Synthesis, antimicrobial and antiinflammatory activity of 2,5-disubstituted-1,3,4-oxadiazoles
Department of Pharmaceutical Chemistry, The Erode College of Pharmacy, India
Department of Pharmaceutical Chemistry, The Erode College of Pharmacy, India, E-mail: [email protected]
In the present study, 2,5-disubstituted-1,3,4-oxadiazoles (3a-o) have been synthesized by the condensation of 4-methoxybenzohydrazide (1) with different aromatic acids (2a-o) in presence of phosphoryl chloride. The structural assignment of this compound (3a-o) has been made on the basis of elemental analysis, UV, IR, 1 H NMR and mass spectral data. The synthesized compounds were screened for their in vitro growth inhibiting activity against different strains of bacteria and fungi viz., Staphylococcus aureus , Bacillus subtilis , Bacillus megaterium , Escherichia coli , Pseudomonas aeruginosa , Shigella dysenteriae , Candida albicans , Aspergillus niger and Aspergillus flavus were compared with the standard antibiotics such as chloramphenicol (50 µg/ml) and griseofulvin (50 µg/ml) using well agar diffusion technique. Compounds 3e, 3g, 3h and 3m exhibits highest antibacterial activity and compounds 3d, 3g and 3h showed better antifungal activity. The synthesized compounds (3a-o) were screened for their in vitro antiinflammatory activity against carrageenan-induced rat paw oedema. Compounds 3f and 3i were found to be most active compound of this series, which shows 46.42% and 50% inflammation inhibitory activity, whereas standard drug phenylbutazone exhibit 53.57% antiinflammatory activity at a dose of 50 mg/kg po.