scopus 로고    scopus 로고
    • The 2013 Prohibited List, International Standard
    • [7 February 2013].
    • World Anti-Doping Agency (WADA). The 2013 Prohibited List, International Standard. Available at: http://www.wada-ama.org/Documents/World_Anti-Doping_Program/WADP-Prohibited-list/2013/WADA-Prohibited-List-2013-EN.pdf [7 February 2013].
  • 3
    • 84879166116 scopus 로고    scopus 로고
    • Adverse Analytical Findings and Atypical Findings Reported by Accredited Laboratories
    • 2011 [6 January 2013].
    • World Anti-Doping Agency (WADA). 2011 Adverse Analytical Findings and Atypical Findings Reported by Accredited Laboratories, 2011. http://www.wada-ama.org/Documents/Resources/Testing-Figures/WADA-2011-Laboratory-Testing-Figures.pdf [6 January 2013].
    • (2011)
  • 4
    • 0029987681 scopus 로고    scopus 로고
    • Metabolism of anabolic androgenic steroids
    • W. Schanzer. Metabolism of anabolic androgenic steroids. Clin. Chem. 1996, 42, 1001.
    • (1996) Clin. Chem. , vol.42 , pp. 1001
    • Schanzer, W.1
  • 5
    • 80052603242 scopus 로고    scopus 로고
    • LC-ESI/MS/MS method for rapid screening and confirmation of 44 exogenous anabolic steroids in human urine
    • B.W. Jeon, H.H. Yoo, E.S. Jeong, H.J. Kim, C. Jin, D.H. Kim, J. Lee. LC-ESI/MS/MS method for rapid screening and confirmation of 44 exogenous anabolic steroids in human urine. Anal. Bioanal. Chem. 2011, 401, 1353.
    • (2011) Anal. Bioanal. Chem. , vol.401 , pp. 1353
    • Jeon, B.W.1    Yoo, H.H.2    Jeong, E.S.3    Kim, H.J.4    Jin, C.5    Kim, D.H.6    Lee, J.7
  • 6
    • 37649013598 scopus 로고    scopus 로고
    • Application of fast gas chromatography/mass spectrometry for the rapid screening of synthetic anabolic steroids and other drugs in anti-doping analysis
    • M. Mazzarino, M. Orengia, F. Botre. Application of fast gas chromatography/mass spectrometry for the rapid screening of synthetic anabolic steroids and other drugs in anti-doping analysis. Rapid Commun. Mass Spectrom. 2007, 21, 4117.
    • (2007) Rapid Commun. Mass Spectrom. , vol.21 , pp. 4117
    • Mazzarino, M.1    Orengia, M.2    Botre, F.3
  • 7
    • 79955470530 scopus 로고    scopus 로고
    • A fast, comprehensive screening method for doping agents in urine by gas chromatography-triple quadrupole mass spectrometry
    • P. Van Eenoo, W. Van Gansbeke, N. De Brabanter, K. Deventer, F.T. Delbeke. A fast, comprehensive screening method for doping agents in urine by gas chromatography-triple quadrupole mass spectrometry. J. Chromatogr. A 2011, 1218, 3306.
    • (2011) J. Chromatogr. A , vol.1218 , pp. 3306
    • Van Eenoo, P.1    Van Gansbeke, W.2    De Brabanter, N.3    Deventer, K.4    Delbeke, F.T.5
  • 8
    • 0030573037 scopus 로고    scopus 로고
    • Sanaullah. Direct measurement of steroid sulfate and glucuronide conjugates with high-performance liquid chromatography mass spectrometry
    • L.D. Bowers, Sanaullah. Direct measurement of steroid sulfate and glucuronide conjugates with high-performance liquid chromatography mass spectrometry. J. Chromatogr. B 1996, 687, 61.
    • (1996) J. Chromatogr. B , vol.687 , pp. 61
    • Bowers, L.D.1
  • 10
    • 41149165250 scopus 로고    scopus 로고
    • Efficient approach for the comprehensive detection of unknown anabolic steroids and metabolites in human urine by liquid chromatography - Electrospray-tandem mass spectrometry
    • O.J. Pozo, K. Deventer, P. Van Eenoo, 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. Anal. Chem. 2008, 80, 1709.
