Title
Synthesis, conformational analysis and biological evaluation of 2-(5-deoxy-β-D-ribofuranosyl)pyridine-4-carboxamide Synthesis, conformational analysis and biological evaluation of 2-(5-deoxy-β-D-ribofuranosyl)pyridine-4-carboxamide
Author
Faculty/Department
Faculty of Sciences. Chemistry
Publication type
article
Publication
Sendai ,
Subject
Chemistry
Source (journal)
Heterocycles. - Sendai
Volume/pages
42(1996) :1 , p. 173-187
ISSN
0385-5414
ISI
A1996TQ11300032
Carrier
E
Target language
English (eng)
Affiliation
University of Antwerp
Abstract
Coupling of 5-deoxy-2,3-(O) under bar-isopropylidene-(D) under bar-ribono-1,4-lactone (5) with 2-lithio-4-(4,5-dihydro-4,4-dimethyloxazol-2-yl)pyridine (6), subsequent mesylation, followed by reduction and ammonolysis resulted in the formation of 2-(5-deoxy-beta-(D) under bar-ribofuranosyl)pyridine-4-carboxamide (4). The anomeric configuration was established with 2D-NOESY-H-1-nmr-spectroscopy. Conformational analysis was done with the aid of the high resolution H-1-nmr-spectroscopy 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.
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