Kim Hwanhee, Yiluo Hu, Park Seyeon, Lee Jae Yung, Cho Eunae, Jung Seunho
Department of Bioscience and Biotechnology, Microbial Carbohydrate Resource Bank (MCRB), Konkuk University, 120 Neungdong-ro, Gwangjin-gu, Seoul 05029, Korea.
Department of Applied Chemistry, Dongduk Women's University, Seoul 136-714, Korea.
Molecules. 2016 May 27;21(6):703. doi: 10.3390/molecules21060703.
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.
黄芩素是从药用植物黄芩的根部分离出的一种黄酮类化合物。尽管它因其抗病毒、抗肿瘤和抗炎活性而备受关注，但其有限的水溶性限制了这种黄酮类化合物的临床应用。本研究旨在制备并表征一种主客体复合物，以提高黄芩素的溶解度和抗氧化活性。主体分子是一种用半胱氨酸功能化的大环β-环糊精（β-CD），以产生协同效应。使用核磁共振（NMR）光谱和质谱分析合成的半胱氨酰β-CD的结构。通过紫外可见光谱、NMR光谱、扫描电子显微镜和X射线粉末衍射法研究了与黄芩素形成的包合物。形成的半胱氨酰β-CD/黄芩素包合物有效地提高了黄芩素的溶解度和抗氧化能力。因此，我们认为目前的半胱氨酰β-CD是一种潜在的用于包合络合和提高生物利用度的主体分子。
