Inclusion complexes of chlorzoxazone with β- and hydroxypropyl-β-cyclodextrin: Characterization, dissolution, and cytotoxicity

被引：99

作者：

Tang, Peixiao ^{[1
]}

Li, Shanshan ^{[1
]}

Wang, Lili ^{[1
]}

Yang, Hongqin ^{[1
]}

Yan, Jin ^{[1
]}

Li, Hui ^{[1
]}

机构：

[1] Sichuan Univ, Coll Chem Engn, Chengdu 610065, Peoples R China

来源：

CARBOHYDRATE POLYMERS | 2015年 / 131卷

关键词：

Chlorzoxazone; beta-Cyclodextrin; Hydroxypropyl-beta-cyclodextrin; Inclusion complex; Solubilization; In vitro cytotoxicity; DERIVATIVES; SOLUBILITY; UV;

D O I：

10.1016/j.carbpol.2015.05.055

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

This study aimed to improve the water solubility and reduce the toxicity of chlorzoxazone via complexation with beta-cyclodextrin (beta-CD) and hydroxypropyl-beta-cyclodextrin (HP-beta-CD). Inclusion complexes between chlorzoxazone and the two cyclodextrins (CDs) were prepared by freeze-drying method. Formation of the complexes was confirmed by FT-IR, PXRD, H-1 NMR, DSC, and SEM. The water solubility and dissolution rates of chlorzoxazone were significantly increased by complexation with the two CDs. Preliminary in vitro cytotoxicity tests showed that the complexes are less toxic to normal liver cells than free chlorzoxazone. In general, the HP-beta-CD complex exhibited better dissolution properties than the beta-CD complex in various dissolution media. Therefore, the HP-beta-CD complex can be used to design novel formulations of chlorzoxazone. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：297 / 305

页数：9

共 23 条

[1]

[Anonymous], 2013, Journal of Applied Solution Chemistry and Modeling, V124, P145, DOI [10.6000/1929-5030.2013.02.02.9, DOI 10.6000/1929-5030.2013.02.02.9]

[2] Spectrofluorimetric Assessment of Chlorzoxazone and Ibuprofen in Pharmaceutical Formulations by using Eu-Tetracycline HCl Optical Sensor Doped in Sol-Gel Matrix [J].

Attia, M. S. ;

Ramsis, M. N. ;

Khalil, L. H. ;

Hashem, S. G. .

JOURNAL OF FLUORESCENCE, 2012, 22 (02) :779-788

[3] CYCLODEXTRINS IN THE PHARMACEUTICAL FIELD [J].

BEKERS, O ;

UIJTENDAAL, EV ;

BEIJNEN, JH ;

BULT, A ;

UNDERBERG, WJM .

DRUG DEVELOPMENT AND INDUSTRIAL PHARMACY, 1991, 17 (11) :1503-1549

[4] ULTRAVIOLET AND NUCLEAR MAGNETIC-RESONANCE STUDIES OF THE SOLUBILIZATION OF CHLORZOXAZONE BY ALKYLTRIMETHYLAMMONIUM HALIDES [J].

CHEN, CMJ ;

FRANK, SG .

JOURNAL OF COLLOID AND INTERFACE SCIENCE, 1983, 92 (02) :396-402

[5] Study of inclusion complexes of acridine with β- and (2,6-di-O-methyl)-β-cyclodextrin by use of solubility diagrams and NMR spectroscopy [J].

Correia, I ;

Bezzenine, N ;

Ronzani, N ;

Platzer, N ;

Beloeil, JC ;

Doan, BT .

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2002, 15 (09) :647-659

[6] Cyclodextrins and their uses: a review [J].

Del Valle, EMM .

PROCESS BIOCHEMISTRY, 2004, 39 (09) :1033-1046

[7] PHARMACEUTICAL USES OF CYCLODEXTRINS AND DERIVATIVES [J].

DUCHENE, D ;

WOUESSIDJEWE, D .

DRUG DEVELOPMENT AND INDUSTRIAL PHARMACY, 1990, 16 (17) :2487-2499

[8] Effect of chlorzoxazone in patients with downbeat nystagmus A pilot trial [J].

Feil, Katharina ;

Claassen, Jens ;

Bardins, Stanislavs ;

Teufel, Julian ;

Krafczyk, Siegbert ;

Schneider, Erich ;

Schniepp, Roman ;

Jahn, Klaus ;

Kalla, Roger ;

Strupp, Michael .

NEUROLOGY, 2013, 81 (13) :1152-1158

[9] Preparation and characterization of inclusion complexes of β-cyclodextrin with ionic liquid [J].

Gao, YA ;

Li, ZH ;

Du, JM ;

Han, BX ;

Li, GZ ;

Hou, WG ;

Shen, D ;

Zheng, LQ ;

Zhang, GY .

CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (20) :5875-5880

[10] FT-IR, FT-Raman, UV-Vis spectral and normal coordinate analysis of chlorzoxazone [J].

Gnanasambandan, T. ;

Gunasekaran, S. ;

Seshadri, S. .

JOURNAL OF MOLECULAR STRUCTURE, 2014, 1061 :124-133

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