Synthesis and anti-HIV properties of new water-soluble bis-functionalized[60]fullerene derivatives

Bioorg Med Chem Lett. 2003 Dec 15;13(24):4437-40. doi: 10.1016/j.bmcl.2003.09.016.

Abstract

A new series of bis-functionalized fullerene C(60) derivatives bearing two or more solubilizing chains have been evaluated for their activity against HIV-1 and HIV-2 strains. Some of the compounds show activity against HIV-1 type in the low micromolar range. The effect of the positions of the addends on the C(60) nucleus has been investigated, indicating that only trans-2 isomers possess promising activity. The presence of a quaternary pyrrolidinium nitrogen is essential to increase solubility.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-HIV Agents / chemical synthesis*
  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / pharmacology
  • Cell Line
  • Fullerenes / chemistry*
  • Fullerenes / pharmacology*
  • HIV-1 / drug effects*
  • HIV-2 / drug effects*
  • Humans
  • Models, Molecular
  • Molecular Conformation
  • Molecular Structure
  • Sensitivity and Specificity
  • Solubility
  • Structure-Activity Relationship
  • Water

Substances

  • Anti-HIV Agents
  • Fullerenes
  • Water
  • fullerene C60