title: [Chromatographic separation of aminoglutethimide enantiomers on cellulose tris(3,5-dimethylphenylcarbamate) chiral stationary phase].
abstract: Aminoglutethimide (AG) has been used clinically as a drug in the treatment of hormone-dependent metastatic breast cancer. It was reported that S-(-)-AG enantiomer had small activity and sometimes might cause side effects. Therefore, it was of great significance to obtain the high-purity R-(+)-AG by enantioseparation. In this work, aminoglutethimide enantiomers were separated by high performance liquid chromatography (HPLC) using an analytical column which was packed with cellulose tris(3,5-dimethylphenylcarbamate) stationary phase (Chiralcel OD-H). The solubilities of racemic AG in two different solvent compositions, n-hexane/ethanol and n-hexane/isopropanol, were measured, separately. The effects of alcohol content and monoethanolamine additive on the separation performance of racemic AG by HPLC were investigated. According to the experiments, n-hexane-ethanol (30:70, v/v) with 0.1% monoethanolamine additive was selected as the mobile phase. The separation factor, resolution, asymmetry factor, number of theoretical plates and maximum column capacity were measured and analyzed for the chromatographic separation of racemic AG at a flow-rate of 0. 6 mL/min and column temperature of 25-40 °C, with Chiralcel OD-H as stationary phase and n-hexane-ethanol (30:70, v/v) with 0. 1% monoethanolamine as mobile phase. This work provides the basic information of chromatographic separation for the batch and continuous production of aminoglutethimide enantiomers.
authors.forename: Xiaoiian
authors.initials: X
authors.lastname: Lin
authors.forename: Rujin
authors.initials: R
authors.lastname: Gong
authors.forename: Ping
authors.initials: P
authors.lastname: Li
authors.forename: Jianguo
authors.initials: J
authors.lastname: Yu
mesh_terms: D000616:Aminoglutethimide / Q000737:chemistry* / Q000592:standards; D002482:Cellulose / Q000031:analogs & derivatives; D002851:Chromatography, High Pressure Liquid; D006586:Hexanes; D010755:Organophosphates; D048448:Phenylcarbamates; D011786:Quality Control; D012997:Solvents; D013237:Stereoisomerism; D013696:Temperature
chemical_list: D006586:Hexanes; D010755:Organophosphates; D048448:Phenylcarbamates; D012997:Solvents; D000616:Aminoglutethimide; C065943:cellulose tris-3,5-dimethylphenyl-carbamate; C012085:tris(2,3-dibromopropyl)phosphate; C026385:n-hexane; D002482:Cellulose