Synthesis and antiviral activity of novel acyclic nucleosides in the 5-alkynyl- and 6-alkylfuro[2,3-d]pyrimidine series

Franck Amblard; Vincent Aucagne; Pierre Guenot; Raymond F Schinazi; Luigi A Agrofoglio

doi:10.1016/j.bmc.2004.11.057

Synthesis and antiviral activity of novel acyclic nucleosides in the 5-alkynyl- and 6-alkylfuro[2,3-d]pyrimidine series

Bioorg Med Chem. 2005 Feb 15;13(4):1239-48. doi: 10.1016/j.bmc.2004.11.057.

Authors

Franck Amblard¹, Vincent Aucagne, Pierre Guenot, Raymond F Schinazi, Luigi A Agrofoglio

Affiliation

¹ Institut de Chimie Organique et Analytique, ICOA UMR 6005, UFR Sciences, BP 6759, 45067 Orléans Cedex 2, France.

PMID: 15670933
DOI: 10.1016/j.bmc.2004.11.057

Abstract

The synthesis of novel acyclic nucleosides in the 5-alkynyl and 6-alkylfuro[2,3-d]pyrimidine series is described. These compounds were evaluated against HIV and HSV in order to determine their spectrum of antiviral activity. Their cytotoxicities against PBM, CEM and VERO cells were also determined. Compounds 21d and 24b displayed moderate EC50s of 2.7 and 4.9 microM, respectively, against HIV-1 and of 6.3 and 4.8 microM, respectively, against HSV. Nevertheless, these compounds also showed cellular toxicity, suggesting that the antiviral effects are secondary to the toxic effects.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Antiviral Agents / chemical synthesis*
Antiviral Agents / pharmacology*
Cell Line
HIV / drug effects
Humans
Mass Spectrometry
Microbial Sensitivity Tests
Pyrimidines / chemical synthesis*
Pyrimidines / pharmacology*
Simplexvirus / drug effects

Substances

Antiviral Agents
Pyrimidines