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Synthesis and Antiviral Evaluation of 3′‐Fluoro‐4′‐modified‐5′‐norcarbocyclic Nucleoside Phosphonates
Journal article   Peer reviewed

Synthesis and Antiviral Evaluation of 3′‐Fluoro‐4′‐modified‐5′‐norcarbocyclic Nucleoside Phosphonates

Pierre-Yves Geant, Malika Kaci, Jean-Pierre Uttaro, Christian Périgaud and Christophe Mathé
ChemMedChem, Vol.14(5), pp.522-526
31/01/2019
PMID: 30637958

Abstract

3′-fluoro-5′-norcarbocyclic nucleosides anti-HIV antiviral agents phosphonates Adenine Anti-HIV Agents Tenofovir Virus Replication Blood Cells Cell Survival Drug Evaluation, Preclinical Humans Molecular Structure Nucleosides Organophosphonates Structure-Activity Relationship
The synthesis and anti‐HIV evaluation of hitherto unknown 3′‐fluoro‐5′‐norcarbocyclic nucleoside phosphonates bearing adenine with modifications at the 4′ position (ethynyl, vinyl, ethyl, hydroxymethyl) is described. One of the synthesized compounds was found to be an inhibitor of HIV‐1 replication, but with moderate efficiency relative to ( R )‐9‐(2‐phosphonylmethoxypropyl)adenine (( R )‐PMPA, tenofovir), with no concomitant cytotoxicity.
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