Synthesis and biological activity of 2'-deoxy-4'-thio-pyrazolo[3,4-d]pyrimidine nucleosides.

Academic Article

Abstract

  • The coupling of 4-aminopyrazolo [3, 4-d]pyrimidine with the appropriate thio sugar gave a 3:1 ratio of alpha,beta blocked 4-amino-1-(2-deoxy-4-thio-D-erythropentofuranosyl)-1H pyrazolo[3,4-d]pyrimidine nucleosides. The mixture was deblocked, both the anomers were separated, and the beta-anomer was readily deaminated by adenosine deaminase. The nucleosides have been characterized, and their anomeric configurations have been determined by proton NMR. All three nucleosides were evaluated against a panel of human tumor cell lines for cytotoxicity in vitro. The details of a convenient and high yielding synthesis of these nucleosides are described.
  • Published In

    Keywords

  • Adenosine, Cell Line, Tumor, Drug Design, Drug Screening Assays, Antitumor, Humans, Inhibitory Concentration 50, Magnetic Resonance Spectroscopy, Models, Chemical, Molecular Biology, Nucleosides, Protons, Purine Nucleosides, Pyrimidine Nucleosides, Pyrimidines
  • Authorlist

  • Tiwari KN; Fowler AS; Secrist JA
  • Start Page

  • 911
  • End Page

  • 914
  • Volume

  • 24
  • Issue

  • 5-7