Synthesis and antiviral evaluation of some novel tricyclic pyrazolo[3,4-b]indole nucleosides

Nucleosides Nucleotides Nucleic Acids. 2004 May;23(5):805-12. doi: 10.1081/NCN-120039253.

Abstract

Novel pyrazolo[3,4-b]indole nucleoside analogs were synthesized from the corresponding 3-formyl-2-chloroindole and 3-cyano-2-chloroindole nucleosides by treatment with hydrazine. Very few examples of pyrazolo[3,4-b]indole heterocycles have been published in the literature and this is the first synthesis of nucleoside analogs containing this heterocycle. These new pyrazolo[3,4-b]indole nucleosides were active against human cytomegalovirus and herpes simplex virus type 1, but this activity was not well separated from cytotoxicity.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / pharmacology*
  • Cell Line
  • Cytomegalovirus / drug effects*
  • Herpesvirus 1, Human / drug effects
  • Humans
  • Indoles / chemistry
  • Indoles / pharmacology*
  • Inhibitory Concentration 50
  • Nucleosides / chemical synthesis*
  • Nucleosides / pharmacology*
  • Pyrazoles / chemistry
  • Pyrazoles / pharmacology*

Substances

  • Antiviral Agents
  • Indoles
  • Nucleosides
  • Pyrazoles