title: Inclusion complexes of chlorzoxazone with β- and hydroxypropyl-β-cyclodextrin: Characterization, dissolution, and cytotoxicity.
abstract: This study aimed to improve the water solubility and reduce the toxicity of chlorzoxazone via complexation with β-cyclodextrin (β-CD) and hydroxypropyl-β-cyclodextrin (HP-β-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, (1)H 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-β-CD complex exhibited better dissolution properties than the β-CD complex in various dissolution media. Therefore, the HP-β-CD complex can be used to design novel formulations of chlorzoxazone.
authors.affiliation: College of Chemical Engineering, Sichuan University, Chengdu 610065, China.
authors.forename: Peixiao
authors.initials: P
authors.lastname: Tang
authors.affiliation: College of Chemical Engineering, Sichuan University, Chengdu 610065, China.
authors.forename: Shanshan
authors.initials: S
authors.lastname: Li
authors.affiliation: College of Chemical Engineering, Sichuan University, Chengdu 610065, China.
authors.forename: Lili
authors.initials: L
authors.lastname: Wang
authors.affiliation: College of Chemical Engineering, Sichuan University, Chengdu 610065, China.
authors.forename: Hongqin
authors.initials: H
authors.lastname: Yang
authors.affiliation: College of Chemical Engineering, Sichuan University, Chengdu 610065, China.
authors.forename: Jin
authors.initials: J
authors.lastname: Yan
authors.affiliation: College of Chemical Engineering, Sichuan University, Chengdu 610065, China. Electronic address: lihuilab@sina.com.
authors.forename: Hui
authors.initials: H
authors.lastname: Li
mesh_terms: D000073738:2-Hydroxypropyl-beta-cyclodextrin; D002152:Calorimetry, Differential Scanning; D016923:Cell Death / Q000187:drug effects; D002460:Cell Line; D049109:Cell Proliferation / Q000187:drug effects; D002753:Chlorzoxazone / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D008855:Microscopy, Electron, Scanning; D008958:Models, Molecular; D011208:Powders; D066244:Proton Magnetic Resonance Spectroscopy; D012995:Solubility; D017550:Spectroscopy, Fourier Transform Infrared; D013816:Thermodynamics; D014961:X-Ray Diffraction; D047392:beta-Cyclodextrins / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D011208:Powders; D047392:beta-Cyclodextrins; D000073738:2-Hydroxypropyl-beta-cyclodextrin; D002753:Chlorzoxazone
keywords: Chlorzoxazone; Chlorzoxazone (PubChem CID: 2733); Dimethyl sulfoxide (PubChem CID: 679); Hydroxypropyl-beta-cyclodextrin (PubChem CID: 14049689); Hydroxypropyl-β-cyclodextrin; In vitro cytotoxicity; Inclusion complex; Methanol (PubChem CID: 887); Solubilization; β-Cyclodextrin; β-Cyclodextrin (PubChem CID: 444041)