Digitoxigenin 3-O-beta-D-furanosides.
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 3,6-dideoxy-3,6-iminoglucoside of digitoxigenin were prepared. These compounds as well as several of the synthetic intermediates showed weak to moderate cardiotonic activity.
D000818:Animals; D002301:Cardiac Glycosides / Q000138:chemical synthesis* / Q000494:pharmacology; D004073:Digitoxigenin / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D006168:Guinea Pigs; D066298:In Vitro Techniques; D008297:Male; D009200:Myocardial Contraction / Q000187:drug effects; D013329:Structure-Activity Relationship
D002301:Cardiac Glycosides; D004073:Digitoxigenin