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[非甾体抗炎药。19. 立体异构苯乙酸同系物的合成与活性]

[Nonsteroidal anti-inflammatory agents. 19. Synthesis and activity of stereomeric phenylacetic homologues].

作者信息

Varoli L, Burnelli S, Guarnieri A, Bonazzi D, Scapini G, Sarret M, Fantuz M

机构信息

Dipartimento di Scienze Farmaceutiche, Università di Bologna, Italia.

出版信息

Pharmazie. 1988 Nov;43(11):764-7.

PMID:3247362
Abstract

The authors synthesized the title compounds as analogues of previously prepared potential antiphlogistic agents. Starting from appropriate carbonyl compound and alpha-metallated phenylacetic acid the diastereomeric racemate pairs were obtained; they were separated, attributed to erythro/threo-configuration by NMR and finally resolved. The potassium salts of the enantiomers were tested for analgesic and antiinflammatory activity, as well as for acute toxicity. Their action in the carrageenan test has been found to be stereoselective, but relatively poor or of briefly lastening.

摘要

作者合成了标题化合物,作为先前制备的潜在抗炎剂的类似物。从合适的羰基化合物和α-金属化苯乙酸出发,得到了非对映体外消旋体对;将它们分离,通过核磁共振确定其赤式/苏式构型,最后拆分。对映体的钾盐进行了镇痛、抗炎活性以及急性毒性测试。已发现它们在角叉菜胶试验中的作用具有立体选择性,但相对较弱或持续时间较短。

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