The in vivo metabolism of Furazadrol in greyhounds.

Autor: Pranata A; Research School of Chemistry, Australian National University, Canberra, Australian Capital Territory, Australia., Curtis B; Research School of Chemistry, Australian National University, Canberra, Australian Capital Territory, Australia., Waller CC; Research School of Chemistry, Australian National University, Canberra, Australian Capital Territory, Australia., Caldwell K; Queensland Racing Integrity Commission, Albion, Queensland, Australia., Zahra PW; Racing Analytical Services Limited, Flemington, Victoria, Australia., Karamatic SL; Greyhound Racing Victoria, West Melbourne, Victoria, Australia., McLeod MD; Research School of Chemistry, Australian National University, Canberra, Australian Capital Territory, Australia.
Jazyk: angličtina
Zdroj: Drug testing and analysis [Drug Test Anal] 2021 Oct; Vol. 13 (10), pp. 1749-1757. Date of Electronic Publication: 2021 Jul 18.
DOI: 10.1002/dta.3128
Abstrakt: Samples of the 'dietary supplement' Furazadrol sourced through the internet have been reported to contain the designer anabolic androgenic steroids [1',2']isoxazolo[4',5':2,3]-5α-androstan-17β-ol (furazadrol F) and [1',2']isoxazolo[4',3':2,3]-5α-androstan-17β-ol (isofurazadrol IF). These steroids contain an isoxazole fused to the A-ring and were designed to offer anabolic activity while evading detection, raising concerns over the potential for abuse of this preparation in sports. The metabolism of Furazadrol (F:IF, 10:1) was studied by in vivo methods in greyhounds. Urinary phase II Furazadrol metabolites were detected as glucuronides after a controlled administration. These phase II metabolites were subjected to enzymatic hydrolysis by Escherichia coli β-glucuronidase to afford the corresponding phase I metabolites. Using a library of synthetically derived reference materials, the identities of seven urinary Furazadrol metabolites were confirmed. Major confirmed metabolites were isofurazadrol IF, 4α-hydroxyfurazadrol 4α-HF and 16α-hydroxy oxidised furazadrol 16α-HOF, whereas the minor confirmed metabolites were furazadrol F, 4β-hydroxyfurazadrol 4β-HF, 16β-hydroxyfurazadrol 16β-HF and 16β-hydroxy oxidised furazadrol 16β-HOF. One major hydroxyfurazadrol and two dihydroxyfurazadrol metabolites remained unidentified. Qualitative excretion profiles, limits of detection and extraction recoveries were established for furazadrol F and major confirmed metabolites. These investigations identify the key urinary metabolites of Furazadrol following oral administration, which can be incorporated into routine screening by anti-doping laboratories to aid the regulation of greyhound racing.
(© 2021 John Wiley & Sons, Ltd.)
Databáze: MEDLINE
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