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Volumn 43, Issue 7, 2008, Pages 865-876

Mass spectrometry of selective androgen receptor modulators

Author keywords

Anabolics; Doping; Mass spectrometry; Orbitrap; SARMs; Sport

Indexed keywords

CHEMOTHERAPY; DISSOCIATION; DRUG DELIVERY; DRUG DOSAGE; HEALTH; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IONIZATION; MASS SPECTROMETERS; MASS SPECTROMETRY; MUSCLE; SIGNAL DETECTION; SPECTROMETRY; WEIGHT CONTROL;

EID: 47749101721     PISSN: 10765174     EISSN: 10969888     Source Type: Journal    
DOI: 10.1002/jms.1438     Document Type: Review
Times cited : (63)

References (65)
  • 1
    • 0003928258 scopus 로고
    • Harcourt, Brace and Company: New York
    • de Kruif P. The Male Hormone. Harcourt, Brace and Company: New York, 1945.
    • (1945) The Male Hormone
    • de Kruif, P.1
  • 3
    • 84941376870 scopus 로고
    • Über testosteron. Umwandlung des dehydroandrosterons in androstendiol und testosteron, ein weg zur darstellung des tesotosterons aus cholesterin
    • Butenandt A, Hanisch G. Über testosteron. Umwandlung des dehydroandrosterons in androstendiol und testosteron, ein weg zur darstellung des tesotosterons aus cholesterin. Hoppe-Seyler's Zeitschrift fur Physiologische Chemie 1935; 237: 89.
    • (1935) Hoppe-Seyler's Zeitschrift fur Physiologische Chemie , vol.237 , pp. 89
    • Butenandt, A.1    Hanisch, G.2
  • 4
    • 84982343003 scopus 로고
    • Über die künstliche Herstellung des testikelhormons testosteron (Androsten-3-on-17-ol).
    • Ruzicka L, Wettstein A. Sexualhormone VII. Über die künstliche Herstellung des testikelhormons testosteron (Androsten-3-on-17-ol). Helvetica Chimica Acta 1935; 18: 1264.
    • (1935) Helvetica Chimica Acta , vol.18 , pp. 1264
    • Ruzicka, L.1    Wettstein, A.2    Sexualhormone VII3
  • 5
    • 0009603904 scopus 로고
    • Metabolic effects of anabolic-androgenic steroids in experimental animals
    • Kochakian CD ed, Springer: Berlin
    • Kochakian CD. Metabolic effects of anabolic-androgenic steroids in experimental animals. In Anabolic-Androgenic Steroids, vol. 43, Kochakian CD (ed). Springer: Berlin, 1976; 5.
    • (1976) Anabolic-Androgenic Steroids , vol.43 , pp. 5
    • Kochakian, C.D.1
  • 6
    • 84982341740 scopus 로고
    • Herstellung des 17-Methyltestosteron und anderer androsten-und androstanderivate. Zusammenhänge zwischen chemischer konstitution und männlicher hormonwirkung.
    • Ruzicka L, Goldberg MW, Rosenberg HR. Sexualhormone X. Herstellung des 17-Methyltestosteron und anderer androsten-und androstanderivate. Zusammenhänge zwischen chemischer konstitution und männlicher hormonwirkung. Helvetica Chimica Acta 1935; 18: 1487.
    • (1935) Helvetica Chimica Acta , vol.18 , pp. 1487
    • Ruzicka, L.1    Goldberg, M.W.2    Rosenberg, H.R.3    Sexualhormone, X.4
  • 7
    • 0002902161 scopus 로고    scopus 로고
    • Testosterone: An overview of biosynthesis, transport, metabolism and non-genomic actions
    • Nieschlag E, Behre HM eds, Cambridge University Press: Cambridge
    • Rommerts FFG. Testosterone: an overview of biosynthesis, transport, metabolism and non-genomic actions. In Testosterone - Action, Deficiency, Substitution, Nieschlag E, Behre HM (eds). Cambridge University Press: Cambridge, 2004; 1.
    • (2004) Testosterone - Action, Deficiency, Substitution , pp. 1
    • Rommerts, F.F.G.1
  • 8
    • 4544289803 scopus 로고    scopus 로고
    • Androgen replacement therapy: Present and future
    • Gooren LJ, Bunck MC. Androgen replacement therapy: present and future. Drugs 2004; 64: 1861.
