Synthesis, antimicrobial and cytotoxic activities of some novel thiazole clubbed 1,3,4-oxadiazoles

• A series of novel thiazole clubbed 1,3,4-oxadiazole derivatives were synthesized.
• The newly synthesized compounds were evaluated for their in vitro antimicrobial activity.
• Some of the compounds exhibited potent antibacterial activity (2- to 4-fold higher) compared to the standard drugs.
• The structure activity relationships revealed importance of substitution pattern on biological activity.
• It was established that structural requirements are different for binding of drug to bacterial or fungal targets.

A series of thiazole clubbed 1,3,4-oxadiazole derivatives (5a–l) have been synthesized and characterized by IR, 1H NMR, 13C NMR and mass spectral analysis. Synthesized compounds were evaluated for their antimicrobial and cytotoxic activities. The results indicated that, compounds 5c and 5i exhibited the most potent antibacterial activity. Compound 5f was found to be the most potent antifungal agent. The structure activity relationship revealed that the presence of electron withdrawing groups at para position of phenyl ring remarkably enhanced the antibacterial activity of synthesized compounds. Further, the results of preliminary MTT cytotoxicity studies on HeLa cells suggested that potent antimicrobial activity of 5b, 5c, 5f, 5h and 5i is accompanied by low cytotoxicity.

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