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
收藏
页码：3026 / 3034
页数：9
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