Synthesis And Anti-Tubercular Evaluation of Certain Pyrrole Oxadiazole Derivatives (Research Article)

Author(s): Prashanth K U*, Chethana, Omkar swamy Maradimath, S D Joshi, C S Hallikeri and Sachin Wali

Abstract: The various novel nitrogen containing heterocyclic compounds were synthesized and are screened for antibacterial and antitubercular activities, purity of newly synthesized compounds confirmed by using TLC and structures for the same compounds were confirmed by using IR, NMR, 13C and Mass spectrum. Pyrrole ring was constructed by reacting it with 2,5-dimethoxytetrahydrofuran in presence of glacial acetic acid to obtain ethyl 4-pyrrol-1-ylbenzoate (2) in good yield. Conversion of ethyl 4-pyrrol-1-ylbenzoate (2) into 4-pyrrol-1-yl-benzoic acid hydrazide (3), which was achieved by refluxing ethyl 4-pyrrol-1-ylbenzoate (2) with hydrazine hydrate in refluxing ethanol. Then this 4-pyrrol-1-yl-benzoic acid hydrazide (3) treated with appropriate benzaldehyde to yield compound substituted 2-(4-(1H-pyrrol-1-yl) phenyl)-5-phenyl-1,3,4-oxadiazole 04(a-f). Structures of newly synthesised compounds were confirmed on the basis of physico-chemical and spectral data (IR, 1H &13C-NMR, Mass spectra). All the synthesised compounds were screened for anti-tubercular activity using Microplate Almar Blue Assay (MABA) method. Compounds showed anti-tubercular activity at MIC values between 50 to 3.12 μg/ml when compared with standard drugs Pyrazinamide (3.125 μg/ml) and Streptomycin (6.25 μg/ml). Newly synthesised compounds were also screened for antibacterial activity using broth micro dilution assay method. Compounds showed antibacterial activity at MIC values between 25 to 0.8 μg/ml when compared with standard drugs Ciprofloxacin and Norfloxacin.

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