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Effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity
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 complexat...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4187030/ https://www.ncbi.nlm.nih.gov/pubmed/25298799 http://dx.doi.org/10.3762/bjoc.10.241 |
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author | Kfoury, Miriana Landy, David Auezova, Lizette Greige-Gerges, Hélène Fourmentin, Sophie |
author_facet | Kfoury, Miriana Landy, David Auezova, Lizette Greige-Gerges, Hélène Fourmentin, Sophie |
author_sort | Kfoury, Miriana |
collection | PubMed |
description | 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. |
format | Online Article Text |
id | pubmed-4187030 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-41870302014-10-08 Effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity Kfoury, Miriana Landy, David Auezova, Lizette Greige-Gerges, Hélène Fourmentin, Sophie Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2014-10-06 /pmc/articles/PMC4187030/ /pubmed/25298799 http://dx.doi.org/10.3762/bjoc.10.241 Text en Copyright © 2014, Kfoury et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
spellingShingle | Full Research Paper Kfoury, Miriana Landy, David Auezova, Lizette Greige-Gerges, Hélène Fourmentin, Sophie Effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity |
title | Effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity |
title_full | Effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity |
title_fullStr | Effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity |
title_full_unstemmed | Effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity |
title_short | Effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity |
title_sort | effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4187030/ https://www.ncbi.nlm.nih.gov/pubmed/25298799 http://dx.doi.org/10.3762/bjoc.10.241 |
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