Synthesis and Anti-cancer Activity of Some Novel 5-Azacytosine Nucleosides

Academic Article


  • 1-O-Acetyl-2-deoxy-3,5-di-O-toluoyl-4-thio-D-erythro-pentofuranose and 2-deoxy-1,3,5-tri-O-acetyl-4-thio-L-threo-pentofuranose were coupled with 5-azacytosine to obtain α and β anomers of nucleosides. All four nucleosides were reduced to the corresponding dihydro derivatives and deblocked to give target compounds. All eight target compounds were evaluated in a series of human cancer cell lines in culture. Only 2′-deoxy-4′ -thio-5-azacytidine (3β) was found to be cytotoxic in all the cell lines and was further evaluated in vivo. Details of the synthesis and biological activity are reported.
  • Digital Object Identifier (doi)

    Author List

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

  • 2161
  • End Page

  • 2170
  • Volume

  • 22
  • Issue

  • 12