Emimycin and its nucleoside derivatives: Synthesis and antiviral activity

Eur J Med Chem. 2018 Jan 20:144:93-103. doi: 10.1016/j.ejmech.2017.12.018. Epub 2017 Dec 7.

Abstract

The synthesis of emimycin, 5-substituted emimycin analogues and the corresponding ribo- and 2'-deoxyribonucleoside derivatives is described. Emimycin, its 5-substituted congeners and the ribonucleoside derivatives are completely devoid of antiviral activity against RNA viruses. In contrast, some of the 2'-deoxyribosyl emimycin derivatives are potent inhibitors of the replication of herpes simplex virus-1 and varicella-zoster virus, lacking cytotoxicity.

Keywords: Antiviral; Emimycin; Nucleoside; Pyrazine.

MeSH terms

  • Antiviral Agents / chemical synthesis
  • Antiviral Agents / chemistry*
  • Antiviral Agents / pharmacology*
  • Cell Line
  • Herpes Simplex / drug therapy
  • Herpesvirus 1, Human / drug effects
  • Herpesvirus 1, Human / physiology
  • Herpesvirus 3, Human / drug effects
  • Herpesvirus 3, Human / physiology
  • Humans
  • Nucleosides / chemical synthesis
  • Nucleosides / chemistry*
  • Nucleosides / pharmacology*
  • Pyrazines / chemical synthesis
  • Pyrazines / chemistry*
  • Pyrazines / pharmacology*
  • Varicella Zoster Virus Infection / drug therapy
  • Virus Replication / drug effects

Substances

  • Antiviral Agents
  • Nucleosides
  • Pyrazines
  • emimycin