ISSN:
1052-9306
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Urinary metabolites of boldenone (androsta-1,4-dien-17β-ol-3-one) following oral administration of boldenone (doses from 11 to 80 mg) to man were isolated from urine via XAD-2 adsorption and enzymatic hydrolysis with β-glucuronidase from Escherichia coli. The isolated metabolites were derivatized with N-methyl-N-trimethylsilyltrifluoroacetamide/trimethyliodosilane and analysed by gas chromatography/mass spectrometry with electron impact (EI) ionization at 70 eV. Boldenone (I) and four metabolites were identified after hydrolysis of the urine with β-glucuronidase: 5β-androst-1-en-17β-ol-3-one (II), 5β-androst-1-ene-3α,17β-diol (III), 5β-androst-1-en-3α-ol-17-one (IV) and 5β-androst-1-en-6β-ol-3,17-dione (V). Five further metabolites in low concentration were identified without enzymatic hydrolysis after treatment of the urine with potassium carbonate: 5β-androst-1-ene-3,17-dione (VI), 5β-androst-1-ene-3,17-dione (VII), androsta-1,4-diene-3,17-dione (VIII), androsta-1,4-diene-6β,17β-diol-3-one (IX) and androsta-1,4-dien-6β-ol-3,17-dione (X). The identification of the metabolites is based on the gas chromatography retention index, high-performance liquid chromatography retention index, high-performance liquid chromatography retention, EI mps8 spectrum, chemical reactions of the isolated metabolites, and syotbeais of metabolites 11, In, IV, VI and VII. The EI mass spectra of the bis-trimethylsiyl derivatives of boldenone and its metabolites display all intense molecular ions, M - 15 ions and fragment ions originating from cleavage of the Bring. The excreted metabolites can be separated in basii extractable labile conjugates and in stable conjugates More than 95% of metabolites are excreted as stable conjugates.
Additional Material:
15 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/bms.1200210104
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