    • (2008) Anal. Chem. , vol.80 , pp. 1709
    • Pozo, O.J.1    Deventer, K.2    Van Eenoo, P.3    Delbeke, F.T.4
  • 11
    • 84989113380 scopus 로고
    • Application of gas-chromatography mass-spectrometry to steroid analysis in equine sports - Problems with enzyme hydrolysis
    • E. Houghton, L. Grainger, M.C. Dumasia, P. Teale. Application of gas-chromatography mass-spectrometry to steroid analysis in equine sports - Problems with enzyme hydrolysis. Org. Mass Spectrom. 1992, 27, 1061.
    • (1992) Org. Mass Spectrom. , vol.27 , pp. 1061
    • Houghton, E.1    Grainger, L.2    Dumasia, M.C.3    Teale, P.4
  • 12
    • 47749117565 scopus 로고    scopus 로고
    • Measuring urinary testosterone levels of the great apes - Problems with enzymatic hydrolysis using Helix pomatia juice
    • B. Hauser, D. Schulz, C. Boesch, T. Deschner. Measuring urinary testosterone levels of the great apes - Problems with enzymatic hydrolysis using Helix pomatia juice. Gen. Comp. Endocrinol. 2008, 158, 77.
    • (2008) Gen. Comp. Endocrinol. , vol.158 , pp. 77
    • Hauser, B.1    Schulz, D.2    Boesch, C.3    Deschner, T.4
  • 13
    • 84877130081 scopus 로고    scopus 로고
    • Sensitive detection of 3'-hydroxy-stanozolol glucuronide by liquid chromatography-tandem mass spectrometry
    • E. Tudela, K. Deventer, P. Van Eenoo. Sensitive detection of 3'-hydroxy-stanozolol glucuronide by liquid chromatography-tandem mass spectrometry. J. Chromatogr. A 2013, 1292, 195.
    • (2013) J. Chromatogr. A , vol.1292 , pp. 195
    • Tudela, E.1    Deventer, K.2    Van Eenoo, P.3
  • 14
    • 84890790026 scopus 로고    scopus 로고
    • Expanding analytical possibilities concerning the detection of stanozolol misuse by means of high resolution/high accuracy mass spectrometric detection of stanozolol glucuronides in human sports drug testing
    • W. Schaenzer, S. Guddat, A. Thomas, G. Opfermann, H. Geyer, M. Thevis. Expanding analytical possibilities concerning the detection of stanozolol misuse by means of high resolution/high accuracy mass spectrometric detection of stanozolol glucuronides in human sports drug testing. Drug Test. Anal. 2013, 5, 810.
    • (2013) Drug Test. Anal. , vol.5 , pp. 810
    • Schaenzer, W.1    Guddat, S.2    Thomas, A.3    Opfermann, G.4    Geyer, H.5    Thevis, M.6
  • 15
    • 34247496372 scopus 로고    scopus 로고
    • Ionization of anabolic steroids by adduct formation in liquid chromatography electrospray mass spectrometry
    • O.J. Pozo, P. Van Eenoo, K. Deventer, F.T. Delbeke. Ionization of anabolic steroids by adduct formation in liquid chromatography electrospray mass spectrometry. J. Mass Spectrom. 2007, 42, 497.
    • (2007) J. Mass Spectrom. , vol.42 , pp. 497
    • Pozo, O.J.1    Van Eenoo, P.2    Deventer, K.3    Delbeke, F.T.4
  • 17
    • 39149099108 scopus 로고    scopus 로고
    • Direct quantification of steroid glucuronides in human urine by liquid chromatography-electrospray tandem mass spectrometry
    • O.J. Pozo, P. Van Eenoo, W. Van Thuyne, K. Deventer, F.T. Delbeke. Direct quantification of steroid glucuronides in human urine by liquid chromatography-electrospray tandem mass spectrometry. J. Chromatogr. A 2008, 1183, 108.
