Synthesis and biological activity of 4'-thio-L-xylofuranosyl purine nucleosides.

Academic Article


  • A series of some new 4'-thio-L-xylofuranosyl nucleosides were prepared and evaluated as potential anticancer agents. A versatile sugar intermediate for direct coupling with the purine moiety is also synthesized by an efficient and high-yielding route. Proof of structure and configuration at all chiral centers of the nucleosides was obtained by proton NMR. All target compounds were evaluated in a series of human cancer cell lines in vitro. The details of the synthesis of the carbohydrate precursor 1-O-acetyl-2,3,5-tri-O-benzyl-4-thio-L-xylofuranose (6) and corresponding purine nucleosides are presented in the manuscript.
  • Published In


  • Antineoplastic Agents, Antiviral Agents, Cell Line, Tumor, Humans, Magnetic Resonance Spectroscopy, Neoplasms, Purine Nucleosides, Sulfur Compounds, Virus Diseases, Virus Replication, Viruses, Xylose
  • Digital Object Identifier (doi)

    Pubmed Id

  • 17379280
  • Author List

  • Tiwari KN; Messini L; Montgomery JA; Secrist JA
  • Start Page

  • 1895
  • End Page

  • 1906
  • Volume

  • 24
  • Issue

  • 10-12