Molecular docking studies, synthesis and evaluation of novel sulfonamide-containing 6-(aminothiazole) derivatives of flavone as anticancer agents

Abstract

Abstract A series of novel sulfonamide derivatives of 6-(aminothiazole) flavones have been designed, synthesized and evaluated in MTT cell proliferation assay against three human cell lines, HeLa (Cervical carcinoma), Hep3B (Hepatocytic carcinoma) and MCF-7 (Breast carcinoma). All the compounds were analyzed by spectroscopic methods. Compound 10c IC50 of 21.93 µM is the good inhibitor of MCF-7 cell line. In sulfonamide series 10h with IC50 values 20.32 µM and 17.23 µM against HeLa and HeP3B cell lines is showing activity comparable with methotrexate. Docking results also have supported above observations by indicating that compounds are held in the active pocket by combination of various hydrogen and hydrophobic interactions. Graphical abstractChemical synthesis diagram of 2-Aminothiazole and Flavone hybridization, with IC50 values and molecular docking of compound 10b with proteins.The figure presents a detailed chemical synthesis diagram split into sections. At the top left, the structure of 2-Aminothiazole (pink) and Flavone (blue) are displayed, connected by an arrow indicating their hybridization. Below is a modified Flavone derivative marked with a sulfonamide group (in red). The central section features compound 10h's structure along with its HeLa IC50 = 20.32 µM and Hep3B IC50 = 17.23 µM values. Two molecular docking images illustrate compound 10b interacting with proteins 7L1X and 3QX3, labeled with amino acids and molecular interactions.