Synthesis, Conformational Analysis and Biological Evalution of 2-(5-Deoxy-b-D-ribofuranosyl)pyridine-4-carboxamide

Coupling of 5-dwxy-2,3-Q-isopropylidene-~-ribono-l,4-lactone (5) with 2 -l i t h i o -4 -( 4 , 5 -d i h y d r o -4 , 4 -d i m e t h y l o x ~n e (6).subsequent mesylation, followed by reduction and ammonolysis resulted in the formation of 2-(5dwxy-P-g-ribofuranosy1)pyridine-4-cxade (4).The anomeric configuration was established with 2D-NOESY-'H-nmr-spectroscopy.Conformational analysis was done with the aid of the high resolution 'H-nmrspechoscopy data.Compound (4) possessed modest cytostatic activity against a number of tumor cell lines and was slightly inhibitory to vaccinia virus and vesicular stomatitis virus.