    • (2004) Drugs , vol.64 , pp. 1861
    • Gooren, L.J.1    Bunck, M.C.2
  • 9
    • 22544467523 scopus 로고    scopus 로고
    • Discovery and therapeutic promise of selective androgen receptor modulators
    • Chen J, Kim J, Dalton JT. Discovery and therapeutic promise of selective androgen receptor modulators. Molecular Interventions 2005; 5: 173.
    • (2005) Molecular Interventions , vol.5 , pp. 173
    • Chen, J.1    Kim, J.2    Dalton, J.T.3
  • 11
    • 0033304913 scopus 로고    scopus 로고
    • Selective androgen receptor modulators (SARMs): A novel approach to androgen therapy for the new millennium
    • Negro-Vilar A. Selective androgen receptor modulators (SARMs): a novel approach to androgen therapy for the new millennium. Journal of Clinical Endocrinology and Metabolism 1999; 84: 3459.
    • (1999) Journal of Clinical Endocrinology and Metabolism , vol.84 , pp. 3459
    • Negro-Vilar, A.1
  • 12
    • 33646156657 scopus 로고    scopus 로고
    • Selective androgen receptor modulators in drug discovery: Medicinal chemistry and therapeutic potential
    • Cadilla R, Turnbull P, Selective androgen receptor modulators in drug discovery: medicinal chemistry and therapeutic potential. Current Topics in Medicinal Chemistry 2006; 6: 245.
    • (2006) Current Topics in Medicinal Chemistry , vol.6 , pp. 245
    • Cadilla, R.1    Turnbull, P.2
  • 15
    • 47749110498 scopus 로고    scopus 로고
    • GTx, Incorporated. Ostarine achieved the primary endpoint of increasing lean body mass and a secondary endpoint of improving functional performance, 2006; http://www.salesandmarketingnetwork.com/news_release.php?ID=2015328 (08-12-2006).
    • GTx, Incorporated. Ostarine achieved the primary endpoint of increasing lean body mass and a secondary endpoint of improving functional performance, 2006; http://www.salesandmarketingnetwork.com/news_release.php?ID=2015328 (08-12-2006).
  • 16
    • 47749089630 scopus 로고    scopus 로고
    • World Anti-Doping Agency. The 2008 prohibited list, 2008; http://www.wada-ama.org/rtecontent/document/2008_List_En.pdf (28-11-2007).
    • World Anti-Doping Agency. The 2008 prohibited list, 2008; http://www.wada-ama.org/rtecontent/document/2008_List_En.pdf (28-11-2007).
  • 17
    • 34249802320 scopus 로고    scopus 로고
    • Emerging drugs - potential for misuse in sport and doping control detection strategies
    • Thevis M, Schänzer W. Emerging drugs - potential for misuse in sport and doping control detection strategies. Mini-Reviews in Medicinal Chemistry 2007; 7: 533.
    • (2007) Mini-Reviews in Medicinal Chemistry , vol.7 , pp. 533
    • Thevis, M.1    Schänzer, W.2
  • 20
    • 33845980567 scopus 로고    scopus 로고
    • Mass spectrometry in sports drug testing: Structure characterization and analytical assays
    • Thevis M, Schänzer W. Mass spectrometry in sports drug testing: structure characterization and analytical assays. Mass Spectrometry Reviews 2007; 26: 79.
    • (2007) Mass Spectrometry Reviews , vol.26 , pp. 79
    • Thevis, M.1    Schänzer, W.2
  • 21
    • 33746894825 scopus 로고    scopus 로고
    • Pharmacokinetics and pharmacodynamics of nonsteroidal androgen receptor ligands
    • Gao W, Kim J, Dalton JT. Pharmacokinetics and pharmacodynamics of nonsteroidal androgen receptor ligands. Pharmaceutical Research 2006; 23: 1641.
    • (2006) Pharmaceutical Research , vol.23 , pp. 1641
    • Gao, W.1    Kim, J.2    Dalton, J.T.3
  • 22
    • 0842327202 scopus 로고    scopus 로고
    • Favorable effects of weak acids on negative-ion electrospray ionization mass spectrometry
    • Wu Z, Gao W, Phelps MA, Wu D, Miller DD, Dalton JT. Favorable effects of weak acids on negative-ion electrospray ionization mass spectrometry. Analytical Chemistry 2004; 76: 839.
