Anti-flavivirus Activity of Different Tritylated Pyrimidine and Purine Nucleoside Analogues

ChemistryOpen. 2016 Jan 21;5(3):227-35. doi: 10.1002/open.201500216. eCollection 2016 Jun.

Abstract

A series of tritylated and dimethoxytritylated analogues of selected pyrimidine and purine nucleosides were synthesized and evaluated for their in vitro inhibitory activity against two important members of the genus Flavivirus in the Flaviviridae family, the yellow fever (YFV) and dengue viruses (DENV). Among all compounds tested, the 5'-O-tritylated and the 5'-O-dimethoxytritylated 5-fluorouridine derivatives exerted potency against YFV. Interestingly in the series of purine analogues, the 5'O, N-bis-tritylated fludarabine derivative revealed strong inhibitory activity against DENV at μm concentrations, however significantly weaker potency against YFV.

Keywords: 4,4′-dimetoxytrityl; antiviral; dengue; flavivirus; nucleoside analogues; trityl; yellow fever.