Interactions of pyridinecarboxylic acid chelators with brain metal ions: Cu(II), Zn(II), and Al(III) |
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Authors: | éva Sija Annalisa Dean Tamás Jakusch Valerio B Di Marco Alfonso Venzo and Tamás Kiss |
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Institution: | (1) Department of Inorganic and Analytical Chemistry, University of Szeged, P.O. Box 440, Szeged, 6701, Hungary;(2) Department of Chemical Sciences, University of Padova, via Marzolo 1, 35131 Padua, Italy;(3) Institute of Science and Molecular Technologies, CNR, via Marzolo 1, 35131 Padua, Italy;(4) HAS-USZ Bioinorganic Research Group, P.O. Box 440, Szeged, 6701, Hungary; |
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Abstract: | 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. |
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