Highly efficient one pot synthesis of novel Furo[3,2-c]coumarin C-glycosides and their in-silico studies

The study presents a highly efficient synthetic route for novel furo[3,2-c]coumarin C-glycosides using an isocyanide-based multicomponent reaction. The process uses β-C-glycopyranosyl aldehydes, derived from naturally occurring d-glucose or d-galactose, as key intermediates and eliminates the need for catalysts. The reaction, performed in acetonitrile at room temperature, yields target compounds in excellent yields within 4-6 h. The synthesized C-glycosides were characterized using various spectroscopic techniques. These compounds are stable due to their resistance to enzymatic hydrolysis, making them promising for drug development. Molecular docking studies demonstrated their binding modes within the active site of type II topoisomerase, with eight out of ten synthesized compounds showing more negative binding energy compared to doxorubicin, indicating a high affinity for the active pocket. The reaction's scalability was demonstrated through gram-scale synthesis, highlighting its potential for industrial applications. The study highlights both a robust synthetic strategy and demonstrates the potential of these novel C-glycosides as anticancer agents.