Fukuoka M, Satoh M, Tanaka A
Division of Biological Chemistry, National Institute of Health Sciences, Tokyo, Japan.
Arch Toxicol. 1995;70(1):1-9. doi: 10.1007/s002040050241.
Metabolic fates of 2-benzothiazyl sulfenamides, N-oxydiethylene-2-benzothiazyl sulfenamide and N-cyclohexyl-2-benzothiazyl sulfenamide in rats were studied using tracer technique. These compounds given orally to rats were excreted rapidly in the urine and feces. Five urinary metabolites, 2-mercaptobenzothiazole (MBT), its three conjugates, mercapturate, glucuronide and sulfate, and 2,2'-dibenzothiazyl disulfide (BTDS) were confirmed. Furthermore, BTDS was found as a fecal metabolite. The sulfenamides were partly transformed in the stomach to BTDS, which was predominantly excreted into the feces. In the liver, the sulfenamides were mainly transformed to MBT and its conjugates. The S-glucuronide and S-sulfate conjugates were predominantly excreted into the bile. Mechanisms were discussed concerning the metabolite formation of sulfenamide derivatives in vivo and in vitro.
采用示踪技术研究了2-苯并噻唑基亚磺酰胺、N-氧代二亚乙基-2-苯并噻唑基亚磺酰胺和N-环己基-2-苯并噻唑基亚磺酰胺在大鼠体内的代谢命运。给大鼠口服这些化合物后，它们迅速经尿液和粪便排出。确认了5种尿液代谢产物，即2-巯基苯并噻唑（MBT）、其3种结合物（硫醚氨酸、葡糖醛酸苷和硫酸盐）以及2,2'-二苯并噻唑基二硫化物（BTDS）。此外，BTDS被发现是一种粪便代谢产物。亚磺酰胺在胃中部分转化为BTDS，BTDS主要排泄到粪便中。在肝脏中，亚磺酰胺主要转化为MBT及其结合物。S-葡糖醛酸苷和S-硫酸盐结合物主要排泄到胆汁中。讨论了亚磺酰胺衍生物在体内和体外代谢产物形成的机制。
