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|Title:||Cooperative binding and stabilization of the medicinal pigment curcumin by diamide linked γ-Cyclodextrin Dimers: a spectroscopic characterization|
|Other Titles:||Cooperative binding and stabilization of the medicinal pigment curcumin by diamide linked gamma-Cyclodextrin Dimers: a spectroscopic characterization|
|Citation:||The Journal of Physical Chemistry B: Biophysical Chemistry, Biomaterials, Liquids, and Soft Matter, 2011; 115(5):1268-1274|
|Publisher:||Amer Chemical Soc|
|Takaaki Harada, Duc-Truc Pham, Mandy H. M. Leung, Huy Tien Ngo, Stephen F. Lincoln, Christopher J. Easton, and Tak W. Kee|
|Abstract:||Diamide linked γ-cyclodextrin (γ-CD) dimers are used to capture curcumin and suppress its decomposition in water. In this study, succinamide and urea linked γ-CD dimers joined through the C6A carbon on each γ-CD are used. The γ-CD dimers, 66γCD2su and 66γCD2ur, show a remarkable ability to suppress the decomposition of curcumin and extend its half-life from less than 30 min to greater than 16 h. The 1:1 association of curcumin with 66γCD2su and 66γCD2ur has high stability constants of 8.7 × 106 M−1 and 2.0 × 106 M−1, respectively. In addition, 2D 1H NOESY NMR results show specific hydrogen interactions in the association of curcumin with 66γCD2su and 66γCD2ur, consistent with the cooperative binding of curcumin by both γ-CD annuli of 66γCD2su and 66γCD2ur. The interactions between curcumin in the linked γ-CD dimers and surfactant micelles were studied using fluorescence spectroscopy. While linked γ-CD dimer-bound curcumin has a negligible fluorescence quantum yield, a significant increase in fluorescence intensity (Φfl > 2%) in the presence of micelles suggests that curcumin is delivered to the micelle. The overall results indicate that the diamide linked γ-CD dimers are highly promising systems for curcumin delivery in vivo due to effective curcumin stabilization.|
Magnetic Resonance Spectroscopy
|Description:||Publication Date (Web): December 31, 2010|
|Rights:||Copyright © 2010 American Chemical Society|
|Appears in Collections:||Aurora harvest 5|
Environment Institute publications
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