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依托度酸的拆分以及对映体的抗炎和前列腺素合成酶抑制特性

Resolution of etodolac and antiinflammatory and prostaglandin synthetase inhibiting properties of the enantiomers.

作者信息

Demerson C A, Humber L G, Abraham N A, Schilling G, Martel R R, Pace-Asciak C

出版信息

J Med Chem. 1983 Dec;26(12):1778-80. doi: 10.1021/jm00366a025.

DOI:10.1021/jm00366a025
PMID:6227748
Abstract

Etodolac, 1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid, a clinically effective analgesic and antiinflammatory agent, has been resolved via a chromatographic separation of its diastereoisomeric esters with (-)-borneol. The effects of the enantiomers were studied in vitro on prostaglandin synthetase and on adjuvant-induced arthritis in rats. The biochemical and pharmacological results show that virtually all of the effects of etodolac are due to the (+) enantiomer.

摘要

依托度酸,即1,8 - 二乙基 - 1,3,4,9 - 四氢吡喃并[3,4 - b]吲哚 - 1 - 乙酸,是一种临床有效的镇痛和抗炎药物,已通过其非对映体酯与(-)-冰片的色谱分离进行拆分。在体外研究了对映体对前列腺素合成酶和大鼠佐剂性关节炎的影响。生化和药理学结果表明,依托度酸的几乎所有作用都归因于(+)对映体。

相似文献

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Resolution of etodolac and antiinflammatory and prostaglandin synthetase inhibiting properties of the enantiomers.依托度酸的拆分以及对映体的抗炎和前列腺素合成酶抑制特性
J Med Chem. 1983 Dec;26(12):1778-80. doi: 10.1021/jm00366a025.
2
Etodolac (1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid): a potent antiinflammatory drug. Conformation and absolute configuration of its active enantiomer.
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Synthesis and biological evaluation of 4,6-diethyl-1,3,4,5-tetrahydropyrano[4,3-b]indole-4-acetic acid, an isomer of etodolac.依托度酸的异构体4,6 - 二乙基 - 1,3,4,5 - 四氢吡喃并[4,3 - b]吲哚 - 4 - 乙酸的合成及生物学评价
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Etodolac, a novel antiinflammatory agent. The syntheses and biological evaluation of its metabolites.
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The pharmacokinetics of etodolac enantiomers in the rat. Lack of pharmacokinetic interaction between enantiomers.依托度酸对映体在大鼠体内的药代动力学。对映体之间不存在药代动力学相互作用。
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Effect of etodolac on articular and bone pathology associated with adjuvant arthritis in rats: a comparison with aspirin and naproxen.依托度酸对大鼠佐剂性关节炎相关关节和骨骼病理的影响:与阿司匹林和萘普生的比较。
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Histopathologic evaluation of the effects of etodolac in established adjuvant arthritis in rats: evidence for reversal of joint damage.依托度酸对大鼠佐剂性关节炎影响的组织病理学评估:关节损伤逆转的证据
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Comparative effects of long term treatment with etodolac, naproxen and ibuprofen on articular and bone changes associated with adjuvant arthritis in rats.依托度酸、萘普生和布洛芬长期治疗对大鼠佐剂性关节炎相关关节和骨骼变化的比较作用。
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Stereoselective gas chromatographic analysis of etodolac enantiomers in human plasma and urine.依托度酸对映体在人血浆和尿液中的立体选择性气相色谱分析。
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Disposition of etodolac, other anti-inflammatory pyranoindole-1-acetic acids and furobufen in normal and adjuvant arthritic rats.依托度酸、其他抗炎性吡喃吲哚-1-乙酸类及呋罗芬在正常及佐剂性关节炎大鼠体内的处置情况。
J Pharmacol Exp Ther. 1982 Feb;220(2):417-26.

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