Ultrasound Irradiated Synthesis and Characterization of Dispiropyrrolidines Grafted Rhodanine-3-acetic Acid Moiety: Anticancer and In Silico Activities

Fourteen dispiropyrrolidines were synthesized through a [3 + 2] cycloaddition reaction using ultrasound irradiation involving isatin, sarcosine, and derivatives of 5-benzylidine rhodanine-3-acetic acid and characterized using UV-visible, IR, and NMR analysis. The inhibitory potential of these compounds against the HeLa cell line was assessed using the MTT assay. Compounds 4i and 4j displayed promising activity, showing IC50 values of 71.41 mu M and 70.54 mu M, respectively. The exhibited inhibitory effects compared to Sorafenib, a reference drug with an IC50 of 10.78 mu M. In pursuit of a better understanding of molecular interactions, a molecular docking study was performed employing AutoDock Vina, focusing on the HPV protein. Among the synthesized compounds, the most potent molecules 4i and 4j showed a binding affinity of -7.4 and -7.3 Kcal/mol, respectively. In this study, fourteen dispiro pyrrolidines were synthesized through a [3 + 2] cycloaddition reaction using ultrasound irradiation involving isatin, sarcosine, and derivatives of 5-benzylidine rhodanine-3-acetic acid and characterized using IR and NMR analysis. A molecular docking study was performed employing AutoDock Vina, focusing on the HPV protein. image