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Molecules 2016, 21(6), 703; doi:10.3390/molecules21060703

Characterization and Enhanced Antioxidant Activity of the Cysteinyl β-Cyclodextrin-Baicalein Inclusion Complex

1
Department of Bioscience and Biotechnology, Microbial Carbohydrate Resource Bank (MCRB), Konkuk University, 120 Neungdong-ro, Gwangjin-gu, Seoul 05029, Korea
2
Department of Applied Chemistry, Dongduk Women’s University, Seoul 136-714, Korea
3
Department of Biological Science, Mokpo National University, Jeonnam 534-729, Korea
4
Center for Biotechnology Research in UBITA (CBRU), Institute for Ubiquitous Information Technology and Applications (UBITA), Konkuk University, 120 Neungdong-ro, Gwangjin-gu, Seoul 05029, Korea
*
Authors to whom correspondence should be addressed.
Academic Editor: Bernard Martel
Received: 4 May 2016 / Revised: 20 May 2016 / Accepted: 25 May 2016 / Published: 27 May 2016
(This article belongs to the Special Issue Cyclodextrin Chemistry)
View Full-Text   |   Download PDF [2482 KB, uploaded 27 May 2016]   |  

Abstract

Baicalein is a type of flavonoid isolated from the roots of a medicinal plant, Scutellaria baicalensis. Although it has attracted considerable attention due to its antiviral, anti-tumor, and anti-inflammatory activities, its limited aqueous solubility inhibits the clinical application of this flavonoid. The present study aimed to prepare and characterize a host-guest complex in an effort to improve the solubility and antioxidant activity of baicalein. The host molecule is a macrocyclic β-cyclodextrin (β-CD) functionalized with cysteine for a synergetic effect. The structure of the synthesized cysteinyl β-CD was analyzed using nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry. The inclusion complex with baicalein was studied by UV-vis, NMR spectroscopy, scanning electron microscopy, and X-ray powder diffractometry. The formed cysteinyl β-CD/baicalein inclusion complex efficiently improved the solubility and antioxidant ability of baicalein. Therefore, we suggest that the present cysteinyl β-CD is a potential host molecule for inclusion complexation and for bioavailability augmentation. View Full-Text
Keywords: cysteinyl β-cyclodextrin; baicalein; inclusion complex; antioxidant activity cysteinyl β-cyclodextrin; baicalein; inclusion complex; antioxidant activity
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Kim, H.; Yiluo, H.; Park, S.; Lee, J.Y.; Cho, E.; Jung, S. Characterization and Enhanced Antioxidant Activity of the Cysteinyl β-Cyclodextrin-Baicalein Inclusion Complex. Molecules 2016, 21, 703.

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