- Turkish Journal of Chemistry
- Vol: 42 Issue: 3
- Synthesis, solvatochromism, and biological activity of novel azo dyes bearing 2-pyridone and benzimi...
Synthesis, solvatochromism, and biological activity of novel azo dyes bearing 2-pyridone and benzimidazole moieties
Authors : Dusan Mijin, Biljana Bozic Nedeljkovic, Bojan Bozic, Ilijana Kovrlija, Jelena Ladarevic, Gordana Uscumlic
Pages : 896-907
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Publication Date : 9999-12-31
Article Type : Makaleler
Abstract :New azo dyes bearing 2-pyridone and benzimidazole moieties were prepared using diazotization of 4-(1H-benzo[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 elemental analysis data. The UV-Vis spectra of the synthesized dyes were measured in thirteen solvents of different properties at room temperature. Solvatochromism and tautomerism of novel azo dyes were discussed. An MTT (3,4,5-dimethyl-thiazol-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 and HCT-116, demonstrating the potent capacity for treatment of tumors.Keywords : UV-Vis spectroscopy, azo dyes, biocompatibility, antiproliferative activity, tautomerism