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一种单萜酮R-(+)-香芹酮在大鼠体内的代谢——一种肝毒素

Metabolism of a monoterpene ketone, R-(+)-pulegone--a hepatotoxin in rat.

作者信息

Moorthy B, Madyastha P, Madyastha K M

机构信息

Department of Organic Chemistry, Indian Institute of Science, Bangalore.

出版信息

Xenobiotica. 1989 Feb;19(2):217-24. doi: 10.3109/00498258909034694.

DOI:10.3109/00498258909034694
PMID:2728495
Abstract
  1. R-(+)-Pulegone was administered orally to rats and the urinary metabolites were investigated. Six metabolites were isolated and purified using column and thin layer chromatographic techniques. Metabolites were identified by i.r., n.m.r. and mass spectral analyses. 2. The neutral metabolites isolated from urine of rats treated with pulegone (I) were: pulegone (II), 2-hydroxy-2(1'-hydroxy-1'-methylethyl)-5-methylcyclohexanone (III), 3,6-dimethyl-7a-hydroxy-5,6,7,7a-tetrahydro-2(4H)-benzofuranone (V) and menthofuran (VII). Metabolites II and III were also excreted in conjugated form. 3. Acidic metabolites isolated from urine of rats treated with pulegone (I) were: 5-methyl-2(1'-methyl-1'-carboxyethylidene)cyclohexanone (IV) and 5-methyl-5-hydroxy-2(1'hydroxy-1'-carboxyethyl)cyclohexanone (VI).
摘要
  1. 将R-(+)-香芹酮经口给予大鼠,并对其尿液代谢产物进行研究。使用柱色谱和薄层色谱技术分离并纯化了六种代谢产物。通过红外光谱、核磁共振光谱和质谱分析对代谢产物进行了鉴定。2. 从用香芹酮(I)处理的大鼠尿液中分离出的中性代谢产物有:香芹酮(II)、2-羟基-2(1'-羟基-1'-甲基乙基)-5-甲基环己酮(III)、3,6-二甲基-7a-羟基-5,6,7,7a-四氢-2(4H)-苯并呋喃酮(V)和薄荷呋喃(VII)。代谢产物II和III也以结合形式排泄。3. 从用香芹酮(I)处理的大鼠尿液中分离出的酸性代谢产物有:5-甲基-2(1'-甲基-1'-羧基亚乙基)环己酮(IV)和5-甲基-5-羟基-2(1'-羟基-1'-羧基乙基)环己酮(VI)。

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