Synthesis and analgesic activity of new heterocyclic compounds derived from monoterpenoids

被引：30

作者：

Mikhalchenko, Oksana ^{[1
]}

Il'ina, Irina ^{[2
]}

Pavlova, Alla ^{[2
]}

Morozova, Ekaterina ^{[2
]}

Korchagina, Dina ^{[2
]}

Tolstikova, Tat'yana ^{[2
]}

Pokushalov, Evgeny ^{[3
]}

Volcho, Konstantin ^{[2
]}

Salakhutdinov, Nariman ^{[2
]}

机构：

[1] Novosibirsk State Univ, Novosibirsk 630090, Russia

[2] Russian Acad Sci, Siberian Branch, Novosibirsk Organ Chem Inst, Novosibirsk 630090, Russia

[3] State Res Inst Circulat Pathol, Novosibirsk 630055, Russia

来源：

MEDICINAL CHEMISTRY RESEARCH | 2013年 / 22卷 / 06期

基金：

俄罗斯基础研究基金会;

关键词：

Verbenol epoxide; Terpenoid; Heterocyclic compounds; Analgesic activity; Acetic acid-induced writhing test; Hot plate test; PAIN; EPIDEMIOLOGY;

D O I：

10.1007/s00044-012-0310-9

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A set of new heterocyclic compounds with different types of framework, including a new type of framework, were synthesized by reactions of verbenol epoxide and (1R,2R,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol with aromatic aldehydes containing three methoxy groups. The analgesic activity of these substances was studied. Three compounds possessed considerable activity in vivo in the acetic acid-induced writhing test. (2S,4R,4aR,8S,8aR)-4,7-Dimethyl-2-(2,4,5-trimethoxyphenyl)-3,4,4a,5,8,8a-hexahydro-2H-4,8-epoxychromene exhibited high analgesic activity in both acetic acid-induced writhing and hot plate tests; its selectivity index IS50 exceeded 60.

引用

页码：3026 / 3034

页数：9

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