Synthetic Transformations of Higher Terpenoids. 39.∗ Synthesis and Analgesic Activity of Isopimaric Acid Derivatives

Synthetic Transformations of Higher Terpenoids. 39.∗ Synthesis and Analgesic Activity of Isopimaric Acid Derivatives Full article

Journal

Chemistry of Natural Compounds
ISSN: 0009-3130 , E-ISSN: 1573-8388

Output data

Year: 2021, Volume: 57, Pages: 474–481 Pages count : DOI: 10.1007/s10600-021-03391-1

Tags

amides; analgesic activity; diterpenoids; esters; isopimaric acid

Authors

Gromova M.A. ¹ , Kharitonov Y.V. ¹ , Borisov S.A. ¹ , Baev D.S. ¹ , Tolstikova T.G. ¹ , Shul’ts E.E. ¹

Affiliations

1	N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry Siberian Branch, Russian Academy of Sciences, 9 Prosp. Lavrent’eva, Novosibirsk, 630090, Russian Federation

New derivatives of isopimaric acid at the carboxylic acid were prepared. Their analgesic activity was studied in models of visceral and thermal pain. Isopimaric acid amides with aminoethanol and (2R)-(hydroxymethyl)pyrrolidine groups exhibited statistically significant analgesic activity in acetic acid-induced writhing (5 and 25 mg/kg doses) and hot-plate tests (25 mg/kg dose) that was comparable to that of diclofenac sodium (10 mg/kg dose). The new agents were characterized by low (LD50 > 1250 mg/kg) in vivo toxicity. Molecular modeling of possible interaction of the most active compounds with transmembrane G-protein-binding cannabinoid receptor CB2 was performed. © 2021, Springer Science+Business Media, LLC, part of Springer Nature.

Gromova M.A. , Kharitonov Y.V. , Borisov S.A. , Baev D.S. , Tolstikova T.G. , Shul’ts E.E.
Synthetic Transformations of Higher Terpenoids. 39.∗ Synthesis and Analgesic Activity of Isopimaric Acid Derivatives
Chemistry of Natural Compounds. 2021. V.57. P.474–481. DOI: 10.1007/s10600-021-03391-1 WOS Scopus РИНЦ

Published print:	May 1, 2021
Published online:	May 28, 2021

Web of science	WOS:000655545100001
Scopus	2-s2.0-85106699876
Elibrary	46777062
OpenAlex	W3167519125