Synthesis and in vitro cytotoxic activity of novel coumarinylimidazo[2,1-b]thiazole derivatives

Abstract

A series of novel coumarinylimidazo[2,1-b]thiazole derivatives were synthesized by the treatment of 3-(2-aminothiazol-4-yl)-2H-chromen-2-one with phenacyl bromides followed by Vilsmeier–Haack and Knoevenagel condensation reactions. Structures of all the newly synthesized compounds were confirmed by their spectral and analytical studies. All the synthesized compounds were screened for their in vitro cytotoxic activity against Breast cancer cell line (MCF-7), Hepatocellular liver carcinoma cell line (HepG2), Cervical carcinoma cell line (HeLa) and Lung cancer cell line (NCI-H460). Cytotoxic activity results revealed that, the compound 4d has shown broad spectrum activity against MCF-7, HepG2 & HeLa with IC₅₀ values 16.99 ± 0.7, 13.92 ± 0.2 & 5.18 ± 0.1 μM respectively. Compound 6 against MCF-7 (IC₅₀ 10.83 ± 0.5 μM) and HeLa (IC₅₀ 6.77 ± 0.2 μM), 4a, 4c & 5a against HeLa and 5c against NCI-H460 with IC₅₀ values 7.13 ± 0.4, 14.21 ± 0.6, 17.87 ± 0.5 & 16.27 ± 0.5 μM respectively have shown good activity. Remaining compounds have shown moderate activity against all the tested cell lines.