Synthesis of C3-Neoglycosides of digoxigenin and their anticancer activities

A series of C3-O-neoglycosides and C3-MeON-neoglycosides of digoxigenin were synthesized. The SAR analysis revealed that C3-O-neoglycosides of digoxigenin exhibited stronger cytotoxicity and induction of Nur77 expression of tumor cells than C3-MeON-neoglycosides. Among them, 3β-O-(β-l-fucopyranosyl)-digoxigenin (3i) showed the highest activity on induction of Nur77 expression and translocation from the nucleus to cytoplasm, leading to cancer cell apoptosis.251