Synthesis and cytotoxicity of novel (E)-2-phenylchroman-4-one-O-((1-substituted-1H-1,2,3-triazol-4-yl)methyl) oxime derivatives

Abstract

A series of new flavanone-triazole hybrids (7a–m) were synthesized from flavanone oximes (6a–c) via multistep synthetic strategy, involving Cu (I) catalyzed azide, alkyne 1,3-dipolar cycloaddition by Click reaction. All the synthesized compounds were tested for their cytotoxicity against HCT-15, HeLa, NCI-H522, and HEK-293 (normal cell line) cell lines. Compounds 6a, 7a, 7b, 7d, 7e, 7j, and 7m showed the significant cytotoxicity, wherein compound 7b showed potential cytotoxicity against NCI-H522 cell line and compounds 6a and 7a were offensive with HEK-293 in their toxicity profile.

Graphical Abstract

Keywords:

• Cytotoxicity
• 13-dipolar cycloaddition
• flavanone
• 123-triazoles

Acknowledgments

GM thanks to the UGC-New Delhi, India, for providing Senior Research fellowship, Head Department of Chemistry and CFRD, Osmania University, Hyderabad, India for providing laboratory facilities and spectral data.