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Molecules 2017, 22(12), 2183; https://doi.org/10.3390/molecules22122183

Studies on the Inclusion Complexes of Daidzein with β-Cyclodextrin and Derivatives

1,2,* , 1
,
3
,
1,2
and
1,2
1
Beijing Advanced Innovation Center for Food Nutrition and Human Health, Beijing Technology and Business University, Beijing 100048, China
2
Department of Chemistry, School of Science, Beijing Technology and Business University, Beijing 100048, China
3
Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, China
*
Author to whom correspondence should be addressed.
Received: 31 October 2017 / Revised: 2 December 2017 / Accepted: 5 December 2017 / Published: 8 December 2017
(This article belongs to the Special Issue Extractable and Non-Extractable Antioxidants)
Full-Text   |   PDF [4180 KB, uploaded 9 December 2017]   |  

Abstract

The inclusion complexes between daidzein and three cyclodextrins (CDs), namely β-cyclodextrin (β-CD), methyl-β-cyclodextrin (Me-β-CD, DS = 12.5) and (2-hydroxy)propyl-β-cyclodextrin (HP-β-CD, DS = 4.2) were prepared. The effects of the inclusion behavior of daidzein with three kinds of cyclodextrins were investigated in both solution and solid state by methods of phase-solubility, XRD, DSC, SEM, 1H-NMR and 2D ROESY methods. Furthermore, the antioxidant activities of daidzein and daidzein-CDs inclusion complexes were determined by the 1,1-diphenyl-2-picryl-hydrazyl (DPPH) method. The results showed that daidzein formed a 1:1 stoichiometric inclusion complex with β-CD, Me-β-CD and HP-β-CD. The results also showed that the solubility of daidzein was improved after encapsulating by CDs. 1H-NMR and 2D ROESY analyses show that the B ring of daidzein was the part of the molecule that was most likely inserted into the cavity of CDs, thus forming an inclusion complex. Antioxidant activity studies showed that the antioxidant performance of the inclusion complexes was enhanced in comparison to the native daidzein. It could be a potentially promising way to develop a new formulation of daidzein for herbal medicine or healthcare products. View Full-Text
Keywords: daidzein; cyclodextrin; inclusion complex; antioxidant activity daidzein; cyclodextrin; inclusion complex; antioxidant activity
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Li, S.; Yuan, L.; Chen, Y.; Zhou, W.; Wang, X. Studies on the Inclusion Complexes of Daidzein with β-Cyclodextrin and Derivatives. Molecules 2017, 22, 2183.

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