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 α,β 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 β-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. Copyright © Taylor & Francis, Inc.
  • Digital Object Identifier (doi)

    Author List

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

  • 911
  • End Page

  • 914
  • Volume

  • 24
  • Issue

  • 5-7