This work presents the simple and low cost synthesis of a new tripodal ligand, in which three units of kojic acid are coupled to a tris(2-aminoethyl)amine (tren) backbone molecule. The protonation equilibria, together with the complex formation equilibria of this ligand with Fe3+, Al3+, Cu2+ and Zn2+ ions were studied. The complementary use of potentiometric, spectrophotometric and NMR techniques, and of Density Functional Theory (DFT) calculations, has allowed a thorough characterization of the different species involved in equilibrium. The stability of the formed complexes with Fe3+ and Al3+ are high enough to consider the new ligand for further studies for its clinical applications as a chelating agent. Biodistribution studies were carried out to assess the capacity the ligand for mobilization of gallium in 67Ga-citrate injected mice. These studies demonstrated that this ligand efficiently chelates the radiometal in our animal model, which suggests that it can be a promising candidate as sequestering agent of iron and other hard trivalent metal ions. Furthermore, the good zinc complexation capacity appears as a stimulating result taking into a potential use of this new ligand in analytical chemistry as well as in agricultural and environmental applications.

A new tripodal kojic acid derivative for iron sequestration: Synthesis, protonation, complex formation studies with Fe3+, Al3+, Cu2+ and Zn2+, and in vivo bioassays / Nurchi, V. M.; de Guadalupe Jaraquemada-Pelaez, M.; Crisponi, G.; Lachowicz, J. I.; Cappai, R.; Gano, L.; Santos, M. A.; Melchior, A.; Tolazzi, M.; Peana, M.; Medici, S.; Zoroddu, M. A.. - In: JOURNAL OF INORGANIC BIOCHEMISTRY. - ISSN 0162-0134. - 193:(2019), pp. 152-165. [10.1016/j.jinorgbio.2019.01.012]

A new tripodal kojic acid derivative for iron sequestration: Synthesis, protonation, complex formation studies with Fe3+, Al3+, Cu2+ and Zn2+, and in vivo bioassays

Cappai, R.;Peana, M.;Medici, S.;Zoroddu, M. A.
2019-01-01

Abstract

This work presents the simple and low cost synthesis of a new tripodal ligand, in which three units of kojic acid are coupled to a tris(2-aminoethyl)amine (tren) backbone molecule. The protonation equilibria, together with the complex formation equilibria of this ligand with Fe3+, Al3+, Cu2+ and Zn2+ ions were studied. The complementary use of potentiometric, spectrophotometric and NMR techniques, and of Density Functional Theory (DFT) calculations, has allowed a thorough characterization of the different species involved in equilibrium. The stability of the formed complexes with Fe3+ and Al3+ are high enough to consider the new ligand for further studies for its clinical applications as a chelating agent. Biodistribution studies were carried out to assess the capacity the ligand for mobilization of gallium in 67Ga-citrate injected mice. These studies demonstrated that this ligand efficiently chelates the radiometal in our animal model, which suggests that it can be a promising candidate as sequestering agent of iron and other hard trivalent metal ions. Furthermore, the good zinc complexation capacity appears as a stimulating result taking into a potential use of this new ligand in analytical chemistry as well as in agricultural and environmental applications.
2019
A new tripodal kojic acid derivative for iron sequestration: Synthesis, protonation, complex formation studies with Fe3+, Al3+, Cu2+ and Zn2+, and in vivo bioassays / Nurchi, V. M.; de Guadalupe Jaraquemada-Pelaez, M.; Crisponi, G.; Lachowicz, J. I.; Cappai, R.; Gano, L.; Santos, M. A.; Melchior, A.; Tolazzi, M.; Peana, M.; Medici, S.; Zoroddu, M. A.. - In: JOURNAL OF INORGANIC BIOCHEMISTRY. - ISSN 0162-0134. - 193:(2019), pp. 152-165. [10.1016/j.jinorgbio.2019.01.012]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11388/219148
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