Investigation of water-soluble inclusion complex of hypericin with β-cyclodextrin polymer

被引：69
作者：
Zhang, Wang [1 ]
Gong, Xiangdong [1 ]
Cai, Yin [1 ]
Zhang, Chuanli [2 ]
Yu, Xing [2 ]
Fan, Jian [2 ]
Diao, Guowang [1 ]
机构：
[1] Yangzhou Univ, Coll Chem & Chem Engn, Yangzhou 225002, Jiangsu, Peoples R China
[2] Yangzhou Univ, Coll Med, Yangzhou 225002, Jiangsu, Peoples R China
来源：
CARBOHYDRATE POLYMERS | 2013年 / 95卷 / 01期
基金：
中国国家自然科学基金;
关键词：
Hypericin; beta-Cyclodextrin polymer; Inclusion complex; Characterization; GAMMA-CYCLODEXTRIN; BEHAVIOR; TRANSPORT; DELIVERY; BINDING; ACID;
D O I：
10.1016/j.carbpol.2013.03.020
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A water-soluble inclusion complex of hypericin (HY) with beta-cyclodextrin polymer (CDP) was achieved by supramolecular interactions between HY and CDP. The inclusion complex (HY-CDP) was characterized by H-1 NMR, FTIR, and UV-vis spectroscopies. Compared with HY, the water-solubility of HY-CDP was greatly enhanced because of the water-soluble CDP host. The mole ratio of beta-cyclodextrin (beta-CD) unit in CDP to HY was determined as 2:1. At 25 degrees C, the dissociated constant of HY-CDP was measured as 1.47 x 10(-7) mol L-1 by UV-vis spectroscopy. In the formation of inclusion complexes, CDP could overcome the beta-CD drawbacks-such as the poor water-solubility and the restriction of single cavity size, indicating it was able to use as a universal solubilizer for pharmaceutical application. (c) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：366 / 370
页数：5
相关论文
共 29 条
  • [21] Excited-state intramolecular H atom transfer of hypericin and hypocrellin A investigated by fluorescence upconversion
    Smirnov, AV
    Das, K
    English, DS
    Wan, Z
    Kraus, GA
    Petrich, JW
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 1999, 103 (40) : 7949 - 7957
  • [22] Introduction and general overview of cyclodextrin chemistry
    Szejtli, J
    [J]. CHEMICAL REVIEWS, 1998, 98 (05) : 1743 - 1753
  • [23] REVERSIBLE PHOTODIMERIZATION OF WATER-SOLUBLE ANTHRACENES INCLUDED IN GAMMA-CYCLODEXTRIN
    TAMAKI, T
    [J]. CHEMISTRY LETTERS, 1984, (01) : 53 - 56
  • [24] 1H NMR determination of hypericin and pseudohypericin in complex natural mixtures by the use of strongly deshielded OH groups
    Tatsis, Evangelos C.
    Exarchou, Vassiliki
    Troganis, Anastassios N.
    Gerothanassis, Ioannis P.
    [J]. ANALYTICA CHIMICA ACTA, 2008, 607 (02) : 219 - 226
  • [25] Evidence that total extract of Hypericum perforatum affects exploratory behavior and exerts anxiolytic effects in rats
    Vandenbogaerde, A
    Zanoli, P
    Puia, G
    Truzzi, C
    Kamuhabwa, A
    De Witte, P
    Merlevede, W
    Baraldi, M
    [J]. PHARMACOLOGY BIOCHEMISTRY AND BEHAVIOR, 2000, 65 (04) : 627 - 633
  • [26] Artemether/hydroxypropyl-β-cyclodextrin host-guest system: Characterization, phase-solubility and inclusion mode
    Yang, Bo
    Lin, Jun
    Chen, Yong
    Liu, Yu
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (17) : 6311 - 6317
  • [27] Correlation of polymer-like solution behaviors with electrospun fiber formation of hydroxypropyl-β-cyclodextrin and the adsorption study on the fiber
    Zhang, Wang
    Chen, Ming
    Zha, Binbin
    Diao, Guowang
    [J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2012, 14 (27) : 9729 - 9737
  • [28] Preparation and electrochemical behavior of water-soluble inclusion complex of ferrocene with β-cyclodextrin polymer
    Zhang, Wang
    Chen, Ming
    Diao, Guowang
    [J]. ELECTROCHIMICA ACTA, 2011, 56 (14) : 5129 - 5136
  • [29] Synthesis and properties of water-insoluble β-cyclodextrin polymer crosslinked by citric acid with PEG-400 as modifier
    Zhao, Dong
    Zhao, Liang
    Zhu, Chengshen
    Tian, Zhenbang
    Shen, Xiangyu
    [J]. CARBOHYDRATE POLYMERS, 2009, 78 (01) : 125 - 130
123