Supramolecular system of podophyllotoxin and hydroxypropyl-β-cyclodextrin: Characterization, inclusion mode, docking calculation, solubilization, stability and cytotoxic activity

被引：28
作者：
Yang, Li-Juan [1 ]
Wang, Shu-Hui [1 ]
Zhou, Shu-Ya [1 ]
Zhao, Fang [1 ]
Chang, Qing [1 ]
Li, Min-Yan [3 ]
Chen, Wen [2 ]
Yang, Xiao-Dong [2 ]
机构：
[1] Yunnan Minzu Univ, Sch Chem & Environm, Engn Res Ctr Biopolymer Funct Mat Yunnan, Kunming 650500, Peoples R China
[2] Yunnan Univ, Sch Chem Sci & Technol, Key Lab Med Chem Nat Resource, Minist Educ, Kunming 650091, Peoples R China
[3] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA
来源：
MATERIALS SCIENCE AND ENGINEERING C-MATERIALS FOR BIOLOGICAL APPLICATIONS | 2017年 / 76卷
关键词：
Podophyllotoxin; Cyclodextrin; Inclusion complex; Characterization; Cytotoxic activity; HOST-GUEST SYSTEM; BRIDGED BIS(BETA-CYCLODEXTRIN)S; TUBULIN POLYMERIZATION; COMPLEXES; INHIBITION; DERIVATIVES; AGENTS;
D O I：
10.1016/j.msec.2017.03.197
中图分类号：
TB3 [工程材料学]; R318.08 [生物材料学];
学科分类号：
0805 ; 080501 ; 080502 ;
摘要：
The inclusion complexation behavior, characterization, and inclusion mode of podophyllotoxin (POD) with hydroxypropyl-beta-cyclodextrin (HP beta CD) were investigated in both solution and the solid state by means of XRD, DSC, SEM, H-1 and 2D NMR and UV-vis spectroscopy. The results showed that the water solubility and thermal stability of POD were obviously increased in the inclusion complex with HP beta CD. The cytotoxicity of POD/HP beta CD inclusion complex against all the human tumor cell lines investigated still remains. This satisfactory water solubility and high thermal stability of the POD/HP beta CD complex will be potentially useful for their application as herbal medicines or healthcare products. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码：1136 / 1145
页数：10
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  • [1] Bian H., 2009, J AGR FOOD CHEM, V57, P7543
  • [2] Biomimetic reactions catalyzed by cyclodextrins and their derivatives
    Breslow, R
    Dong, SD
    [J]. CHEMICAL REVIEWS, 1998, 98 (05) : 1997 - 2011
  • [3] Synthesis, acute toxicities, and antitumor effects of novel 9-substituted β-carboline derivatives
    Cao, RH
    Chen, Q
    Hou, XR
    Chen, HS
    Guan, HJ
    Ma, Y
    Peng, WL
    Xu, AL
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (17) : 4613 - 4623
  • [4] Crassicauline A/β-cyclodextrin host-guest system: Preparation, characterization, inclusion mode, solubilization and stability
    Chen, Wen
    Yang, Li-Juan
    Ma, Shui-Xian
    Yang, Xiao-Dong
    Fan, Bao-Min
    Lin, Jun
    [J]. CARBOHYDRATE POLYMERS, 2011, 84 (04) : 1321 - 1328
  • [5] Chen YT, 2004, CHIN J PRIM MED PHAR, V11, P1330
  • [6] Enhancing bio-availability of β-naphthoflavone by supramolecular complexation with 6,6′-thiobis(methylene)-β-cyclodextrin dimer
    Choi, Jae Min
    Cho, Eunae
    Lee, Benel
    Jeong, Daham
    Choi, Youngjin
    Yu, Jae-Hyuk
    Jung, Seunho
    [J]. CARBOHYDRATE POLYMERS, 2016, 151 : 40 - 50
  • [7] Spectroscopic studies of the interaction of 3-(2-thienyl)-[1,2,3]triazolo[1,5-a]pyridine with 2,6-dimethyl-β-cyclodextrin and ctDNA
    Cifuentes, T.
    Cayupi, J.
    Celis-Barros, C.
    Zapata-Torres, G.
    Ballesteros, Rafael
    Ballesteros-Garrido, Rafael
    Abarca, B.
    Jullian, C.
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (41) : 9760 - 9767
  • [8] Study of inclusion complexes of acridine with β- and (2,6-di-O-methyl)-β-cyclodextrin by use of solubility diagrams and NMR spectroscopy
    Correia, I
    Bezzenine, N
    Ronzani, N
    Platzer, N
    Beloeil, JC
    Doan, BT
    [J]. JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2002, 15 (09) : 647 - 659
  • [9] Development and pharmacological evaluation of ropivacaine-2-hydroxypropyl-β-cyclodextrin inclusion complex
    de Araujo, Daniele R.
    Tsuneda, Simone S.
    Cereda, Cintia M. S.
    Carualho, Fernanda Del G. F.
    Prete, Paulo S. C.
    Fernandes, Sergio A.
    Yokaichiya, Fabiano
    Franco, Margareth K. K. D.
    Mazzaro, Irineu
    Fraceto, Leonardo F.
    Braga, Angelica de F. A.
    de Paula, Eneida
    [J]. EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2008, 33 (01) : 60 - 71
  • [10] COMA AND NEUROPATHY AFTER INGESTION OF HERBAL LAXATIVE CONTAINING PODOPHYLLIN
    DOBB, GJ
    EDIS, RH
    [J]. MEDICAL JOURNAL OF AUSTRALIA, 1984, 140 (08) : 495 - 496
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