    • (2004) Analytical Chemistry , vol.76 , pp. 839
    • Wu, Z.1    Gao, W.2    Phelps, M.A.3    Wu, D.4    Miller, D.D.5    Dalton, J.T.6
  • 23
    • 31344433709 scopus 로고    scopus 로고
    • Characterization of the in vitro metabolism of selective androgen receptor modulator using human, rat, and dog liver enzyme preparations
    • Gao W, Wu Z, Bohl CE, Yang J, Miller DD, Dalton JT. Characterization of the in vitro metabolism of selective androgen receptor modulator using human, rat, and dog liver enzyme preparations. Drug Metabolism and Disposition 2006; 34: 243.
    • (2006) Drug Metabolism and Disposition , vol.34 , pp. 243
    • Gao, W.1    Wu, Z.2    Bohl, C.E.3    Yang, J.4    Miller, D.D.5    Dalton, J.T.6
  • 24
    • 33644643993 scopus 로고    scopus 로고
    • Screening for metabolically stable aryl-propionamide-derived selective androgen receptor modulators for doping control purposes
    • Thevis M, Kamber M, Schänzer W. Screening for metabolically stable aryl-propionamide-derived selective androgen receptor modulators for doping control purposes. Rapid Communications in Mass Spectrometry 2006; 20: 870.
    • (2006) Rapid Communications in Mass Spectrometry , vol.20 , pp. 870
    • Thevis, M.1    Kamber, M.2    Schänzer, W.3
  • 25
    • 33344471180 scopus 로고    scopus 로고
    • Pharmacokinetics and metabolism of a selective androgen receptor modulator (SARM) in rats-implication of molecular properties and intensive metabolic profile to investigate ideal pharmacokinetic characteristics of a propanamide in preclinical study
    • Wu D, Wu Z, Yang J, Nair VA, Miller DD, Dalton JT. Pharmacokinetics and metabolism of a selective androgen receptor modulator (SARM) in rats-implication of molecular properties and intensive metabolic profile to investigate ideal pharmacokinetic characteristics of a propanamide in preclinical study. Drug Metabolism and Disposition 2006; 34: 483.
    • (2006) Drug Metabolism and Disposition , vol.34 , pp. 483
    • Wu, D.1    Wu, Z.2    Yang, J.3    Nair, V.A.4    Miller, D.D.5    Dalton, J.T.6
  • 26
    • 40849120748 scopus 로고    scopus 로고
    • Aryl-propionamide-derived selective androgen receptor modulators: LC-MS/MS characterization of the in vitro synthesized metabolites for doping control purposes
    • Kuuranne T, Leinonen A, Schänzer W, Kamber M, Kostiainen R, Thevis M. Aryl-propionamide-derived selective androgen receptor modulators: LC-MS/MS characterization of the in vitro synthesized metabolites for doping control purposes. Drug Metabolism and Disposition 2008; 36: 571.
    • (2008) Drug Metabolism and Disposition , vol.36 , pp. 571
    • Kuuranne, T.1    Leinonen, A.2    Schänzer, W.3    Kamber, M.4    Kostiainen, R.5    Thevis, M.6
  • 30
    • 0030471942 scopus 로고    scopus 로고
    • Reactions of hydantoin and succinimide anticonvulsants with dimethyl ether ions in a quadrupole ion trap mass spectrometer
    • Shen JX, Brodbelt J. Reactions of hydantoin and succinimide anticonvulsants with dimethyl ether ions in a quadrupole ion trap mass spectrometer. Journal of Mass Spectrometry 1996; 31: 1389.
    • (1996) Journal of Mass Spectrometry , vol.31 , pp. 1389
    • Shen, J.X.1    Brodbelt, J.2
  • 34
    • 21844457685 scopus 로고    scopus 로고
    • Fragmentation pathways of protonated peptides
    • Paizs B, Suhai S. Fragmentation pathways of protonated peptides. Mass Spectrometry Reviews 2005; 24: 508.
    • (2005) Mass Spectrometry Reviews , vol.24 , pp. 508
    • Paizs, B.1    Suhai, S.2
  • 37
    • 0032906159 scopus 로고    scopus 로고
    • Hamann LG, Mani NS, Davis RL, Wang XN, Marschke KB, Jones TK. Discovery of a potent, orally active, nonsteroidal androgen receptor agonist: 4-ethyl-1,2,3,4-tetrahydro-6-(trifluoromethyl)-8-pyridono[5,6-g]- quinoline (LG121071). Journal of Medicinal Chemistry 1999; 42: 210.
    • Hamann LG, Mani NS, Davis RL, Wang XN, Marschke KB, Jones TK. Discovery of a potent, orally active, nonsteroidal androgen receptor agonist: 4-ethyl-1,2,3,4-tetrahydro-6-(trifluoromethyl)-8-pyridono[5,6-g]- quinoline (LG121071). Journal of Medicinal Chemistry 1999; 42: 210.
