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Synthesis and analgesic activity of monoterpenoid-derived alkyl-substituted chiral hexahydro-2H-chromenes. / Il’ina, Irina; Pavlova, Alla; Korchagina, Dina et al.

In: Medicinal Chemistry Research, Vol. 26, No. 7, 01.07.2017, p. 1415-1426.

Research output: Contribution to journal › Article › peer-review

Harvard

Il’ina, I, Pavlova, A, Korchagina, D, Ardashov, O, Tolstikova, T, Volcho, K & Salakhutdinov, N 2017, 'Synthesis and analgesic activity of monoterpenoid-derived alkyl-substituted chiral hexahydro-2H-chromenes', Medicinal Chemistry Research, vol. 26, no. 7, pp. 1415-1426. https://doi.org/10.1007/s00044-017-1847-4

APA

Il’ina, I., Pavlova, A., Korchagina, D., Ardashov, O., Tolstikova, T., Volcho, K., & Salakhutdinov, N. (2017). Synthesis and analgesic activity of monoterpenoid-derived alkyl-substituted chiral hexahydro-2H-chromenes. Medicinal Chemistry Research, 26(7), 1415-1426. https://doi.org/10.1007/s00044-017-1847-4

Vancouver

Il’ina I, Pavlova A, Korchagina D, Ardashov O, Tolstikova T, Volcho K et al. Synthesis and analgesic activity of monoterpenoid-derived alkyl-substituted chiral hexahydro-2H-chromenes. Medicinal Chemistry Research. 2017 Jul 1;26(7):1415-1426. doi: 10.1007/s00044-017-1847-4

Author

Il’ina, Irina ; Pavlova, Alla ; Korchagina, Dina et al. / Synthesis and analgesic activity of monoterpenoid-derived alkyl-substituted chiral hexahydro-2H-chromenes. In: Medicinal Chemistry Research. 2017 ; Vol. 26, No. 7. pp. 1415-1426.

BibTeX

@article{bb6cda8d2a67468eaf2f16ab6277e396,
title = "Synthesis and analgesic activity of monoterpenoid-derived alkyl-substituted chiral hexahydro-2H-chromenes",
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.",
keywords = "Acetic acid-induced writhing test, Analgesic activity, Chromene, Heterocyclic compounds, Hot-plate test, Terpene",
author = "Irina Il{\textquoteright}ina and Alla Pavlova and Dina Korchagina and Oleg Ardashov and Tat{\textquoteright}yana Tolstikova and Konstantin Volcho and Nariman Salakhutdinov",
note = "Publisher Copyright: {\textcopyright} 2017, Springer Science+Business Media New York.",
year = "2017",
month = jul,
day = "1",
doi = "10.1007/s00044-017-1847-4",
language = "English",
volume = "26",
pages = "1415--1426",
journal = "Medicinal Chemistry Research",
issn = "1054-2523",
publisher = "Springer Nature",
number = "7",

}

RIS

TY - JOUR

T1 - Synthesis and analgesic activity of monoterpenoid-derived alkyl-substituted chiral hexahydro-2H-chromenes

AU - Il’ina, Irina

AU - Pavlova, Alla

AU - Korchagina, Dina

AU - Ardashov, Oleg

AU - Tolstikova, Tat’yana

AU - Volcho, Konstantin

AU - Salakhutdinov, Nariman

N1 - Publisher Copyright: © 2017, Springer Science+Business Media New York.

PY - 2017/7/1

Y1 - 2017/7/1

N2 - 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.

AB - 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.

KW - Acetic acid-induced writhing test

KW - Analgesic activity

KW - Chromene

KW - Heterocyclic compounds

KW - Hot-plate test

KW - Terpene

UR - http://www.scopus.com/inward/record.url?scp=85015694352&partnerID=8YFLogxK

U2 - 10.1007/s00044-017-1847-4

DO - 10.1007/s00044-017-1847-4

M3 - Article

AN - SCOPUS:85015694352

VL - 26

SP - 1415

EP - 1426

JO - Medicinal Chemistry Research

JF - Medicinal Chemistry Research

SN - 1054-2523

IS - 7

ER -

ID: 8968422