High affinity iron(III) scavenging by a novel hexadentate 3-hydroxypyridin-4-one-based dendrimer: synthesis and characterization

Bioorg Med Chem Lett. 2005 Nov 15;15(22):5007-11. doi: 10.1016/j.bmcl.2005.08.008.

Abstract

The synthesis of a novel iron(III)-selective hydroxypyridinone hexadentate-terminated dendritic chelator based on a benzene tricarbonyl core polyamine dendrimer is described. The iron-chelating ability of the dendritic chelator was demonstrated by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) and UV-vis spectroscopy. The physicochemical properties of the isolated hexadentate unit were also investigated. The dendrimer was found to possess an extremely high affinity for iron(III), namely logK=34.8, pFe3+=30.6.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Hydrogen-Ion Concentration
  • Iron / chemistry*
  • Iron Chelating Agents / chemical synthesis*
  • Iron Chelating Agents / chemistry*
  • Molecular Structure
  • Pyridines / chemical synthesis
  • Pyridines / chemistry*
  • Spectrum Analysis

Substances

  • Iron Chelating Agents
  • Pyridines
  • hexadentate 3-hydroxypyridin-4-one
  • Iron