Design, synthesis and molecular modeling study of 1,2,4-triazole carbohydrazide derivatives with potential antimicrobial and anti-inflammatory activities

ABSTRACT

The present investigation is concerned with the synthesis of 1,2,4-triazole carbohydrazide derivatives [6a-I] with the objective of discovering novel and potent antimicrobial and anti-inflammatory agents. The chemical structures of the target compounds were elucidated by elemental analyses, IR, [1]H-NMR, [13]C-NMR and mass spectral data. The antimicrobial activity of the target compounds were evaluated and compared with ampicillin trihydrate and clotrimazole as references compounds. The results showed that compound 6i revealed a similiar level of activity as ampicillin against Staphylococcus aureus, while compounds 6j and 6l exhibited comparable activity against Escherichia coli. All compounds were less active against Candida albicans when compared with clotrimazole. The results of anti-inflammatory showed that compounds 6d, 6l possessed higher anti-inflammatory activity than celecoxib in carageenan-induced rat paw edema test with low gastric ulcerogenicity compared with indomethacin. Molecular modeling studies were performed in order to rationalize the obtained biological results: