Synthesis, pharmacophore modeling, and cytotoxic activity of 2-thioxothiazolidin-4-one derivatives

A series of 2-thioxothiazolidin-4-one derivatives were efficiently synthesized and evaluated for their cytotoxic activity against four tumor cell lines. The synthesized compounds were characterized by elemental analysis, IR, 1H NMR, 13C NMR, and mass spectral data. Compound 5c exhibited notable in vitro anticancer activity against HeLa, HT29, A549, and MCF-7 cell lines with IC50 values of 28.3, 24.5, 26.6, and 28.6 µM, respectively. Common pharmacophore model with H bond donor (2), H bond acceptor (3), Hydrophobic (1), and ring aromatic (2) was developed using phase module, and molecular docking of target compounds into the epidermal growth factor receptor kinase revealed important structural information on the plausible binding interactions.