title: NMR Study on the Inclusion Complexes of β-Cyclodextrin with Isoflavones.
abstract: The structure of the inclusion complexes of β-cyclodextrin (β-CD) with daidzein and daidzin in D2O were investigated using NMR spectroscopy. For the β-CD and daidzein system, two types of 1:1 complexes were formed with the daidzein deeply inserted into the CD cavity with different orientations. For the β-CD/daidzin system, a 1:1 complex was formed with the flavonoid part of daidzin entering the CD cavity from the wide rim. The inclusion complexes determined by NMR were constructed using molecular docking. Furthermore, the mixture of puerarin, daidzein and daidzin, which are the major isoflavonoid components present in Radix puerariae, was analyzed by diffusion-ordered spectroscopy (DOSY) alone and upon addition of β-CD in order to mimic chromatographic conditions and compare their binding affinities.
authors.affiliation: School of Food and Chemical Engineering, Beijing Engineering and Technology Research Center of Food Additives, Beijing Higher Institution Engineering Research Center of food additives and Ingredients, Beijing Key Laboratory of Flavor Chemistry, Beijing Technology and Business University, Beijing 100048, China. zhaorui@btbu.edu.cn.|Department of Chemistry and Biotechnology, Uppsala BioCenter, Swedish University of Agricultural Sciences, P. O. Box 7015, Uppsala SE-750 07, Sweden. zhaorui@btbu.edu.cn.|College of Life Science and Technology, Beijing University of Chemical Technology, Beijing 100029, China. zhaorui@btbu.edu.cn.
authors.forename: Rui
authors.initials: R
authors.lastname: Zhao
authors.affiliation: Department of Chemistry and Biotechnology, Uppsala BioCenter, Swedish University of Agricultural Sciences, P. O. Box 7015, Uppsala SE-750 07, Sweden. corine.sandstrom@slu.se.
authors.forename: Corine
authors.initials: C
authors.lastname: Sandström
authors.affiliation: College of Life Science and Technology, Beijing University of Chemical Technology, Beijing 100029, China. zhanghy@ustb.edu.cn.
authors.forename: Haiyang
authors.initials: H
authors.lastname: Zhang
authors.affiliation: College of Life Science and Technology, Beijing University of Chemical Technology, Beijing 100029, China. twtan@mail.buct.edu.cn.
authors.forename: Tianwei
authors.initials: T
authors.lastname: Tan
mesh_terms: D007529:Isoflavones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D047392:beta-Cyclodextrins / Q000737:chemistry*
chemical_list: D007529:Isoflavones; D047392:beta-Cyclodextrins; C013908:daidzin; C004742:daidzein
keywords: NMR; flavonoids; interaction; β-cyclodextrin