Design, synthesis and biological evaluation of chromene-oxadiazole amide hybrids with phenolic acids

A series of new phenolic amide derivatives comprised of chromene-based oxadiazole amine and phenolic acid in one chemical entity were designed and synthesized as potent bioconjugates. Twelve novel phenolic amides (6a-l) were successfully synthesized and evaluated as potential antioxidant and anticancer agents. The chemical structures of all the synthesized derivatives were determined by nuclear magnetic resonance (1H NMR and 13C NMR), Fourier-transform infrared (FT-IR) and mass spectral analysis. The antioxidant potential by DPPH radical scavenging assay, TBARS assay and ABTS assay were measured to explore the antioxidant activity. The cytotoxicity properties were determined against a panel of five cell lines for the synthesized compounds. It was found that the prepared compounds exhibited excellent antioxidant activity in the tested assays which was comparable to standard antioxidants. In the cytotoxicity assay, the compounds exhibited moderate activity. The predicted theoretical drug likeness properties were found to be ideal for the synthesized phenolic amide derivatives.