Sciact
  • EN
  • RU

Synthesis, antiulcerative, and anti-inflammatory activities of new campholenic derivatives-1,3-thiazolidin-4-ones, 1,3-thiazolidine-2,4-diones, and 1,3-thiazinan-4-ones Full article

Journal Chemical Papers
ISSN: 0366-6352 , E-ISSN: 1336-9075
Output data Year: 2021, Volume: 75, Pages: 5503–5514 Pages count : DOI: 10.1007/s11696-021-01741-5
Tags (-)-Campholenic aldehyde; Anti-inflammatory; Antiulcer; Thiazinanones; Thiazolidinediones; Thiazolidinones
Authors Borisova M.S. 1 , Ivankin D.I. 1 , Sokolov D.N. 1 , Luzina O.A. 1 , Rybalova T.V. 1 , Tolstikova T.G. 1 , Salakhutdinov N.F. 1
Affiliations
1 N N Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Lavrentiev Ave, Novosibirsk, 630090, Russian Federation

Abstract: In this paper, new thiazolidinones, thiazinanones, and thiazolidinediones based on a monoterpenoid (-)-campholenic aldehyde were synthesized and their antiulcer and anti-inflammatory activity was investigated. The thiazolidinones and thiazinanones containing a (-)-campholenic moiety have been shown to possess antiulcerogenic properties in indomethacin-induced ulcer test comparable to the activity of the reference drug omeprazole. None of the investigated thiazolidinediones showed antiulcerative activity in the test. One of the (-)-campholenic aldehyde-derived thiazolidinones has also demonstrated high anti-inflammatory activity on the histamine-induced inflammatory edema model similar to the activity of diclofenac. It is shown that changing a (-)-campholenic substituent for a linear aliphatic or a terpenic fragment with a pinane scaffold results in decreasing the pharmacological properties, though the (-)-campholenic moiety does not seem to make a key contribution to the pharmacological activity. Compounds 11 and 17 have been shown to exhibit antiulcer and anti-inflammatory action at a dose of 100 mg/kg. © 2021, Institute of Chemistry, Slovak Academy of Sciences.
Cite: Borisova M.S. , Ivankin D.I. , Sokolov D.N. , Luzina O.A. , Rybalova T.V. , Tolstikova T.G. , Salakhutdinov N.F.
Synthesis, antiulcerative, and anti-inflammatory activities of new campholenic derivatives-1,3-thiazolidin-4-ones, 1,3-thiazolidine-2,4-diones, and 1,3-thiazinan-4-ones
Chemical Papers. 2021. V.75. P.5503–5514. DOI: 10.1007/s11696-021-01741-5 WOS Scopus РИНЦ OpenAlex
Dates:
Published online: Jun 18, 2021
Identifiers:
Web of science: WOS:000662874100002
Scopus: 2-s2.0-85108065239
Elibrary: 46819065
OpenAlex: W3177162844
Citing:
DB Citing
Scopus 11
Web of science 11
Elibrary 12
OpenAlex 12
Altmetrics: