Synthesis, solvato chromism, and biological activity of novel azo dyes b earing 2-pyridone and b enzimidazole moieties

Abstract

New azo dyes bearing 2-pyridone and benzimidazole moieties were prepared using diazotization of 4-(1Hbenzo[d]imidazol-2-yl)aniline and coupling of the obtained diazonium salt with substituted 3-cyano-2-pyridones. Obtained compounds were characterized via UV-Vis, FT-IR, and 1 H and 13 C NMR spectroscopy as well as by elementalanalysis data. The UV-Vis spectra of the synthesized dyes were measured in thirteen solvents of different propertiesat room temperature. Solvatochromism and tautomerism of novel azo dyes were discussed. An MTT (3,4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) test was performed to prove the biocompatibility of the investigated dyes.The investigated dyes exhibited satisfying antiproliferative activities against both tumor cell lines, MDA-MB-231 andHCT-116, demonstrating the potent capacity for treatment of tumors