Multivalent catanionic GalCer analogs derived from first generation dendrimeric phosphonic acids

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 IC50 in a cell-based HIV-infection model but also a high general cytotoxicity. (C) 2009 Elsevier Ltd. All rights reserved.