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Design and synthesis of oxaprozin‐1,3,4‐oxadiazole hybrids as potential anticancer and antibacterial agents

Parsharamulu Rayam, Naveen Polkam, Naveen Kuntala, Venkanna Banothu, Hasitha Shilpa Anantaraju, Perumal Yogeeswari, Balasubramanian Sridhar, Jaya Shree Anireddy

2020Journal of Heterocyclic Chemistry24 citationsDOI

Abstract

Abstract In the present study, we report design, synthesis and screening of new novel 5‐substituted‐2‐mercapto‐1,3,4‐oxadiazole analogues appended to oxaprozin for their in vitro anticancer and antibacterial activity. The synthesised compounds were characterized using various spectroscopic techniques. Furthermore, the structure of 5b (2‐(2‐[4,5‐diphenyloxazol‐2‐yl]ethyl)‐5‐(ethylthio)‐1,3,4‐oxadiazole) was unequivocally confirmed by X‐ray analysis. Among the series 5c (2‐(2‐[4,5‐diphenyloxazol‐2‐yl]ethyl)‐5‐(propylthio)‐1,3,4‐oxadiazole) showed most promising anticancer activity against A549 cancer cell line and all the reported analogues manifested satisfactory safety profiles against human normal cell line HEK293T. The products exhibited good antibacterial activity and among the tested 5j (2‐(2‐[4,5‐diphenyloxazol‐2‐yl]ethyl)‐5‐([4‐fluorobenzyl]thio)‐1,3,4‐oxadiazole) exhibited most potent.

Topics & Concepts

OxadiazoleChemistryAntibacterial activityCombinatorial chemistryCancer cell linesThio-In vitroStereochemistryCell cultureCancer cellCancerOrganic chemistryBiochemistryBacteriaBiologyMedicineInternal medicineGeneticsSynthesis and biological activityMulticomponent Synthesis of HeterocyclesSynthesis and Biological Evaluation
Design and synthesis of oxaprozin‐1,3,4‐oxadiazole hybrids as potential anticancer and antibacterial agents | Litcius