Synthesis and evaluation of anti-HIV activity of isatin beta-thiosemicarbazone derivatives

Bioorg Med Chem Lett. 2005 Oct 15;15(20):4451-5. doi: 10.1016/j.bmcl.2005.07.046.

Abstract

On the basis of pharmacophoric modelling studies of existing NNRTIs, a series of isatin beta-thiosemicarbazone derivatives was synthesized and evaluated for their anti-HIV activity in HTLV-III(B) strain in the CEM cell line. Three compounds showed significant anti-HIV activity, whereupon compound 6 was found to be the most active compound with an EC(50) value of 2.62 microM and a selectivity index of 17.41, while not being cytotoxic to the cell line at a CC(50) value of 44.90 microM. Other tested compounds exhibited marked activity below their toxicity threshold.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line
  • HIV / drug effects
  • Humans
  • Isatin / analogs & derivatives*
  • Isatin / chemical synthesis
  • Isatin / chemistry
  • Isatin / pharmacology
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Models, Molecular
  • Reverse Transcriptase Inhibitors / chemical synthesis*
  • Reverse Transcriptase Inhibitors / chemistry
  • Reverse Transcriptase Inhibitors / pharmacology*

Substances

  • Reverse Transcriptase Inhibitors
  • isatin beta-thiosemicarbazone
  • Isatin