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- W2014503864 abstract "In the present work the complexation mechanism between (+)-usnic acid (UA) and cyclodextrins (CDs) has been investigated by isothermal titration calorimetry (ITC) and phase-solubility diagrams using pH as a tool for modifying the molecule ionization. ITC experiments have been employed to evaluate the stoichiometry of interaction (N), affinity constants (K), and thermodynamic parameter variation associated with complexation between (+)-UA and α-, β-, HP-β-, SBE-β-, and γ-CD. It was shown that (+)-UA did not interact with α-CD and tended to interact more favorably with γ-CD (K = 1030 M−1, ΔG = −17.18 kJ · mol−1) than β-CD (K = 153 M−1, ΔG = −12.46 kJ · mol−1) forming 1:1 complexes. It was also demonstrated using ITC and solubilization experiments that chemical modifications of the parent β-CD resulted in stronger and more spontaneous interactions (K = 281 M−1, ΔG = −13.97 kJ · mol−1 for SBE-β-CD and K = 405 M−1, ΔG = −14.87 kJ · mol−1 for HP-β-CD). Analysis of the thermodynamic data suggested that van der Waals forces and hydrogen bonds were responsible for the formation of complexes with a predominance of van der Waals forces. Finally, pH induced modifications of (+)-UA ionization provided important informations relative to the topology of the interaction between (+)-UA molecule and the γ-CD cavity, which were confirmed by molecular modeling. Copyright © 2009 John Wiley & Sons, Ltd." @default.
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- W2014503864 date "2009-05-01" @default.
- W2014503864 modified "2023-09-27" @default.
- W2014503864 title "Elucidation of the complexation mechanism between (+)-usnic acid and cyclodextrins studied by isothermal titration calorimetry and phase-solubility diagram experiments" @default.
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- W2014503864 doi "https://doi.org/10.1002/jmr.936" @default.
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