萘满的代谢

The metabolism of tetralin.

作者信息

Elliott T H, Hanam J

出版信息

Biochem J. 1968 Jul;108(4):551-9. doi: 10.1042/bj1080551.

DOI:10.1042/bj1080551

PMID:4875412

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC1198850/

Abstract

[1-(14)C]Tetralin was synthesized and fed to rabbits. 2. Of the radioactivity, 87-90% was excreted in the urine within two days and 0.5-3.7% on the third day. The faeces contained 0.6-1.8%. No radioactivity was found in the breath and negligible amounts were retained in the tissues. About 90-99% of an administered dose was accounted for. 3. The main metabolite in the urine was the glucuronide of alpha-tetralol (52.4%). Other conjugated metabolites were beta-tetralol (25.3%), 4-hydroxy-alpha-tetralone (6.1%), cis-tetralin-1,2-diol (0.4%) and trans-tetralin-1,2-diol (0.6%). 4. beta-Tetralone, alpha-naphthol, 1,2-dihydronaphthalene and naphthalene, previously reported as metabolites, are artifacts, and tetralin, alpha-tetralone, beta-naphthol, 5-hydroxytetralin, and 6-hydroxytetralin are not metabolites. 5. The major metabolite of tetralin, alpha-tetralol and alpha-tetralone is the glucuronide of alpha-tetralol, which was isolated as methyl (1,2,3,4-tetrahydro-1-naphthyl tri-O-acetyl-beta-d-glucosid)uronate; the major metabolite of beta-tetralol and beta-tetralone is the glucuronide of beta-tetralol, which was characterized as methyl (1,2,3,4-tetrahydro-2-naphthyl tri-O-acetyl-beta-d-glucosid)uronate. 5-Hydroxytetralin is conjugated with glucuronic acid, and was characterized as methyl (5,6,7,8-tetrahydro-1-naphthyl tri-O-acetyl-beta-d-glucosid)uronate. 6-Hydroxytetralin is conjugated with glucuronic acid, and was characterized as methyl (5,6,7,8-tetrahydro-2-naphthyl tri-O-acetyl-beta-d-glucosid)uronate. 6. A metabolic sequence accounting for the observed biological transformation products is proposed.

摘要

合成了[1-(14)C]四氢萘并喂给兔子。2. 放射性物质中，87 - 90%在两天内从尿液中排出，第三天排出0.5 - 3.7%。粪便中含有0.6 - 1.8%。呼出气体中未发现放射性，组织中保留的量可忽略不计。给药剂量的约90 - 99%得到了说明。3. 尿液中的主要代谢产物是α-四氢萘醇的葡萄糖醛酸苷（52.4%）。其他结合代谢产物是β-四氢萘醇（25.3%）、4-羟基-α-四氢萘酮（6.1%）、顺式四氢萘-1,2-二醇（0.4%）和反式四氢萘-1,2-二醇（0.6%）。4. 先前报道为代谢产物的β-四氢萘酮、α-萘酚、1,2-二氢萘和萘是人为产物，四氢萘、α-四氢萘酮、β-萘酚、5-羟基四氢萘和6-羟基四氢萘不是代谢产物。5. 四氢萘、α-四氢萘醇和α-四氢萘酮的主要代谢产物是α-四氢萘醇的葡萄糖醛酸苷，其分离形式为甲基(1,2,3,4-四氢-1-萘基三-O-乙酰-β-D-葡萄糖苷)uronate；β-四氢萘醇和β-四氢萘酮的主要代谢产物是β-四氢萘醇的葡萄糖醛酸苷，其特征为甲基(1,2,3,4-四氢-2-萘基三-O-乙酰-β-D-葡萄糖苷)uronate。5-羟基四氢萘与葡萄糖醛酸结合，其特征为甲基(5,6,7,8-四氢-1-萘基三-O-乙酰-β-D-葡萄糖苷)uronate。6-羟基四氢萘与葡萄糖醛酸结合，其特征为甲基(5,6,7,8-四氢-2-萘基三-O-乙酰-β-D-葡萄糖苷)uronate。6. 提出了一个解释观察到的生物转化产物的代谢序列。