Synthesis and antiviral activity of 7-deazaneplanocin A against orthopoxviruses (vaccinia and cowpox virus)

Bioorg Med Chem Lett. 2006 Jan 15;16(2):285-7. doi: 10.1016/j.bmcl.2005.10.007. Epub 2005 Nov 3.

Abstract

An efficient method for the synthesis of 7-deazaneplanocin A (2) has been accomplished by the condensation of cyclopentenol 3 with 6-chloro-7-deazapurine followed by subsequent functional group manipulations. The synthesized 7-deazaneplanocin A (2) exhibited potent antiviral activity against cowpox and vaccinia viruses without cytotoxicity in HFF cells.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Adenosine / analogs & derivatives*
  • Adenosine / chemical synthesis
  • Adenosine / chemistry
  • Adenosine / pharmacology
  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology*
  • Drug Evaluation, Preclinical
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Orthopoxvirus / drug effects*
  • Structure-Activity Relationship

Substances

  • 7-deazaneplanocin A
  • Antiviral Agents
  • Adenosine