  • 41
    • 33750593652 scopus 로고    scopus 로고
    • Wang F, Liu XQ, Li H, Liang KN, Miner JN, Hong M, Kallel EA, van Oeveren A, Zhi L, Jiang T. Structure of the ligand-binding domain (LBD) of human androgen receptor in complex with a selective modulator LGD2226. Acta Crystallographica Section F Structural and Biological Crystallography Communication 2006; 62: 1067.
    • Wang F, Liu XQ, Li H, Liang KN, Miner JN, Hong M, Kallel EA, van Oeveren A, Zhi L, Jiang T. Structure of the ligand-binding domain (LBD) of human androgen receptor in complex with a selective modulator LGD2226. Acta Crystallographica Section F Structural and Biological Crystallography Communication 2006; 62: 1067.
  • 42
    • 0036121239 scopus 로고    scopus 로고
    • Novel, non-steroidal, selective androgen receptor modulators (SARMs) with anabolic activity in bone and muscle and improved safety profile
    • Rosen J, Negro-Vilar A. Novel, non-steroidal, selective androgen receptor modulators (SARMs) with anabolic activity in bone and muscle and improved safety profile. Journal of Musculoskeletal and Neuronal Interactions 2002; 2: 222.
    • (2002) Journal of Musculoskeletal and Neuronal Interactions , vol.2 , pp. 222
    • Rosen, J.1    Negro-Vilar, A.2
  • 44
    • 34547888313 scopus 로고    scopus 로고
    • Levsen K, Schiebel HM, Terlouw JK, Jobst KJ, Elend M, Preiss A, Thiele H, Ingendoh A. Even-electron ions: a systematic study of the neutral species lost in the dissociation of quasi-molecular ions. Journal of Mass Spectrometry 2007; 42: 1024.
    • Levsen K, Schiebel HM, Terlouw JK, Jobst KJ, Elend M, Preiss A, Thiele H, Ingendoh A. Even-electron ions: a systematic study of the neutral species lost in the dissociation of quasi-molecular ions. Journal of Mass Spectrometry 2007; 42: 1024.
  • 48
    • 47749112733 scopus 로고    scopus 로고
    • Kaken Pharmaceutical. Tetrahydroquinoline Derivatives, EP 1 221
    • Hanada K, Furuya K, Inoguchi K, Miyakawa M, Nagata K. Kaken Pharmaceutical. Tetrahydroquinoline Derivatives, EP 1 221 439 B1, 2007.
    • (2007) , vol.439
    • Hanada, K.1    Furuya, K.2    Inoguchi, K.3    Miyakawa, M.4    Nagata, K.5
  • 49
    • 47749128374 scopus 로고    scopus 로고
    • Thevis M, Kohler M, Schlörer N, Schänzer W. EI- and ESI-MS of selective androgen receptor modulators, 2008.
    • Thevis M, Kohler M, Schlörer N, Schänzer W. EI- and ESI-MS of selective androgen receptor modulators, 2008.
  • 50
    • 0032127470 scopus 로고    scopus 로고
    • Catalytic hydroprocessing of chlorobenzene-pyridine mixtures
    • Murena F, Gioia F. Catalytic hydroprocessing of chlorobenzene-pyridine mixtures. Journal of Hazardous Materials 1998; 60: 271.
    • (1998) Journal of Hazardous Materials , vol.60 , pp. 271
    • Murena, F.1    Gioia, F.2
  • 52
    • 0019126107 scopus 로고
    • Zur Darstellung von Trimethylsilyl-, Triethylsilyl- und tert.- Butyldimethylsilyl- enoläthern von ketosteroiden für gas- chromatographische und massenspektrometrische Untersuchungen
    • Donike M, Zimmermann J. Zur Darstellung von Trimethylsilyl-, Triethylsilyl- und tert.- Butyldimethylsilyl- enoläthern von ketosteroiden für gas- chromatographische und massenspektrometrische Untersuchungen. Journal of Chromatography 1980; 202: 483.
    • (1980) Journal of Chromatography , vol.202 , pp. 483
    • Donike, M.1    Zimmermann, J.2
  • 54
    • 0015935414 scopus 로고
    • Acylierung mit Bis(Acylamiden); N-Methyl-Bis(Trifluoracetamid) und Bis(Trifluoracetamid), zwei neue reagenzien zur trifluoracefylierung.
