Journal ArticleDOI
Study of the complexation of fisetin with cyclodextrins
Mariana R. Guzzo,Miriam Uemi,Paulo Marcos Donate,Sofia Nikolaou,Antonio E.H. Machado,Laura Tiemi Okano +5 more
TLDR
In this article, the interaction between fisetin (3,3,4,7-tetrahydroxyflavone) and cyclodextrins (CDs) (alpha and beta) was studied through UV-vis absorption, steady-state fluorescence, induced circular dichroism, and (1)H NMR experiments with dependence on temperature and pH.Abstract:
In this work, the interaction between fisetin (3,3',4',7-tetrahydroxyflavone) (Fis) and cyclodextrins (CDs) (alpha and beta) was studied through UV-vis absorption, steady-state fluorescence, induced circular dichroism, and (1)H NMR experiments with dependence on temperature and pH. Some experimental data were compared with quantum-mechanics studies based on the SAM1 (AMPAC) semiempirical model, as well as with the B3LYP and MPW1PW91 functional models from density functional theory using the 6-311G and 3-21G basis sets. The spectroscopic measurements show that Fis does not form stable complexes with alpha-CD. On the other hand, at pH 4.0 and 6.5, the complex Fis-beta-CD is formed in a Fis:beta-CD 1:1 stoichiometry and an equilibrium constant (K) of 900 +/- 100 M(-1). In basic medium (pH 11.5), K decreases to 240 +/- 90 M(-1) because Fis deprotonation leads to its better solubilization in water. Molecular modeling points out that Fis is not totally inserted into the inner cavity of beta-CD. The formation of the inclusion complex renders an environment that enhances intramolecular excited state proton transfer. The inclusion complex is formed preferentially via entry of the Fis phenyl group into beta-CD.read more
Citations
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Nanoemulsion formulation of fisetin improves bioavailability and antitumour activity in mice.
Héloïse Ragelle,Sylvie Crauste-Manciet,Johanne Seguin,Denis Brossard,Daniel Scherman,Philippe Arnaud,Guy G. Chabot +6 more
TL;DR: The aim was to incorporate fisetin into a nanoemulsion to improve its pharmacokinetics and therapeutic efficacy and to show that it could improve its relative bioavailability and antitumour activity.
Journal ArticleDOI
Liposomal encapsulation of the natural flavonoid fisetin improves bioavailability and antitumor efficacy.
Johanne Seguin,Laura Brullé,Renaud Boyer,Yen Mei Lu,Miriam Ramos Romano,Yasmine S. Touil,Daniel Scherman,Michel Bessodes,Nathalie Mignet,Guy G. Chabot +9 more
TL;DR: Fiset in liposomes markedly improved fisetin bioavailability and anticancer efficacy in mice and this formulation could facilitate the administration of this flavonoid in the clinical setting.
Journal ArticleDOI
Inclusion of chrysin in β-cyclodextrin nanocavity and its effect on antioxidant potential of chrysin: A spectroscopic and molecular modeling approach
TL;DR: In this paper, the authors investigated the inclusion of chrysin within β-Cyclodextrin (β-CD) in aqueous solution using spectroscopic and theoretical methods.
Journal ArticleDOI
Development of a liposomal formulation of the natural flavonoid fisetin.
Nathalie Mignet,Johanne Seguin,Miriam Ramos Romano,Laura Brullé,Yasmine S. Touil,Daniel Scherman,Michel Bessodes,Guy G. Chabot +7 more
TL;DR: The developed liposomal fisetin preparation is suitable for in vivo administration and retained the cytotoxicity and typical morphological effect of free f isetin in different tumour and endothelial cell lines.
Journal ArticleDOI
Photophysical Behavior of Fisetin in Dimyristoylphosphatidylcholine Liposome Membrane
TL;DR: A detailed photophysical study of the plant flavonoid fisetin in a dimyristoylphosphatidylcholine (DMPC) bilayer membrane has been carried out as mentioned in this paper.
References
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