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

Nucleosides Nucleotides Nucleic Acids. 2002;21(3):243-55. doi: 10.1081/NCN-120003289.

Abstract

Eight new carbocyclic nucleosides were prepared by mounting a purine (compounds 8-10), 8-azapurine (12 and 13) or pyrimidine (15, 16 and 17b) on the amino group of (1S,3R)-3-aminomethyl-2,2,3-trimethylcyclopentylmethanol (6). All the compounds were evaluated as antiviral and antitumor agents in a variety of assay systems. Only compound 8 showed any cytostatic activity against the tumor cell lines examined.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenosine / analogs & derivatives*
  • Adenosine / pharmacology
  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / pharmacology
  • Chlorocebus aethiops
  • Cyclopentanes / chemical synthesis*
  • Cyclopentanes / pharmacology
  • HIV-1 / drug effects
  • HIV-2 / drug effects
  • HeLa Cells
  • Humans
  • Structure-Activity Relationship
  • Uridine / analogs & derivatives*
  • Uridine / pharmacology
  • Vero Cells

Substances

  • Antineoplastic Agents
  • Antiviral Agents
  • Cyclopentanes
  • Adenosine
  • Uridine