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Effect of cyclodextrin complexation on phenylpropanoids' solubility and antioxidant activity.


ABSTRACT: The complexation abilities of five cyclodextrins (CDs) with seven phenylpropanoids (PPs) were evaluated by UV-visible spectroscopy, phase solubility studies and molecular modeling. Formation constants (K f), complexation efficiency (CE), PP:CD molar ratio, increase in formulation bulk and complexation energy were assessed. All complexes exhibited a 1:1 stoichiometry but their stability was influenced by the nature and the position of the phenyl ring substituents. A relationship between the intrinsic solubility of guests (S 0) and the solubilizing potential of CD was proposed. Molecular modeling was used to investigate the complementarities between host and guest. Finally, the antioxidant activity of encapsulated PPs was evaluated by scavenging of the stable DPPH radical.

SUBMITTER: Kfoury M 

PROVIDER: S-EPMC4187030 | biostudies-literature | 2014

REPOSITORIES: biostudies-literature

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Effect of cyclodextrin complexation on phenylpropanoids' solubility and antioxidant activity.

Kfoury Miriana M   Landy David D   Auezova Lizette L   Greige-Gerges Hélène H   Fourmentin Sophie S  

Beilstein journal of organic chemistry 20141006


The complexation abilities of five cyclodextrins (CDs) with seven phenylpropanoids (PPs) were evaluated by UV-visible spectroscopy, phase solubility studies and molecular modeling. Formation constants (K f), complexation efficiency (CE), PP:CD molar ratio, increase in formulation bulk and complexation energy were assessed. All complexes exhibited a 1:1 stoichiometry but their stability was influenced by the nature and the position of the phenyl ring substituents. A relationship between the intri  ...[more]

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