Premium
Discovery of an L‐like Configuration for 3’‐Fluoro‐5’‐norcarbonucleoside Phosphonates as Potent Anti‐HIV Agents
Author(s) -
Geant PierreYves,
Kaci Malika,
Uttaro JeanPierre,
Périgaud Christian,
Mathé Christophe
Publication year - 2022
Publication title -
chemmedchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.817
H-Index - 100
eISSN - 1860-7187
pISSN - 1860-7179
DOI - 10.1002/cmdc.202200377
Subject(s) - prodrug , enantiomer , stereochemistry , nucleoside , human immunodeficiency virus (hiv) , chemistry , combinatorial chemistry , virology , biology , biochemistry
Recently, we reported the racemic synthesis of 3’‐fluoro‐5’‐norcarbocyclic nucleoside phosphonates bearing adenine as the heterocyclic base. For this study, to evaluate the antiviral activity of each enantiomer, we synthesized both enantiomers, as well as their corresponding bis(POM) prodrugs. Anti‐HIV‐1 evaluation against the LAI strain and clinically NRTI‐resistant HIV‐1 strains are presented. The activities against these different strains show that the activities of bis(POM) prodrug (−)‐ 9 are equivalent or even superior to those of ( R)‐ PMPA.