An efficient synthesis and biological study of novel indolyl-1,3,4-oxadiazoles as potent anticancer agents

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Abstract

A facile, convenient and high yielding synthesis of a series of novel 5-(3′-indolyl)-2-(substituted)-1,3,4-oxadiazoles from readily available starting materials has been described. The key step of this protocol is oxidative cyclization of N-acylhydrazones 1 using [bis(trifluoroacetoxy)iodo]benzene under solvent-free condition. The 5-(3′-indolyl)-2-(substituted)-1,3,4-oxadiazoles were screened for their in vitro anticancer activity against various human cancer cell lines. Compounds 3c, 3d and 3j exhibited potent cytotoxicity (IC50 ∼1 μM) and selectivity against human cancer cell lines.

Graphical abstract

A series of novel 5-(3′-indolyl)-2-(substituted)-1,3,4-oxadiazoles were synthesized and evaluated their anticancer activity. Among various analogs screened, indolyl-1,3,4-oxadiazoles 3c, 3d and 3j exhibited potent cytotoxicity (IC50 ∼1 μM) and selectivity against human cancer cell lines.

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Acknowledgments

The authors acknowledge financial support from the University Grants Commission, New Delhi (Project F. No. 32-216/2006). S.S. is thankful to the Council of Scientific and Industrial Research, New Delhi for Research Fellowship.

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