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pubmed-article:21194191pubmed:abstractTextDiamide linked ?-cyclodextrin (?-CD) dimers are used to capture curcumin and suppress its decomposition in water. In this study, succinamide and urea linked ?-CD dimers joined through the C6(A) carbon on each ?-CD are used. The ?-CD dimers, 66?CD(2)su and 66?CD(2)ur, 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 66?CD(2)su and 66?CD(2)ur has high stability constants of 8.7 × 10(6) M(-1) and 2.0 × 10(6) M(-1), respectively. In addition, 2D (1)H NOESY NMR results show specific hydrogen interactions in the association of curcumin with 66?CD(2)su and 66?CD(2)ur, consistent with the cooperative binding of curcumin by both ?-CD annuli of 66?CD(2)su and 66?CD(2)ur. The interactions between curcumin in the linked ?-CD dimers and surfactant micelles were studied using fluorescence spectroscopy. While linked ?-CD dimer-bound curcumin has a negligible fluorescence quantum yield, a significant increase in fluorescence intensity (?(fl) > 2%) in the presence of micelles suggests that curcumin is delivered to the micelle. The overall results indicate that the diamide linked ?-CD dimers are highly promising systems for curcumin delivery in vivo due to effective curcumin stabilization.lld:pubmed
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pubmed-article:21194191pubmed:year2011lld:pubmed
pubmed-article:21194191pubmed:articleTitleCooperative binding and stabilization of the medicinal pigment curcumin by diamide linked ?-cyclodextrin dimers: a spectroscopic characterization.lld:pubmed
pubmed-article:21194191pubmed:affiliationDepartment of Chemistry, University of Adelaide, Adelaide, South Australia, Australia.lld:pubmed
pubmed-article:21194191pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:21194191pubmed:publicationTypeResearch Support, Non-U.S. Gov'tlld:pubmed