    • (2008) J. Chromatogr. A , vol.1183 , pp. 108
    • Pozo, O.J.1    Van Eenoo, P.2    Van Thuyne, W.3    Deventer, K.4    Delbeke, F.T.5
  • 18
    • 0037827685 scopus 로고    scopus 로고
    • Feasibility of a liquid-phase microextraction sample clean-up and liquid chromatographic/mass spectrometric screening method for selected anabolic steroid glucuronides in biological samples
    • T. Kuuranne, T. Kotiaho, S. Pedersen-Bjergaard, K.E. Rasmussen, A. Leinonen, S. Westwood, R. Kostiainen. Feasibility of a liquid-phase microextraction sample clean-up and liquid chromatographic/mass spectrometric screening method for selected anabolic steroid glucuronides in biological samples. J. Mass Spectrom. 2003, 38, 16.
    • (2003) J. Mass Spectrom. , vol.38 , pp. 16
    • Kuuranne, T.1    Kotiaho, T.2    Pedersen-Bjergaard, S.3    Rasmussen, K.E.4    Leinonen, A.5    Westwood, S.6    Kostiainen, R.7
  • 19
    • 84878266682 scopus 로고    scopus 로고
    • Use of LC-MS/MS for the open detection of steroid metabolites conjugated with glucuronic acid
    • A. Fabregat, O.J. Pozo, J. Marcos, J. Segura, R. Ventura. Use of LC-MS/MS for the open detection of steroid metabolites conjugated with glucuronic acid. Anal. Chem. 2013, 85, 5005.
    • (2013) Anal. Chem. , vol.85 , pp. 5005
    • Fabregat, A.1    Pozo, O.J.2    Marcos, J.3    Segura, J.4    Ventura, R.5
  • 20
    • 0033990925 scopus 로고    scopus 로고
    • Simultaneous determination of urinary androgen glucuronides by high temperature gas chromatography-mass spectrometry with selected ion monitoring
    • M.H. Choi, K.R. Kim, B.C. Chung. Simultaneous determination of urinary androgen glucuronides by high temperature gas chromatography-mass spectrometry with selected ion monitoring. Steroids 2000, 65, 54.
    • (2000) Steroids , vol.65 , pp. 54
    • Choi, M.H.1    Kim, K.R.2    Chung, B.C.3
  • 21
    • 14844292143 scopus 로고    scopus 로고
    • Analytical strategies for the direct mass spectrometric analysis of steroid and corticosteroid phase II metabolites
    • J.P. Antignac, A. Brosseaud, I. Gaudin-Hirret, F. Andre, B. Le Bizec. Analytical strategies for the direct mass spectrometric analysis of steroid and corticosteroid phase II metabolites. Steroids 2005, 70, 205.
    • (2005) Steroids , vol.70 , pp. 205
    • Antignac, J.P.1    Brosseaud, A.2    Gaudin-Hirret, I.3    Andre, F.4    Le Bizec, B.5
  • 22
    • 79954629281 scopus 로고    scopus 로고
    • Quantification of glucuronidated and sulfated steroids in human urine by ultra-high pressure liquid chromatography quadrupole time-of-flight mass spectrometry
    • F. Badoud, E. Grata, J. Boccard, D. Guillarme, J.-L. Veuthey, S. Rudaz, M. Saugy. Quantification of glucuronidated and sulfated steroids in human urine by ultra-high pressure liquid chromatography quadrupole time-of-flight mass spectrometry. Anal. Bioanal. Chem. 2011, 400, 503.
    • (2011) Anal. Bioanal. Chem. , vol.400 , pp. 503
    • Badoud, F.1    Grata, E.2    Boccard, J.3    Guillarme, D.4    Veuthey, J.-L.5    Rudaz, S.6    Saugy, M.7
  • 23
    • 0030949397 scopus 로고    scopus 로고
    • Direct determination of anabolic steroid conjugates in human urine by combined high-performance liquid chromatography and tandem mass spectrometry
    • K.A. Bean, J.D. Henion. Direct determination of anabolic steroid conjugates in human urine by combined high-performance liquid chromatography and tandem mass spectrometry. J. Chromatogr. B 1997, 690, 65.
