Pyrazole related nucleosides 5. Synthesis and biological activity of 2'-deoxy-2',3'-dideoxy- and acyclo-analogues of 4-iodo-1-beta-D-ribofuranosyl-3-carboxymethyl pyrazole (IPCAR)

Nucleosides Nucleotides Nucleic Acids. 2000 Apr;19(4):705-22. doi: 10.1080/15257770008035019.

Abstract

Continuing our studies on the structure-activity relationships (SAR) of 4-iodo-1-beta-D-ribofuranosyl-3-carboxymethyl pyrazole (IPCAR), the ribofuranosyl moiety has been substituted with acyclic chains, namely 1-[(2-hydroxyethoxy)methyl]- and 1-[(1,3-dihydroxy-2-propoxy)methyl]-pyrazole derivatives (4, 5 and 8, 9 respectively), with the 2'-deoxy-beta-D-ribofuranosyl group (12 and 13) and finally with the 2',3'-dideoxy-D-glycero-pentofuranosyl-moiety (16 and 17). None of the new compounds display any interesting biological activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / pharmacology
  • Antiviral Agents / chemical synthesis
  • Antiviral Agents / pharmacology
  • Bacteria / drug effects
  • HIV-1 / drug effects
  • Humans
  • Nucleosides / chemical synthesis*
  • Nucleosides / pharmacology*
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / pharmacology*
  • Structure-Activity Relationship
  • Tumor Cells, Cultured / drug effects
  • Yeasts / drug effects

Substances

  • 4-iodo-1-ribofuranosyl-3-carboxymethyl pyrazole
  • Antineoplastic Agents
  • Antiviral Agents
  • Nucleosides
  • Pyrazoles