Tetrahydrogestrinone: discovery, synthesis, and detection in urine

被引：195

作者：

Catlin, DH ^{[1
]}

Sekera, MH ^{[1
]}

Ahrens, BD ^{[1
]}

Starcevic, B ^{[1
]}

Chang, YC ^{[1
]}

Hatton, CK ^{[1
]}

机构：

[1] Univ Calif Los Angeles, Olymp Analyt Lab, Dept Mol & Med Pharmacol, Los Angeles, CA 90025 USA

来源：

RAPID COMMUNICATIONS IN MASS SPECTROMETRY | 2004年 / 18卷 / 12期

关键词：

D O I：

10.1002/rcm.1495

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

Tetrahydrogestrinone (18a-homo-pregna-4,9,11-trien-17beta-ol-3-one or THG) was identified in the residue of a spent syringe that had allegedly contained an anabolic steroid undetectable by sport doping control urine tests. THG was synthesized by hydrogenation of gestrinone and characterized by mass spectrometry and NMR spectroscopy. We developed and evaluated sensitive and specific methods for rapid screening of urine samples by liquid chromatography/tandem mass spectrometry (LC/MS/MS) of underivatized THG (using transitions m/z 313 to 241 and 313 to 159) and gas chromatography/high-resolution mass spectrometry (GC/HRMS) analysis of the combination trimethylsilyl ether-oxime derivative of THG (using fragments m/z 240.14, 254.15, 267.16, and 294.19). A baboon administration study showed that THG is excreted in urine. Copyright (C) 2004 John Wiley Sons, Ltd.

引用

页码：1245 / 1249

页数：5

共 9 条

[1]

[Anonymous], 2021, World Anti-Doping Code 2021

[2] RSR13, a potential athletic performance enhancement agent: detection in urine by gas chromatography/mass spectrometry [J].

Breidbach, A ;

Catlin, DH .

RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2001, 15 (24) :2379-2382

[3]

*CAS, 618903563 CAS

[4]

Catlin D H, 1991, Adv Intern Med, V36, P399

[5] Detection of norbolethone, an anabolic steroid never marketed, in athletes' urine [J].

Catlin, DH ;

Ahrens, BD ;

Kucherova, Y .

RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2002, 16 (13) :1273-1275

[6] Metabolites of daidzein and genistein and their biological activities [J].

Chang, YC ;

Nair, MG ;

Nitiss, JL .

JOURNAL OF NATURAL PRODUCTS, 1995, 58 (12) :1901-1905

[7]

*FDA, 2003, FDA STAT THG

[8] STUDIES ON STEROIDS .103. NEW TYPE OF DERIVATIVE FOR ELECTRON CAPTURE GAS CHROMATOGRAPHY OF KETOSTEROIDS [J].

NAMBARA, T ;

KIGASAWA, K ;

IWATA, T ;

IBUKI, M .

JOURNAL OF CHROMATOGRAPHY, 1975, 114 (01) :81-86

[9]

*WADA, LIST PROH SUBST INCL

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