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Synthesis and analgesic activity of monoterpenoid-derived alkyl-substituted chiral hexahydro-2H-chromenes Full article

Journal Medicinal Chemistry Research
ISSN: 1054-2523 , E-ISSN: 1554-8120
Output data Year: 2017, Volume: 26, Number: 7, Pages: 1415-1426 Pages count : 12 DOI: 10.1007/s00044-017-1847-4
Tags Terpene; Chromene; Heterocyclic compounds; Analgesic activity; Acetic acid-induced writhing test; Hot-plate test
Authors Il'ina Irina 1,2 , Pavlova Alla 1 , Korchagina Dina 1 , Ardashov Oleg 1,2 , Tolstikova Tat'yana 1 , Volcho Konstantin 1,2 , Salakhutdinov Nariman 1,2
Affiliations
1 (Данные Web of science) Russian Acad Sci, Novosibirsk Organ Chem Inst, Siberian Branch, Lavrentjev Ave 9, Novosibirsk 630090, Russia
2 (Данные Web of science) Novosibirsk State Univ, Pirogova St 2, Novosibirsk 630090, Russia

Abstract: A set of new 2-alkyl-substituted 4,7-dimethyl-3,4,4a,5,8,8a-hexahydro-2H-chromene-4,8-diols was obtained by reactions of monoterpenoid (1R,2R,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol with aliphatic aldehydes in the presence of montmorillonite clay K10. Synthesized compounds were evaluated for their analgesic activity in vivo using the acetic acid-induced writhing test and the hot-plate test. Five compounds showed a significant analgesic activity in the acetic acid-induced writhing test; two of them also demonstrated analgesic activity in the hot-plate test. These compounds seem to be most promising for further development.
Cite: Il'ina I. , Pavlova A. , Korchagina D. , Ardashov O. , Tolstikova T. , Volcho K. , Salakhutdinov N.
Synthesis and analgesic activity of monoterpenoid-derived alkyl-substituted chiral hexahydro-2H-chromenes
Medicinal Chemistry Research. 2017. V.26. N7. P.1415-1426. DOI: 10.1007/s00044-017-1847-4 WOS Scopus РИНЦ
Dates:
Published online: Mar 17, 2017
Published print: Jul 1, 2017
Identifiers:
Web of science WOS:000402397700009
Scopus 2-s2.0-85015694352
Elibrary 31034953
OpenAlex W2595695761
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