Towards the Synthesis of Imidazopyridine Derivatives: Characterization, Single Crystal XRD, Hirshfeld Analysis, and Biological Evaluation

摘要

This study explores the synthesis of different imidazopyridine derivatives, their characterization, single crystal x-ray diffraction, molecular Hirshfeld surface analysis along with their anticancer and other supportive biological evaluations. X-ray crystallography study resolved the crystal structure of 2,7-dimethyl-N-(1,3-dioxoisoindolin-2-yl)H-imidazo[1,2-a]pyridine-3-carboxamide (2a) as monoclinic crystal system (space group P21/n). Graphical tool, Hirshfeld surface analysis quantified the major contribution of H--H, O--H, and C--H interactions towards the HS. Among the synthesized compounds, 2-(4-(4-fluoro-phenyl)-5-(2,8-dimethylH-imidazo[1,2-a]pyridin-3-yl)-4H-1,2,4-triazol-3-ylthio)-N-(4-fluorophenyl)acetamide (5a) exhibited the highest cytotoxicity against lung adenocarcinoma with IC_(50) value of 43.04 μM. Selective action of 5a was assured by cell death analysis using AO-EB assay. In addition, the study was also supported by molecular docking studies. Together the study revealed, the compound 5a, to be a likely candidate for further exploratory study in cancer treatment.