• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

单萜酮R-(+)-胡薄荷酮(一种大鼠肝脏毒素)的代谢研究:新代谢产物的分离与鉴定

Studies on the metabolism of a monoterpene ketone, R-(+)-pulegone--a hepatotoxin in rat: isolation and characterization of new metabolites.

作者信息

Madyastha K M, Raj C P

机构信息

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

出版信息

Xenobiotica. 1993 May;23(5):509-18. doi: 10.3109/00498259309059391.

DOI:10.3109/00498259309059391
PMID:8342298
Abstract
  1. The metabolic disposition of R-(+)-pulegone (I) was examined in rats following four daily oral doses (250 mg/kg). 2. Six metabolites, namely pulegol (II), 2-hydroxy-2-(1-hydroxy-1-methylethyl)-5-methylcyclohexanone (III), 3,6-dimethyl-7a-hydroxy-5,6,7,7a-tetrahydro-2(4H)-benzofuranone (IV), menthofuran (V), 5-methyl-2-(1-methyl-1-carboxyethylidene)cyclohexanone (VI), and 5-methyl-5-hydroxy-2-(1-hydroxy-1-carboxyethyl)cyclohexanone (VII) have previously been isolated from rat urine, and identified (Moorthy et al. (1989a). Eight new metabolites have now been isolated from rat urine, namely, 5-hydroxy-pulegone (VIII), piperitone (IX), piperitenone (X), 7-hydroxy-piperitone (XI), 8-hydroxy piperitone (XII), p-cresol (XIII), geranic acid (XIV) and neronic acid (XV). These were identified by n.m.r., i.r. and mass spectrometry. 3. Based on these results, metabolic pathways for the biotransformation of R-(+)-pulegone in rat have been proposed.
摘要
  1. 在大鼠中,每天口服四次剂量为250毫克/千克的R-(+)-胡薄荷酮(I)后,对其代谢情况进行了研究。2. 六种代谢产物,即胡薄荷醇(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(IV)、薄荷呋喃(V)、5-甲基-2-(1-甲基-1-羧基亚乙基)环己酮(VI)和5-甲基-5-羟基-2-(1-羟基-1-羧基乙基)环己酮(VII),此前已从大鼠尿液中分离并鉴定出来(穆尔蒂等人,(1989a))。现在又从大鼠尿液中分离出八种新的代谢产物,即5-羟基-胡薄荷酮(VIII)、哌啶酮(IX)、哌啶烯酮(X)、7-羟基-哌啶酮(XI)、8-羟基哌啶酮(XII)、对甲酚(XIII)、香叶酸(XIV)和橙花酸(XV)。通过核磁共振、红外光谱和质谱对它们进行了鉴定。3. 根据这些结果,提出了大鼠体内R-(+)-胡薄荷酮生物转化的代谢途径。

