The metabolism of 17 alpha-methyl-17 beta-hydroxy-1,4-androstadien-3-one (dianabol) in human adults has been studied in detail by computer aided capillary gas chromatography mass spectrometry. After oral administration to man six metabolites were determined in the free fraction of the urine samples, the structures of which have been identified as 17-epidianabol, three isomers of 6-hydroxydianabol, 17 alpha-methyl-17 beta-hydroxy-1,4,6-androstatrien-3-one (delta 6-dianabol) and 18-nor-17,17-dimethyl-1,4,13(14)-androstatrien-3-one, respectively. In agreement with previous observations no measurable amounts of the administered drug itself could be detected in any of the urine samples investigated. The mass spectra of all metabolites and the main fragmentation processes are discussed in detail.

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A very sensitive and efficient analytical procedure is presented for the determination of 4-nonylphenols (NP) in blue mussels by use of off-line coupling of high-performance liquid chromatography (HPLC) and gas chromatography with mass spectrometric detection (GC-MS). Combined steam distillation and solvent extraction were used to extract the analytes from the mussel samples. Before quantification by GC-MS the raw extracts were purified by normal-phase HPLC. 4-n-Nonylphenol was used as internal standard. The detection limit was 15 ng NP absolute, calculated from the blank value. The method was applied to the determination of NP in blue mussel samples from the German North Sea sampled over a period of 10 years. Collection, homogenization, and storage of the mussels were performed according to the Standard Operating Procedures of the German Environmental Specimen Bank since 1985. The total NP concentrations in the mussels decreased significantly from 1985 (4 microgram kg (-1)) to 1995 (1.1 microgram kg (-1)).

The determination of oral turinabol (4-chloro-17 alpha-methyl-17 beta-hydroxy-1,4-androstadien-3-one) [1] in the 'free' fraction of human urine samples by gas chromatography and capillary column gas chromatography/mass spectrometry was studied. After administration to man, three major metabolites are formed whose structures were identified as 6 beta-hydroxy-turinabol [2], 6 beta, 12-dihydroxy-turinabol [4], and 6 beta, 16-dihydroxy-turinabol [5], respectively. In much smaller quantities at least another three metabolites are excreted, one of which could be identified as 17 epi-turinabol [6]. No measurable amounts of 1 itself were detected in any of the urine samples investigated. The rate of metabolism and urinary excretion is reasonably fast. The total amount of recovered material, in the form of the three main metabolites, is on the order of 15%. Clean-up procedures and chromatographic conditions are presented in detail.

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