Research paperSynthesis of C3-Neoglycosides of DIGOXIGENIN (cas 1672-46-4) and their anticancer activities

Add time:09/10/2019    Source:sciencedirect.com

Cardiac glycosides exhibit significant anticancer effects and the glycosyl substitution at C3 position of DIGOXIGENIN (cas 1672-46-4) is pivotal for their biological activity. In order to study the structure-activity relationship (SAR) of cardiac glycosides toward cancers and explore more potent anticancer agents, a series of C3-O-neoglycosides and C3-MeON-neoglycosides of digoxigenin were synthesized by the Koenigs-Knorr and neoglycosylation method, respectively. In addition, digoxigenin bisdigitoxoside and monodigitoxoside were prepared from digoxin by sodium periodate (NaIO4) oxidation and 6-aminocaproic acid hydrolysis. 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. Also, 3β-O-glycosides exhibited stronger anticancer effects than 3α-O-glycosides. 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.

We also recommend Trading Suppliers and Manufacturers of DIGOXIGENIN (cas 1672-46-4). Pls Click Website Link as below: cas 1672-46-4 suppliers

Prev:Synthesis, structure and photochromic properties of novel highly functionalized spiropyrans of 1,3-benzoxazin-4-one series
Next:Synthesis of MeON-neoglycosides of DIGOXIGENIN (cas 1672-46-4) with 6-deoxy- and 2,6-dideoxy-d-glucose derivatives and their anticancer activity)