The chemical interactions of 1-methyl-3-hydroxy-4-pyridinecarboxylic acid (1M3H4P) and 1-methyl-4-hydroxy-3-pyridinecarboxylic acid (1M4H3P) with Fe(III) were investigated in aqueous 0.6 m (Na)Cl at 25 degrees by means of potentiometric titrations and UV–Vis spectrophotometry. A large number of complexes were formed in solution with stoichiometry FeLxHy, x = 1,2,3 and y = 0,-1,-2. In view of a possible application to Fe(III) chelation therapy, the efficiencies of the ligands to chelate the metal ion were evaluated in vitro at physiological pH. 1M3H4P and 1M4H3P show a lower complexation efficiency with Fe(III) than that of other available chelators, but higher than that of their non-methylated analogs 3H4P and 4H3P.
Evaluation of 1-methyl-3,4-hydroxypyridinecarboxylic acids as possible bidentate chelating agents for iron(III): Metal-ligand solution chemistry
DI MARCO, VALERIO;DEAN, ANNALISA;BOMBI, GIUSEPPE GIORGIO
2007
Abstract
The chemical interactions of 1-methyl-3-hydroxy-4-pyridinecarboxylic acid (1M3H4P) and 1-methyl-4-hydroxy-3-pyridinecarboxylic acid (1M4H3P) with Fe(III) were investigated in aqueous 0.6 m (Na)Cl at 25 degrees by means of potentiometric titrations and UV–Vis spectrophotometry. A large number of complexes were formed in solution with stoichiometry FeLxHy, x = 1,2,3 and y = 0,-1,-2. In view of a possible application to Fe(III) chelation therapy, the efficiencies of the ligands to chelate the metal ion were evaluated in vitro at physiological pH. 1M3H4P and 1M4H3P show a lower complexation efficiency with Fe(III) than that of other available chelators, but higher than that of their non-methylated analogs 3H4P and 4H3P.
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