Oxovanadium(IV) Coordination Compounds with Kojic Acid Derivatives in Aqueous Solution

Autor: Rosita Cappai, Andrea Bono, Silvia Berto, Pier Giuseppe Daniele, Eugenio Alladio, Joanna Izabela Lachowicz, Gabriele Valora, Enzo Laurenti, Carmelo Sgarlata, Valeria Marina Nurchi
Jazyk: angličtina
Rok vydání: 2019
Předmět:
vanadium
kojic acid
UV-visible spectroscopy
EPR spectroscopy
potentiometry
chemometry

Pharmaceutical Science
010402 general chemistry
Ligands
chemometry
01 natural sciences
Medicinal chemistry
Article
Analytical Chemistry
Coordination complex
lcsh:QD241-441
chemistry.chemical_compound
lcsh:Organic chemistry
Coordination Complexes
Drug Discovery
Hydroxymethyl
Chelation
Physical and Theoretical Chemistry
chemistry.chemical_classification
Aqueous solution
Molecular Structure
kojic acid
010405 organic chemistry
Chemistry
Organic Chemistry
Electron Spin Resonance Spectroscopy
Chemometry
EPR spectroscopy
Kojic acid
Potentiometry
UV-visible spectroscopy
Vanadium
Pyrones
Vanadates
0104 chemical sciences
Chemistry (miscellaneous)
Ionic strength
Stability constants of complexes
potentiometry
vanadium
Molecular Medicine
Amine gas treating
Zdroj: Molecules
Molecules, Vol 24, Iss 20, p 3768 (2019)
Volume 24
Issue 20
Popis: Hydroxypyrone derivatives have a good bioavailability in rats and mice and have been used in drug development. Moreover, they show chelating properties towards vanadyl cation that could be used in insulin-mimetic compound development. In this work, the formation of coordination compounds of oxovanadium(IV) with four kojic acid (5-hydroxy-2-(hydroxymethyl)-4-pyrone) derivatives was studied. The synthetized studied ligands (S2, S3, S4, and SC) have two or three kojic acid units linked through diamines or tris(2-aminoethyl)amine chains, respectively. The chemical systems were studied by potentiometry (25 °
C, ionic strength 0.1 mol L&minus
1 with KCl), and UV-visible and EPR spectroscopy. The experimental data were analyzed by a thermodynamic and a chemometric (Multivariate Curve Resolution&ndash
Alternating Least Squares) approach. Chemical coordination models were proposed, together with the species formation constants and the pure estimated UV-vis and EPR spectra. In all systems, the coordination of the oxovanadium(IV) starts already under acidic conditions (the cation is totally bound at pH higher than 3&ndash
4) and the metal species remain stable even at pH 8. Ligands S3, S4, and SC form three coordination species. Two of them are probably due to the successive insertion of the kojate units in the coordination shell, whereas the third is most likely a hydrolytic species.
Databáze: OpenAIRE