Synthesis, antiviral and cytostatic activities of carbocyclic nucleosides incorporating a modified cyclopentane ring. Part 2: Adenosine and uridine analogues

Nucleosides Nucleotides. 1998 Jul;17(7):1255-66. doi: 10.1080/07328319808004237.

Abstract

Six new carbocyclic nucleosides were prepared by mounting a purine (compounds 5-7), 8-azapurine (compounds 9 and 10) or pyrimidine (compound 13) base on the amino group of (1R,cis)-3-(aminomethyl)-1,2,2-trimethylcyclopentylmethanol (2). The antiviral activity of compounds 5-7, 10 and 13, and their cytostatic activity, were evaluated. At subtoxic concentrations, the compounds showed no or marginal antiviral activity. Compound 5 showed moderate inhibition on tumor cell proliferation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenine / analogs & derivatives
  • Adenine / chemistry
  • Adenosine / analogs & derivatives*
  • Animals
  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / pharmacology*
  • Cell Division / drug effects
  • Cyclopentanes / chemistry*
  • Models, Chemical
  • Tumor Cells, Cultured
  • Uracil / analogs & derivatives
  • Uridine / analogs & derivatives*

Substances

  • Antiviral Agents
  • Cyclopentanes
  • Uracil
  • Adenine
  • Adenosine
  • Uridine
  • 8-azaadenine