Selenoacyclovir and Selenoganciclovir: Discovery of a New Template for Antiviral Agents

J Med Chem. 2015 Nov 12;58(21):8734-8. doi: 10.1021/acs.jmedchem.5b00804. Epub 2015 Oct 23.

Abstract

On the basis of the potent antiviral activity of acyclovir and ganciclovir, selenoacyclovir (2a) and selenoganciclovir (2b) were designed based on bioisoteric rationale and synthesized via the diselenide 7 as the key intermediate. Compound 2a exhibited potent anti-HSV-1 and -2 activities while 2b exerted moderate anti-HCMV activity, indicating that these nucleosides can serve as a novel template for the development of new antiviral agents.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acyclovir / analogs & derivatives*
  • Acyclovir / pharmacology
  • Antiviral Agents / chemistry*
  • Antiviral Agents / pharmacology
  • Cell Line
  • Cytomegalovirus / drug effects
  • Cytomegalovirus Infections / drug therapy
  • Ganciclovir / analogs & derivatives*
  • Ganciclovir / pharmacology
  • Herpes Genitalis / drug therapy
  • Herpes Simplex / drug therapy
  • Herpesvirus 1, Human / drug effects
  • Herpesvirus 2, Human / drug effects
  • Humans
  • Organoselenium Compounds / chemistry*
  • Organoselenium Compounds / pharmacology

Substances

  • Antiviral Agents
  • Organoselenium Compounds
  • Ganciclovir
  • Acyclovir