78614-49-0Relevant academic research and scientific papers
Digitoxigenin 3-O-β-D-Furanosides
Prisbe, Ernest J.,Verheyden, Julien P. H.,Montgomery, Wayne W.,Strosberg, Arthur M.
, p. 239 - 244 (2007/10/02)
The syntheses of the title compounds were accomplished by Koenig-Knorr condensation of acylated furanoses with digitoxigenin followed by basic hydrolysis of protecting groups.In this manner the riboside, 5-amino-5-deoxyriboside, 3,6-anhydroglucoside, and
Synthesis and properties of digitoxigenin-3β-O-α-L-arabinofuranoside
Schwabe,Tschiersch
, p. 827 - 828 (2007/10/02)
The synthesis of a cardenolide glycoside with a furanoide sugar component, digitoxigenin-3β-O-α-L-arabinofuranoside (4), is described for the first time. 4 was prepared by the reaction of digitoxigenin with 2,3,5-tri-O-benzoyl-α-L-arabinofuranosylchloride and Fetizon-reagent in benzene/dioxan followed by debenzoylation with ammonia in dry methanol. Compound 4 is cleaved by α-L-arabinofuranosidase (Aspergillus niger K1) into digitoxigenin and L-arabinose. Hydrolytic stability against methanolic HCl (0.1 mol/l) is relatively high. 4.10-8 mol/l 4 gives a 50% inhibition of the Na,K-ATPase (pig heart muscle) and is 2.5 times more active at this receptor than the aglycon digitoxigenin.
