Interactions of pyridinecarboxylic acid chelators with brain metal ions: Cu(II), Zn(II), and Al(III)

Éva Sija, Annalisa Dean, Tamás Jakusch, Valerio B. Di Marco, Alfonso Venzo, Tamás Kiss

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

The interactions of Cu(II), Zn(II), and Al(III) with 1,6-dimethyl-4- hydroxy-3-pyridinecarboxylic acid (DQ716) and 2,6-dimethyl-3-hydroxy-4- pyridinecarboxylic acid (DT726), possible chelating agents in Alzheimer's disease, were investigated in aqueous solution. The proton dissociation constants of the ligands, the stability constants, and the coordination modes of the metal complexes formed were determined by pH-potentiometric, UV-vis spectrophotometric, and 1H NMR methods. The nitrogen of the pyridine ring changes the proton affinity of the carboxylate and phenolate moieties and these pyridine derivatives form stronger complexes with Cu(II), Zn(II), and Al(III) than salicylic acid. Interactions of the ligands with human serum albumin as their potential transporter in blood were investigated at physiological pH through ultrafiltration by UV-vis and fluorescence spectroscopy.

Original languageEnglish
Pages (from-to)399-410
Number of pages12
JournalMonatshefte fur Chemie
Volume142
Issue number4
DOIs
Publication statusPublished - Apr 1 2011

Keywords

  • Carboxylate ligands
  • Chelation therapy
  • Fluorescence spectroscopy
  • Human serum albumin
  • Potentiometry
  • Ultrafiltration

ASJC Scopus subject areas

  • Chemistry(all)

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