    • (1997) J. Chromatogr. B , vol.690 , pp. 65
    • Bean, K.A.1    Henion, J.D.2
  • 25
    • 84894284452 scopus 로고    scopus 로고
    • Dilute-and-shoot-liquid chromatography-mass spectrometry for urine analysis in doping control and analytical toxicology. TrAC
    • K. Deventer, O.J. Pozo, A.G. Verstraetec, P.V. Eenoo. Dilute-and-shoot-liquid chromatography-mass spectrometry for urine analysis in doping control and analytical toxicology. TrAC 2014, 55, 1.
    • (2014) , vol.55 , pp. 1
    • Deventer, K.1    Pozo, O.J.2    Verstraetec, A.G.3    Eenoo, P.V.4
  • 26
    • 85153012090 scopus 로고    scopus 로고
    • Technical Document - TD2013MRPL (2013), Minimum Required Performance Levels for Detection of Prohibited Substances
    • [7 February 2013].
    • World Anti-Doping Agency (WADA). Technical Document - TD2013MRPL (2013), Minimum Required Performance Levels for Detection of Prohibited Substances, Available at: http://www.wada-ama.org/Documents/World_Anti-Doping_Program/WADP-IS-Laboratories/Technical_Documents/WADA-TD2013MRPL-Minimum-Required-Performance-Levels-v1-2012-EN.pdf [7 February 2013].
  • 27
    • 85153015502 scopus 로고    scopus 로고
    • International Standard for Laboratories, version 7.0.
    • [13 January 2012].
    • World Anti-Doping Agency (WADA). International Standard for Laboratories, version 7.0., 2012. Available at: http://www.wada-ama.org/Documents/World_Anti-Doping_Program/WADP-IS-Laboratories/ISL/WADA_Int_Standard_Laboratories_2012_EN.pdf [13 January 2012].
    • (2012)
  • 28
    • 85153012496 scopus 로고    scopus 로고
    • Eurachem. The fitness for purpose of analytical methods. A laboratory guide to method validation and related topics. Eurachem, Teddington, UK
    • Eurachem. The fitness for purpose of analytical methods. A laboratory guide to method validation and related topics. Eurachem, Teddington, UK, 1998.
    • (1998)
  • 29
    • 85153006162 scopus 로고    scopus 로고
    • Technical Document - TD2010IDCR, Identification criteria for qualitative assays incorporating column chromatography and mass spectrometry
    • [13 August 2011].
    • World Anti-Doping Agency (WADA). Technical Document - TD2010IDCR, Identification criteria for qualitative assays incorporating column chromatography and mass spectrometry. Available at: http://www.wada-ama.org/Documents/World_Anti-Doping_Program/WADP-IS-Laboratories/WADA_TD2010IDCRv1.0_Identification%20Criteria%20for%20Qualitative%20Assays_May%2008%202010_EN.doc.pdf [13 August 2011].
  • 30
    • 0037663202 scopus 로고    scopus 로고
    • Strategies for the assessment of matrix effect in quantitative bioanalytical methods based on HPLC-MS/MS
    • B.K. Matuszewski, M.L. Constanzer, C.M. Chavez-Eng. Strategies for the assessment of matrix effect in quantitative bioanalytical methods based on HPLC-MS/MS. Anal. Chem. 2003, 75, 3019.
    • (2003) Anal. Chem. , vol.75 , pp. 3019
    • Matuszewski, B.K.1    Constanzer, M.L.2    Chavez-Eng, C.M.3
  • 31
    • 0027415714 scopus 로고
    • Metabolism of anabolic-steroids in man - Synthesis and use of reference substances for identification of anabolic-steroid metabolites
    • W. Schanzer, M. Donike. Metabolism of anabolic-steroids in man - Synthesis and use of reference substances for identification of anabolic-steroid metabolites. Anal. Chim. Acta 1993, 275, 23.
