Alkyne-azide click chemistry mediated carbanucleosides synthesis
J. Broggi, N. Joubert, V. Aucagne, S. Berteina-Raboin, S. Díez-González, S. P. Nolan, D. Topalis, D. Deville-Bonne, J. Balzarini, J. Neyts, G. Andrei, R. Snoeck, L. A. Agrofoglio
Nucleos. Nucleot. Nucl. 2007, 26, 1391-1394
Abstract: Hitherto unknown 1,4-disubstituted-[1,2,3]-triazolo-4',4'-dihydroxymethyl-3'-deoxy carbanucleosides were synthesized based on a "click approach." Various alkynes were introduced on a key azido intermediate by the "click" 1,3-dipolar Huisgen cycloaddition. Their antiviral activities and cellular toxicities were evaluated on vaccinia virus. None of the synthesized compounds exhibited a significant antiviral activity.