Electrochemical oxidation of some therapeutic 3-hydroxypyridin-4-one iron chelators

作者: Ali El-Jammal , Douglas M. Templeton

DOI: 10.1016/0013-4686(93)80102-6

关键词: Inorganic chemistryMedicinal chemistryTransition metalElectrochemistryHydroxylationAqueous solutionVoltammetryPyridiniumCyclic voltammetryPotentiometric titrationChemistryGeneral Chemical Engineering

摘要: Abstract The electrochemical oxidation of some iron-chelating 3-hydroxypyridin-4-one derivatives at the glassy carbon electrode has been investigated in aqueous buffered solution. Each four studied exhibits three different steps on cyclic voltammetry. influence iron solution and protection hydroxy group as a benzyl ether have allowed attribution first step to two-electron group. Two electroactive forms are observed above pKa compounds, which attributed coexistence equilibrium with its zwitterionic pyridinium tautomer. potentials each form pH-dependent values derived from voltammetry agree those determined by potentiometric titration. second results transfer an anodic hydroxylation alkyl side chain dione produced oxidation. third is chloride-dependent represents oxidative chlorination. A general EC mechanism proposed for overall process.

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