    • Donike M. Acylierung mit Bis(Acylamiden); N-Methyl-Bis(Trifluoracetamid) und Bis(Trifluoracetamid), zwei neue reagenzien zur trifluoracefylierung. Journal of Chromatography 1973; 78: 273.
    • (1973) Journal of Chromatography , vol.78 , pp. 273
    • Donike, M.1
  • 55
    • 0030573053 scopus 로고    scopus 로고
    • Stimulants, narcotics and β-blockers: 25 years of development in analytical techniques for doping control
    • Hemmersbach P, de la Torre R. Stimulants, narcotics and β-blockers: 25 years of development in analytical techniques for doping control. Journal of Chromatography B 1996; 687: 221.
    • (1996) Journal of Chromatography B , vol.687 , pp. 221
    • Hemmersbach, P.1    de la Torre, R.2
  • 56
    • 0004962423 scopus 로고
    • The mass spectra of succinimides, hydantoins, oxazolidinediones and other medicinal anti-epileptic agents
    • Locock RA, Courts RT. The mass spectra of succinimides, hydantoins, oxazolidinediones and other medicinal anti-epileptic agents. Organic Mass Spectrometry 1970; 3: 735.
    • (1970) Organic Mass Spectrometry , vol.3 , pp. 735
    • Locock, R.A.1    Courts, R.T.2
  • 57
    • 0015548378 scopus 로고
    • Method for Selective Introduction of Trimethylsilyl and perdeuterotrimethylsilyl groups in hydroxy steroids and its utility in mass spectrometric interpretations
    • Vouros P, Harvey DJ. Method for Selective Introduction of Trimethylsilyl and perdeuterotrimethylsilyl groups in hydroxy steroids and its utility in mass spectrometric interpretations. Analytical Chemistry 1973; 45: 7.
    • (1973) Analytical Chemistry , vol.45 , pp. 7
    • Vouros, P.1    Harvey, D.J.2
  • 58
    • 0019254656 scopus 로고
    • Studies on anabolic steroids. The mass spectra of 17α-Methyl-17β-hydroxy-1,4-androstadien-3-one (Dianabol) and its Metabolites
    • Dürbeck HW, Büker I. Studies on anabolic steroids. The mass spectra of 17α-Methyl-17β-hydroxy-1,4-androstadien-3-one (Dianabol) and its Metabolites. Biomedical Mass Spectrometry 1980; 7: 437.
    • (1980) Biomedical Mass Spectrometry , vol.7 , pp. 437
    • Dürbeck, H.W.1    Büker, I.2
  • 59
    • 0029967201 scopus 로고    scopus 로고
    • Gas chromatography/mass spectometry identification of long-term excreted metabolites of the anabolic steroid 4-chloro-1,2-dehydro-17alpha-methyltestosterone in humans
    • Schänzer W, Horning S, Opfermann G, Donike M. Gas chromatography/mass spectometry identification of long-term excreted metabolites of the anabolic steroid 4-chloro-1,2-dehydro-17alpha-methyltestosterone in humans. Journal of Steroid Biochemistry and Molecular Biology 1996; 57: 363.
    • (1996) Journal of Steroid Biochemistry and Molecular Biology , vol.57 , pp. 363
    • Schänzer, W.1    Horning, S.2    Opfermann, G.3    Donike, M.4
  • 64
    • 4043174269 scopus 로고    scopus 로고
    • Designer androgens in sport: When too much is never enough
    • pe41
    • Handelsman DJ. Designer androgens in sport: when too much is never enough. Science Signalling 2004; 244: pe41.
    • (2004) Science Signalling , vol.244
    • Handelsman, D.J.1
  • 65
    • 42449084465 scopus 로고    scopus 로고
    • Determination of benzimidazole-and bicyclic hydantoin-derived selective androgen receptor antagonists and agonists in human urine using LC-MS/MS
    • Thevis M, Kohler M, Thomas A, Maurer J, Schlörer N, Kamber M, Schänzer W. Determination of benzimidazole-and bicyclic hydantoin-derived selective androgen receptor antagonists and agonists in human urine using LC-MS/MS. Analytical and Bioanalytical Chemistry 2008; 391: 251.
    • (2008) Analytical and Bioanalytical Chemistry , vol.391 , pp. 251
    • Thevis, M.1    Kohler, M.2    Thomas, A.3    Maurer, J.4    Schlörer, N.5    Kamber, M.6    Schänzer, W.7


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