Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 10, Issue -, Pages 2322-2331Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.10.241
Keywords
antioxidant activity; complexation efficiency; cyclodextrins; formation constant; phenylpropanoids; solubility
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Funding
- Lebanese National Council for Scientific Research (CNRS-L)
- Doctoral School of Science and Technology of Lebanese University [ER28]
- Communaute Urbaine de Dunkerque
- Region Nord Pasde-Calais
- Ministere de l'Enseignement Superieur et de la Recherche
- CNRS
- European Regional Development Fund (ERDF)
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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.
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