    • (1993) Anal. Chim. Acta , vol.275 , pp. 23
    • Schanzer, W.1    Donike, M.2
  • 32
    • 67649667334 scopus 로고    scopus 로고
    • Qualitative detection of diuretics and acidic metabolites of other doping agents in human urine by high-performance liquid chromatography-tandem mass spectrometry comparison between liquid-liquid extraction and direct injection
    • K. Deventer, O.J. Pozo, P. Van Eenoo, F.T. Delbeke. Qualitative detection of diuretics and acidic metabolites of other doping agents in human urine by high-performance liquid chromatography-tandem mass spectrometry comparison between liquid-liquid extraction and direct injection. J. Chromatogr. A 2009, 1216, 5819.
    • (2009) J. Chromatogr. A , vol.1216 , pp. 5819
    • Deventer, K.1    Pozo, O.J.2    Van Eenoo, P.3    Delbeke, F.T.4
  • 33
    • 58749089259 scopus 로고    scopus 로고
    • Development and validation of an LC-MS/MS method for the quantification of ephedrines in urine
    • K. Deventer, O.J. Pozo, P. Van Eenoo, F.T. Delbeke. Development and validation of an LC-MS/MS method for the quantification of ephedrines in urine. J. Chromatogr. B 2009, 877, 369.
    • (2009) J. Chromatogr. B , vol.877 , pp. 369
    • Deventer, K.1    Pozo, O.J.2    Van Eenoo, P.3    Delbeke, F.T.4
  • 35
    • 0000805777 scopus 로고
    • Urinary metabolites of administered 19-Nortestosterone
    • L.L. Engel, J. Alexander, M. Wheeler. Urinary metabolites of administered 19-Nortestosterone. J. Biol. Chem. 1958, 231, 159.
    • (1958) J. Biol. Chem. , vol.231 , pp. 159
    • Engel, L.L.1    Alexander, J.2    Wheeler, M.3
  • 36
    • 0033052774 scopus 로고    scopus 로고
    • Evidence for the presence of endogenous 19-norandrosterone in human urine
    • B. Le Bizec, F. Monteau, I. Gaudin, F. Andre. Evidence for the presence of endogenous 19-norandrosterone in human urine. J. Chromatogr. B 1999, 723, 157.
    • (1999) J. Chromatogr. B , vol.723 , pp. 157
    • Le Bizec, B.1    Monteau, F.2    Gaudin, I.3    Andre, F.4
  • 37
    • 0035162065 scopus 로고    scopus 로고
    • Endogenous origin of norandrosterone in female urine: Indirect evidence for the production of 19-norsteroids as by-products in the conversion from androgen to estrogen
    • P. Van Eenoo, F.T. Delbeke, F.H. de Jong, P. De Backer. Endogenous origin of norandrosterone in female urine: Indirect evidence for the production of 19-norsteroids as by-products in the conversion from androgen to estrogen. J. Steroid Biochem. Mol. Biol. 2001, 78, 351.
    • (2001) J. Steroid Biochem. Mol. Biol. , vol.78 , pp. 351
    • Van Eenoo, P.1    Delbeke, F.T.2    de Jong, F.H.3    De Backer, P.4
  • 38
    • 40649086179 scopus 로고    scopus 로고
    • Elucidation of urinary metabolites of fluoxymesterone by liquid chromatography-tandem mass spectrometry and gas chromatography-mass spectrometry
    • O.J. Pozo, W. Van Thuyne, K. Deventer, P. Van Eenoo, F.T. Delbeke. Elucidation of urinary metabolites of fluoxymesterone by liquid chromatography-tandem mass spectrometry and gas chromatography-mass spectrometry. J. Mass Spectrom. 2008, 43, 394.
