Synthesis and antiviral evaluation of 2',2',3',3'-tetrafluoro nucleoside analogs.

Tetrahedron Lett

Center for AIDS Research, Laboratory of Biochemical Pharmacology, Department of Pediatrics, Emory University School of Medicine, Atlanta, GA 30322, USA.

Published: February 2017

Herein, we report the synthesis of novel 2',2',3',3'-tetrafluorinated nucleoside analogs along with their phosphoramidate prodrugs. A tetrafluoro ribose moiety was coupled with different Boc/benzoyl-protected nucleobases under Mitsunobu conditions. After deprotection, tetrafluorinated nucleosides , , - were reacted with phenyl-(isopropoxy-L-alaninyl)-phosphorochloridate to afford corresponding monophosphate prodrugs -. All synthesized compounds were evaluated against several DNA and RNA viruses including HIV, HBV, HCV, Ebola and Zika viruses.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5289701PMC
http://dx.doi.org/10.1016/j.tetlet.2017.01.006DOI Listing

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