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Synthesis and analgesic activity of new heterocyclic compounds derived from monoterpenoids Full article

Journal Medicinal Chemistry Research
ISSN: 1054-2523 , E-ISSN: 1554-8120
Output data Year: 2013, Volume: 22, Number: 6, Pages: 3026-3034 Pages count : DOI: 10.1007/s00044-012-0310-9
Tags Verbenol epoxide; Terpenoid; Heterocyclic compounds; Analgesic activity; Acetic acid-induced writhing test; Hot plate test
Authors 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
Affiliations
1 (Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia
2 (Данные Web of science) Russian Acad Sci, Siberian Branch, Novosibirsk Organ Chem Inst, Novosibirsk 630090, Russia
3 (Данные Web of science) State Res Inst Circulat Pathol, Novosibirsk 630055, Russia

Abstract: 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.
Cite: Mikhalchenko O. , Il'ina I. , Pavlova A. , Morozova E. , Korchagina D. , Tolstikova T. , Pokushalov E. , Volcho K. , Salakhutdinov N.
Synthesis and analgesic activity of new heterocyclic compounds derived from monoterpenoids
Medicinal Chemistry Research. 2013. V.22. N6. P.3026-3034. DOI: 10.1007/s00044-012-0310-9 WOS Scopus РИНЦ
Dates:
Published online: Nov 9, 2012
Published print: Jun 1, 2013
Identifiers:
Web of science WOS:000317988100049
Scopus 2-s2.0-84876978623
Elibrary 20441823
OpenAlex W1972129065
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