DESIGN, SYNTHESIS AND MOLECULAR MODELING STUDY OF 1,2,4-TRIAZOLE CARBOHYDRAZIDE DERIVATIVES WITH POTENTIAL ANTIMICROBIAL AND ANTI-INFLAMMATORY ACTIVITIES

Document Type : Original Article

Author

Department of Medicinal Chemistry, Faculty of Pharmacy, Assiut University, Assiut, 71526, Egypt

Abstract

The present investigation is concerned with the synthesis of
1,2,4-triazole carbohydrazide derivatives (6a-l) with the objective
of discovering novel and potent antimicrobial and antiinflammatory
agents.
The chemical structures of the target compounds were
elucidated by elemental analyses, IR, 1H-NMR, 13C-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.