4.6 Article

Complexation behaviour of caffeic, ferulic and p-coumaric acids towards aluminium cations: a combined experimental and theoretical approach

Journal

NEW JOURNAL OF CHEMISTRY
Volume 41, Issue 12, Pages 5182-5190

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7nj00661f

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Funding

  1. Dipartimento di Chimica e Tecnologie Chimiche, Universita della Calabria

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Here we have studied the complexation of caffeic, ferulic and p-coumaric acids with Al(III) under physiological conditions (i.e. at 37 degrees C and in 0.16 M NaCl). Solubility and protonation constants of these hydroxycinnamic acids were firstly determined in order to evaluate the competition of the ligands for the Al(III) and H+ ions. Speciation analysis made by potentiometric titrations and supported by UV and H-1-NMR data shows that a pH-dependent complexation occurs at 1 : 1 and 2 : 1 ligand-to-Al(III) ratios. Notably, these data combined with computational (DFT) results unequivocally indicate that the complexation site is the carboxylate group of the ligands thus excluding any involvement of the phenolic sites.

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