    • (2008) J. Mass Spectrom. , vol.43 , pp. 394
    • Pozo, O.J.1    Van Thuyne, W.2    Deventer, K.3    Van Eenoo, P.4    Delbeke, F.T.5
  • 39
    • 0025869896 scopus 로고
    • on anabolic steroids. VII. Analysis of urinary metabolites of formebolone in man by gas chromatography-mass spectrometry
    • R. Masse, H. Bi, P.D. Studies on anabolic steroids. VII. Analysis of urinary metabolites of formebolone in man by gas chromatography-mass spectrometry. Anal. Chim. Acta 1991, 247, 211.
    • (1991) Anal. Chim. Acta , vol.247 , pp. 211
    • Masse, R.1    Bi, H.2    Studies, P.D.3
  • 40
    • 0015022377 scopus 로고
    • Identification of 17α-hydroxy-17β-methylandrosta-1,4-dien-3-one as a metabolite of 17β-hydroxy-17α-methylandrosta-1,4-dien-3-one in man
    • B.S. Macdonald, P.J. Sykes, P.M. Adhikary, R.A. Harkness. Identification of 17α-hydroxy-17β-methylandrosta-1, 4-dien-3-one as a metabolite of 17β-hydroxy-17α-methylandrosta-1, 4-dien-3-one in man. Biochem. J. 1971, 122, 26P.
    • (1971) Biochem. J. , vol.122 , pp. 26P
    • Macdonald, B.S.1    Sykes, P.J.2    Adhikary, P.M.3    Harkness, R.A.4
  • 42
    • 50649113503 scopus 로고    scopus 로고
    • Screening of in vitro synthesised metabolites of 4,9,11-trien-3-one steroids by liquid chromatography-mass spectrometry
    • T. Kuuranne, K.H. Pystynen, M. Thevis, A. Leinonen, W. Schanzer, R. Kostiainen. Screening of in vitro synthesised metabolites of 4, 9, 11-trien-3-one steroids by liquid chromatography-mass spectrometry. Eur. J. Mass Spectrom. 2008, 14, 181.
    • (2008) Eur. J. Mass Spectrom. , vol.14 , pp. 181
    • Kuuranne, T.1    Pystynen, K.H.2    Thevis, M.3    Leinonen, A.4    Schanzer, W.5    Kostiainen, R.6
  • 43
    • 0014713830 scopus 로고
    • Metabolism of steroid drugs. II. Isolation and characterization of metabolites of 4-chloro-17alpha-methy-17beta-hydroxy-1,4-androstadien-3-one
    • K. Schubert, K. Wehrberg. Metabolism of steroid drugs. II. Isolation and characterization of metabolites of 4-chloro-17alpha-methy-17beta-hydroxy-1, 4-androstadien-3-one. Endokrinologie 1970, 55, 257.
    • (1970) Endokrinologie , vol.55 , pp. 257
    • Schubert, K.1    Wehrberg, K.2
  • 44
    • 0020816039 scopus 로고
    • GC and capillary column GC/MS determination of synthetic anabolic steroids. II. 4-Chloro-methandienone (oral turinabol) and its metabolites
    • H.W. Duerbeck, I. Bueker, B. Scheulen, B. Telin. GC and capillary column GC/MS determination of synthetic anabolic steroids. II. 4-Chloro-methandienone (oral turinabol) and its metabolites. J. Chromatogr. Sci. 1983, 21, 405.
    • (1983) J. Chromatogr. Sci. , vol.21 , pp. 405
    • Duerbeck, H.W.1    Bueker, I.2    Scheulen, B.3    Telin, B.4
  • 45
    • 84855679337 scopus 로고    scopus 로고
    • Detection and mass spectrometric characterization of novel long-term dehydrochloromethyltestosterone metabolites in human urine
    • T. Sobolevsky, G. Rodchenkov. Detection and mass spectrometric characterization of novel long-term dehydrochloromethyltestosterone metabolites in human urine. J. Steroid Biochem. Mol. Biol. 2012, 128, 121.
    • (2012) J. Steroid Biochem. Mol. Biol. , vol.128 , pp. 121
    • Sobolevsky, T.1    Rodchenkov, G.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.