Preparation, characterization, and in vitro anti-inflammatory evaluation of novel water soluble kamebakaurin/hydroxypropyl-β-cyclodextrin inclusion complex

被引：29
作者：
Raza, Aun [1 ]
Sun, Huifang [1 ]
Bano, Shumaila [2 ]
Zhao, Yingying [1 ]
Xu, Xiuquan [1 ]
Tang, Jian [1 ]
机构：
[1] Jiangsu Univ, Sch Pharm, Zhenjiang 212013, Peoples R China
[2] Islamia Univ Bahawalpur, Fac Pharm & Alternat Med, Dept Pharm, Bahawalpur 63100, Pakistan
来源：
JOURNAL OF MOLECULAR STRUCTURE | 2017年 / 1130卷
基金：
中国国家自然科学基金;
关键词：
Kamebakaurin; Hydroxypropyl-beta-cyclodextrin; Inclusion complex; Solubility; Characterization; Anti-inflammatory; NF-KAPPA-B; KAURANE DITERPENES; ISODON-JAPONICUS; SOLUBILITY; KAMEBAKAURIN; BIOAVAILABILITY; ENCAPSULATION; INHIBITION; STABILITY; CELLS;
D O I：
10.1016/j.molstruc.2016.10.059
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
To enhance the aqueous solubility of kamebakaurin (KA), it was complexed with hydroxypropyl-beta-cyclodextrin (HP-beta-CD). In this study, the interaction KA with HP-beta-CD and their inclusion complex behavior were determined by different characterization techniques such as UV-vis, H-1 NMR, FT-IR, PXRD and SEM. All the characterization information proved the development of inclusion complex KA/HP-beta-CD, and this inclusion complex demonstrated discriminable spectroscopic characteristics and properties from free compound KA. The results demonstrated that the water solubility of MA was remarkably increased in the presence of HP-beta-CD. Furthermore, in vitro anti-inflammatory study showed that inclusion complex KA/HP-beta-CD maintained the anti-inflammatory effect of KA. These results demonstrate that HP-beta-CD will be promisingly employed in the application of water-insoluble anti-inflammatory phytochemicals such as KA. (C) 2016 Elsevier B.V. All rights reserved.
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收藏
页码：319 / 326
页数：8
相关论文
共 41 条
[1]   Physicochemical characterization of naproxen solid dispersions prepared via spray drying technology [J].
Adibkia, Khosro ;
Barzegar-Jalali, Mohammad ;
Maheri-Esfanjani, Hosein ;
Ghanbarzadeh, Saeed ;
Shokri, Javad ;
Sabzevari, Araz ;
Javadzadeh, Yousef .
POWDER TECHNOLOGY, 2013, 246 :448-455
[2]   Occurrence, biological activities and synthesis of kaurane diterpenes and their glycosides [J].
Anselmo Garcia, Pablo ;
Braga de Oliveira, Alaide ;
Batista, Ronan .
MOLECULES, 2007, 12 (03) :455-483
[3]   Development of a precipitation-resistant solution formulation to increase in vivo exposure of a poorly water-soluble compound [J].
Burton, Lori ;
Ying, William ;
Gandhi, Rajesh ;
West, Ronald ;
Huang, Christine ;
Zhou, Simon ;
Shah, Keyur ;
Chen, Jinling ;
Shen, Xiaohang .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 2012, 433 (1-2) :94-101
[4]   H-1 NMR spectroscopic study of the interaction between cyclodextrins and bicyclo[3.3.1]nonanes [J].
Butkus, E ;
Martins, JC ;
Berg, U .
JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY, 1996, 26 (04) :209-218
[5]   Development and pharmacological evaluation of ropivacaine-2-hydroxypropyl-β-cyclodextrin inclusion complex [J].
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 .
EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2008, 33 (01) :60-71
[6]   Supramolecular interactions between losartan and hydroxypropyl-β-CD: ESI mass-spectrometry, NMR techniques, phase solubility, isothermal titration calorimetry and anti-hypertensive studies [J].
de Paula, Washington X. ;
Denadai, Angelo M. L. ;
Santoro, Marcelo M. ;
Braga, Aline N. G. ;
Santos, Robson A. S. ;
Sinisterra, Ruben D. .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 2011, 404 (1-2) :116-123
[7]   Cyclodextrins and their uses: a review [J].
Del Valle, EMM .
PROCESS BIOCHEMISTRY, 2004, 39 (09) :1033-1046
[8]   Cyclodextrin Inclusion Complexes Loaded in Particles as Drug Carrier Systems [J].
Fraceto, Leonardo Fernandes ;
Grillo, Renato ;
Sobarzo-Sanchez, Eduardo .
CURRENT TOPICS IN MEDICINAL CHEMISTRY, 2014, 14 (04) :518-525
[9]   Preparation and Evaluation of Silymarin beta-cyclodextrin Molecular Inclusion Complexes [J].
Ghosh, A. ;
Biswas, S. ;
Ghosh, T. .
JOURNAL OF YOUNG PHARMACISTS, 2011, 3 (03) :205-210
[10]  
Higuchi T., 1965, PHASE SOLUBILITY TEC
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