A series of novel 3,5-dichloro-4-((3-aryl isoxazol-5-yl)methoxy)phenyl) aryl methanones (9a-f), were synthesized by condensing 3-aryl-5-methanesulfonyl methylisoxazoles (8a-c) with aryl(3,5-dichloro-4-hydroxyphenyl) methanones (4a-b) using TBAB and K2CO3. The chemical structure of the newly synthesised compounds was characterized by analytical and spectral (IR, 1H NMR, and LC-MS) methods. The title compounds were screened for qualitative (zone of inhibition) and quantitative antimicrobial activity (MIC) by agar well and microbroth dilution technique, repectively. Among the synthesized compounds in the series, the compounds 9b and 9e were found to exhibit significant antibacterial activity at lower concentration, against Gram positive bacteria such as Bacillus subtilis, Staphylococcus aureus, Staphylococcus epidermidis, and Bacillus cereus and Gram negative bacteria such as E.coli, Pseudomonas aeruginosa, Salmonella typhi, and Klebsiella pneumoniae. The compounds 9b and 9e were also exhibited potent activity against filamentous fungi such as Aspergillus niger and yeast Candida albicans. The other compounds displayed moderate antimicrobial activity when compared to the standard positive controls gentamicin and nystatin.
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