Highly potent analgesic activity of monoterpene-derived (2S,4aR,8R,8aR)-2-aryl-4,7-dimethyl-3,4,4a,5,8,8a-hexahydro-2H-chromene-4,8-diols
Тип публикации: Journal Article
Дата публикации: 2014-06-26
scimago Q2
wos Q3
БС2
SJR: 0.470
CiteScore: 5.1
Impact factor: 3.1
ISSN: 10542523, 15548120
Organic Chemistry
General Pharmacology, Toxicology and Pharmaceutics
Краткое описание
New chiral heterocyclic compounds with a hexahydro-2H-chromene framework were synthesized by reactions of (1R,2R,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol with aromatic aldehydes in the presence of montmorillonite clay. The analgesic activity of the compounds was studied in vivo. The majority of these compounds showed significant analgesic activity in the acetic acid-induced writhing test; the compounds containing one hydroxy and one methoxy substituents also showed analgesic activity in the hot-plate test. (2S,4aR,8R,8aR)-2-(3-Hydroxy-4-methoxyphenyl)-4,7-dimethyl-3,4,4a,5,8,8a-hexahydro-2H-chromene-4,8-diol was as effective as the diclofenac sodium reference taken in the same dose in both tests. It has low acute toxicity and is very promising for further development.
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Ilina I. et al. Highly potent analgesic activity of monoterpene-derived (2S,4aR,8R,8aR)-2-aryl-4,7-dimethyl-3,4,4a,5,8,8a-hexahydro-2H-chromene-4,8-diols // Medicinal Chemistry Research. 2014. Vol. 23. No. 12. pp. 5063-5073.
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Ilina I., Mikhalchenko O., Pavlova A., Korchagina D., Tolstikova T., Volcho K., Salakhutdinov N., Pokushalov E. Highly potent analgesic activity of monoterpene-derived (2S,4aR,8R,8aR)-2-aryl-4,7-dimethyl-3,4,4a,5,8,8a-hexahydro-2H-chromene-4,8-diols // Medicinal Chemistry Research. 2014. Vol. 23. No. 12. pp. 5063-5073.
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TY - JOUR
DO - 10.1007/s00044-014-1071-4
UR - https://doi.org/10.1007/s00044-014-1071-4
TI - Highly potent analgesic activity of monoterpene-derived (2S,4aR,8R,8aR)-2-aryl-4,7-dimethyl-3,4,4a,5,8,8a-hexahydro-2H-chromene-4,8-diols
T2 - Medicinal Chemistry Research
AU - Ilina, Irina
AU - Mikhalchenko, Oksana
AU - Pavlova, Alla
AU - Korchagina, Dina
AU - Tolstikova, Tatyana
AU - Volcho, Konstantin
AU - Salakhutdinov, Nariman
AU - Pokushalov, Evgeniy
PY - 2014
DA - 2014/06/26
PB - Springer Nature
SP - 5063-5073
IS - 12
VL - 23
SN - 1054-2523
SN - 1554-8120
ER -
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@article{2014_Ilina,
author = {Irina Ilina and Oksana Mikhalchenko and Alla Pavlova and Dina Korchagina and Tatyana Tolstikova and Konstantin Volcho and Nariman Salakhutdinov and Evgeniy Pokushalov},
title = {Highly potent analgesic activity of monoterpene-derived (2S,4aR,8R,8aR)-2-aryl-4,7-dimethyl-3,4,4a,5,8,8a-hexahydro-2H-chromene-4,8-diols},
journal = {Medicinal Chemistry Research},
year = {2014},
volume = {23},
publisher = {Springer Nature},
month = {jun},
url = {https://doi.org/10.1007/s00044-014-1071-4},
number = {12},
pages = {5063--5073},
doi = {10.1007/s00044-014-1071-4}
}
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Ilina, Irina, et al. “Highly potent analgesic activity of monoterpene-derived (2S,4aR,8R,8aR)-2-aryl-4,7-dimethyl-3,4,4a,5,8,8a-hexahydro-2H-chromene-4,8-diols.” Medicinal Chemistry Research, vol. 23, no. 12, Jun. 2014, pp. 5063-5073. https://doi.org/10.1007/s00044-014-1071-4.
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