Preparation and characterization of inclusion complexes of β-cyclodextrin with ionic liquid

被引:134
作者
Gao, YA
Li, ZH
Du, JM
Han, BX [1 ]
Li, GZ
Hou, WG
Shen, D
Zheng, LQ
Zhang, GY
机构
[1] Chinese Acad Sci, Inst Chem, Ctr Mol Sci, Beijing 100080, Peoples R China
[2] Shandong Univ, Key Lab Colloid & Interface Chem, Minist Educ, Jinan 250100, Peoples R China
[3] China Res Inst Daily Chem Ind, Taiyuan 030001, Peoples R China
关键词
cyclodextrins; host-guest systems; inclusion compounds; ionic liquids;
D O I
10.1002/chem.200500120
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The solubilities of P-cyclodextrin (P-CD), ionic liquid (IL) 1-butyl-3-methylimidazolium hexafluorophosphate (bmimPF(6)), and their mixture in water were determined, and the conductivity of these aqueous solutions was measured. It was demonstrated that beta-CD and bmimPF(6) could enhance the solubility of each other, and the solubility curves of each were linear with gradients of about 1. The conductivity decreased remarkably with increasing beta-CD concentration, and a discernible break in the conductivity curve could be observed when beta-CD and bmimPF(6) were equimolar in the solution. The solubility and conductivity results indicated that inclusion complexes (ICs) of 1:1 stoichiometry were formed. The inclusion compounds were further characterized by using powder X-ray diffraction (XRD) analysis, C-13 CP/MAS (cross-polarization magic-angle spinning) NMR and H-1 NMR spectroscopy, and thermogravimetric analysis (TGA). The results showed that the ICs were a fine crystalline powder. The host-guest system exhibited a channel-type structure and each glucose unit of beta-CD was in a similar environment. The decomposition temperature of the ICs was lower than that of bmimPF(6) and beta-CD individually.
引用
收藏
页码:5875 / 5880
页数:6
相关论文
共 50 条
[31]   Free Energy Calculations for Cyclodextrin Inclusion Complexes [J].
Cai, Wen Sheng ;
Wang, Teng ;
Liu, Ying Zhe ;
Liu, Peng ;
Chipot, Christophe ;
Shao, Xue Guang .
CURRENT ORGANIC CHEMISTRY, 2011, 15 (06) :839-847
[32]   Gefitinib-cyclodextrin inclusion complexes: physico-chemical characterization and dissolution studies [J].
Lee, Y. -H. Phillip ;
Sathigari, Sateesh ;
Lin, Y. -J. Jean ;
Ravis, William R. ;
Chadha, Gurkishan ;
Parsons, Daniel L. ;
Rangari, Vijay K. ;
Wright, Nydeia ;
Babu, R. Jayachandra .
DRUG DEVELOPMENT AND INDUSTRIAL PHARMACY, 2009, 35 (09) :1113-1120
[33]   Characterization and In Vivo Antiangiogenic Activity Evaluation of Morin-Based Cyclodextrin Inclusion Complexes [J].
De Gaetano, Federica ;
Margani, Fatima ;
Barbera, Vincenzina ;
D'Angelo, Valeria ;
Germano, Maria Paola ;
Pistara, Venerando ;
Ventura, Cinzia Anna .
PHARMACEUTICS, 2023, 15 (09)
[34]   Analytical applications of retinoid-cyclodextrin inclusion complexes .1. Characterization of a retinal-beta-cyclodextrin complex [J].
Botella, SM ;
Martin, MA ;
delCastillo, B ;
Menendez, JC ;
Vazquez, L ;
Lerner, DA .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 1996, 14 (8-10) :909-915
[35]   Improved solubility of β-cyclodextrin inclusion complexes by using liquid ammonia as a solvent and the possibility of asymmetric reduction [J].
Matsuoka, K ;
Takahashi, H ;
Saito, Y ;
Terunuma, D ;
Kuzuhara, H .
CARBOHYDRATE POLYMERS, 2002, 47 (04) :373-376
[36]   Preparation and characterization of mosapride citrate inclusion complexes with natural and synthetic cyclodextrins [J].
Ali, Adel A. ;
Sayed, Ossama M. .
PHARMACEUTICAL DEVELOPMENT AND TECHNOLOGY, 2013, 18 (05) :1042-1050
[37]   Preparation and characterization of the crystalline inclusion complexes of α- and γ-cyclodextrins with poly(butylene carbonate) [J].
Li, JY ;
Mai, YY ;
Yan, DY ;
Chen, Q .
COLLOID AND POLYMER SCIENCE, 2003, 281 (03) :267-274
[38]   Ionic liquid form of donepezil: Preparation, characterization and formulation development [J].
Wu, Hao ;
Fang, Fang ;
Zheng, Lulu ;
Ji, Weijie ;
Qi, Minghui ;
Hong, Minghuang ;
Ren, Guobin .
JOURNAL OF MOLECULAR LIQUIDS, 2020, 300
[39]   Preparation and characterization of novel ionic liquid based on benzotriazolium cation [J].
Zhang, SM ;
Hou, YW ;
Huang, WG ;
Shan, YK .
ELECTROCHIMICA ACTA, 2005, 50 (20) :4097-4103
[40]   Ionic Liquid Forms of Carvedilol: Preparation, Characterization, and Solubility Studies [J].
Shayanfar, Shadi ;
Shayanfar, Ali .
JOURNAL OF PHARMACEUTICAL INNOVATION, 2019, 14 (04) :382-390