Synthesis of 3'-halo-5'-norcarbocyclic nucleoside phosphonates as potent anti-HIV agents

  • Eur J Med Chem. 2018 Apr 25:150:642-654. doi: 10.1016/j.ejmech.2018.03.038.
Nadège Hamon  1 ,  Malika Kaci  1 ,  Jean-Pierre Uttaro  1 ,  Christian Périgaud  1 ,  Christophe Mathé  2
Affiliations
  • 1. Institut des Biomolécules Max Mousseron (IBMM), UMR 5247, Université de Montpellier, CNRS, ENSCM, cc 1705, Site Triolet, Place Eugène Bataillon, 34095, Montpellier cedex 5, France.
  • 2. Institut des Biomolécules Max Mousseron (IBMM), UMR 5247, Université de Montpellier, CNRS, ENSCM, cc 1705, Site Triolet, Place Eugène Bataillon, 34095, Montpellier cedex 5, France. Electronic address: [email protected].
PMID: 29558735 DOI: 10.1016/j.ejmech.2018.03.038
Abstract

The synthesis and the Antiviral evaluation of 3'-halo (iodo and fluoro) 5'-norcarbocyclic nucleoside phosphonates is described. No Antiviral activity was observed against Zika virus, Dengue Virus 2, HSV-1, HSV-2 and Chikungunya virus. In contrast, some of the synthesized compounds are potent inhibitors of the replication of HIV-1, comparatively to (R)-PMPA, with no concomitant cytotoxicity.

Keywords
Antiviral; Carbocycle; HIV; Nucleoside analogues; Phosphonates.