相似文献

1
Studies on the metabolism of a monoterpene ketone, R-(+)-pulegone--a hepatotoxin in rat: isolation and characterization of new metabolites.单萜酮R-(+)-胡薄荷酮(一种大鼠肝脏毒素)的代谢研究:新代谢产物的分离与鉴定
Xenobiotica. 1993 May;23(5):509-18. doi: 10.3109/00498259309059391.
2
Metabolism of a monoterpene ketone, R-(+)-pulegone--a hepatotoxin in rat.一种单萜酮R-(+)-香芹酮在大鼠体内的代谢——一种肝毒素
Xenobiotica. 1989 Feb;19(2):217-24. doi: 10.3109/00498258909034694.
3
Role of C-5 chiral center in R-(+)-pulegone-mediated hepatotoxicity: metabolic disposition and toxicity of 5, 5-dimethyl-2-(1-Methylethylidene)-cyclohexanone in rats.C-5手性中心在R-(+)-胡薄荷酮介导的肝毒性中的作用:5,5-二甲基-2-(1-亚甲基乙基)-环己酮在大鼠体内的代谢分布及毒性
Drug Metab Dispos. 2000 Jul;28(7):833-44.
4
Effect of ring size in R-(+)-pulegone-mediated hepatotoxicity: studies on the metabolism of R-(+)-4-methyl-2-(1-methylethylidene)-cyclopentanone and DL-camphorone in rats.环大小对R-(+)-香芹酮介导的肝毒性的影响:大鼠体内R-(+)-4-甲基-2-(1-亚甲基乙基)-环戊酮和DL-樟脑酮代谢的研究
Drug Metab Dispos. 2001 Jun;29(6):821-9.
5
Metabolic disposition of a monoterpene ketone, piperitenone, in rats: evidence for the formation of a known toxin, p-cresol.
Drug Metab Dispos. 1999 Jan;27(1):74-80.
6
Transformation of a monoterpene ketone, (R)-(+)-pulegone, a potent hepatotoxin, in Mucor piriformis.一种单萜酮,(R)-(+)-胡薄荷酮,一种强效肝毒素,在梨形毛霉中的转化。
J Agric Food Chem. 1999 Mar;47(3):1203-7. doi: 10.1021/jf980164n.
7
Metabolic fate of menthofuran in rats. Novel oxidative pathways.薄荷呋喃在大鼠体内的代谢命运。新的氧化途径。
Drug Metab Dispos. 1992 Mar-Apr;20(2):295-301.
8
Metabolic fate of S-(-)-pulegone in rat.
Xenobiotica. 1998 Aug;28(8):723-34. doi: 10.1080/004982598239146.
9
In vivo studies on the metabolism of the monoterpene pulegone in humans using the metabolism of ingestion-correlated amounts (MICA) approach: explanation for the toxicity differences between (S)-(-)- and (R)-(+)-pulegone.采用摄入相关量代谢(MICA)方法对人体中单萜类化合物胡薄荷酮代谢的体内研究:对(S)-(-)-和(R)-(+)-胡薄荷酮毒性差异的解释。
J Agric Food Chem. 2003 Oct 22;51(22):6589-97. doi: 10.1021/jf034702u.
10
Metabolism of (R)-(+)-pulegone in F344 rats.F344大鼠中(R)-(+)-胡薄荷酮的代谢
Drug Metab Dispos. 2001 Dec;29(12):1567-77.

引用本文的文献

1
Chemical Characterization and Biological Activities of Essential Oil Obtained from Mint Timija Cultivated under Mineral and Biological Fertilizers.从施用矿物肥料和生物肥料种植的蒂米娅薄荷中提取的精油的化学表征及生物活性
J Anal Methods Chem. 2017;2017:6354532. doi: 10.1155/2017/6354532. Epub 2017 Nov 12.
2
Calamintha nepeta (L.) Savi and its Main Essential Oil Constituent Pulegone: Biological Activities and Chemistry.风轮菜(Calamintha nepeta (L.) Savi)及其主要精油成分胡薄荷酮:生物活性与化学性质
Molecules. 2017 Feb 14;22(2):290. doi: 10.3390/molecules22020290.
3
Metabolism and toxicity of menthofuran in rat liver slices and in rats.
薄荷呋喃在大鼠肝切片和大鼠中的代谢和毒性。
Chem Res Toxicol. 2010 Nov 15;23(11):1824-32. doi: 10.1021/tx100268g. Epub 2010 Oct 14.
4
Percutaneous permeation enhancement by terpenes: mechanistic view.萜类化合物对经皮渗透的增强作用:机理探讨
AAPS J. 2008;10(1):120-32. doi: 10.1208/s12248-008-9012-0. Epub 2008 Feb 8.
5
Herbal bioactivation: the good, the bad and the ugly.草药生物活化:益处、弊端与隐患
Life Sci. 2004 Jan 9;74(8):935-68. doi: 10.1016/j.lfs.2003.09.035.