Multivalent catanionic GalCer analogs derived from first generation dendrimeric phosphonic acids

Bioorg Med Chem. 2010 Jan 1;18(1):242-8. doi: 10.1016/j.bmc.2009.10.058. Epub 2009 Nov 3.

Abstract

The synthesis and characterization of a new series of catanionic multivalent analogs of GalCer is described. These systems are based on phosphonic acid terminated dendrimers and N-hexadecylamino lactitol moieties. Despite important structural differences that affect the dendrimers' outer-shell, these supramolecular assemblies showed a fairly comparable anti-HIV-1 activity. All compounds have submicromolar IC(50) in a cell-based HIV-infection model but also a high general cytotoxicity.

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
  • Cell Survival
  • Dendrimers / chemical synthesis
  • Dendrimers / chemistry
  • Dendrimers / pharmacology
  • Galactosylceramides / chemical synthesis
  • Galactosylceramides / chemistry*
  • Galactosylceramides / pharmacology*
  • HIV Infections / drug therapy*
  • HIV-1 / drug effects*
  • Humans
  • Microbial Sensitivity Tests
  • Organophosphonates / chemical synthesis
  • Organophosphonates / chemistry
  • Organophosphonates / pharmacology

Substances

  • Anti-HIV Agents
  • Dendrimers
  • Galactosylceramides
  • Organophosphonates