Identification of new sulfur-containing metabolites of naphthalene in mouse urine.

摘要: Seven acidic sulfur-containing metabolites were isolated from mouse urine following administration of naphthalene. The have been identified as (1-hydroxy-1,2-dihydro-2-naphthalenylthio)acetic acid (I), 2-hydroxy-3-(1-hydroxy-1,2-dihydro-2-naphthalenylthio)propanoic (II), (1,2,3-trihydroxy-1,2,3,4-tetrahydro-4-naphthalenylthio)acetic (III), and N-acetyl-S-(1-hydroxy-1,2-dihydro-2-naphthalenyl)-L-cysteine (IV). dehydration products I, II, IV, namely 1-(naphthalenylthio)acetic (V), 2-hydroxy-3-(1-naphthalenylthio)propanoic (VI), N-acetyl-S-(1-naphthalenyl)-L-cysteine (VII), respectively, also present in several urinary extracts. Nine methylthio derivatives the neutral extract urine. These following: 1-methylthionaphthalene, trans-1-hydroxy-2-methylthio-1,2-dihydronaphthalene, two stereoisomeric 1,2,3-trihydroxy-4-methylthio-1,2,3,4-tetrahydronaphthalenes, 1,3-di(methylthio)-2,4-dihydroxy-1,2,3,4-tetrahydronaphthalene, 1,4-di(methylthio)-2,3-dihydroxy-1,2,3,4-tetrahydronaphthalene, methylthiohydroxy-naphthalenes, a methylthiodihydroxydihydronaphthalene. Following intraperitoneal to mice, unchanged IV found. gas-chromatographic gas chromatographic-mass spectral properties methyl ester-trimethylsilyl sulfur naphthalene are presented.