Design, synthesis and molecular modeling study of acylated 1,2,4-triazole-3-acetates with potential anti-inflammatory activity

The present investigation is concerned with the synthesis of different acylated 1,2,4-triazole-3-acetates with the objective of discovering novel and potent anti-inflammatory agents. Structures of the synthesized compounds were elucidated by spectral and elemental analyses. The obtained compounds were evaluated for their anti-inflammatory activites as well as gastric ulcerogenic effects and acute toxicity. Results showed that 1-acylated-5-amino-1,2,4-triazole-3-acetates 3a–e showed higher anti-inflammatory activity than the corresponding 5-acylamino derivatives 4a–e in carageenan-induced rat paw edema test with low gastric ulcerogenicity compared with indomethacin. Furthermore, molecular modeling studies were performed in order to rationalize the obtained biological results.

Graphical abstractTwo series of acylated 1,2,4-triazolylacetates were synthesized and evaluated for their anti-inflammatory activities. COX-2 docking studies were also performed.Figure optionsDownload full-size imageDownload as PowerPoint slide