SYNTHESIS, CONFORMATIONAL-ANALYSIS AND BIOLOGICAL EVALUATION OF -DEOXY-BETA-D-RIBOFURANOSYL)PYRIDINE-4-CARBOXAMIDE

Coupling of 5-deoxy-2,3-(O) under bar-isopropylidene-(D) under bar-rib ono-1,4-lactone (5) with io-4-(4,5-dihydro-4,4-dimethyloxazol-2-yl)pyr idine (6), subsequent mesylation, followed by reduction and ammonolysi s resulted in the formation of 2-(5-deoxy-beta-(D) under bar-ribofuran osyl)pyridine-4-carboxamide (4). The anomeric configuration was establ ished with 2D-NOESY-H-1-nmr-spectroscopy. Conformational analysis was done with the aid of the high resolution H-1-nmr-spectroscopy data. Co mpound (4) possessed modest cytostatic activity against a number of tu mor cell lines and was slightly inhibitory to vaccinia virus and vesic ular stomatitis virus.