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用于药物外消旋体对映体选择性高效液相色谱分离的常规Chiralpak ID柱与毛细管Chiralpak ID-3直链淀粉三(3-氯苯基氨基甲酸酯)基手性固定相柱的比较。

Conventional Chiralpak ID vs. capillary Chiralpak ID-3 amylose tris-(3-chlorophenylcarbamate)-based chiral stationary phase columns for the enantioselective HPLC separation of pharmaceutical racemates.

作者信息

Ahmed Marwa, Gwairgi Marina, Ghanem Ashraf

机构信息

Chirality Program, Biomedical Science, University of Canberra, Australian Capital Territory (ACT), Canberra, Australia.

出版信息

Chirality. 2014 Nov;26(11):677-82. doi: 10.1002/chir.22390. Epub 2014 Oct 1.

DOI:10.1002/chir.22390
PMID:25271972
Abstract

A comparative enantioselective analysis using immobilized amylose tris-(3-chlorophenylcarbamate) as chiral stationary phase in conventional high-performance liquid chromatography (HPLC) with Chiralpak ID (4.6 mm ID × 250 mm, 5 µm silica gel) and micro-HPLC with Chiralpak ID-3 (0.30 mm ID × 150 mm, 3 µm silica gel) was conducted. Pharmaceutical racemates of 12 pharmacological classes, namely, α- and β-blockers, anti-inflammatory drugs, antifungal drugs, dopamine antagonists, norepinephrine-dopamine reuptake inhibitors, catecholamines, sedative hypnotics, diuretics, antihistaminics, anticancer drugs, and antiarrhythmic drugs were screened under normal phase conditions. The effect of an organic modifier on the analyte retentions and enantiomer recognition was investigated. Baseline separation was achieved for 1-acenaphthenol, carprofen, celiprolol, cizolirtine carbinol, miconazole, tebuconazole, 4-hydroxy-3-methoxymandelic acid, 1-indanol, 1-(2-chlorophenyl)ethanol, 1-phenyl-2-propanol, flavanone, 6-hydroxyflavanone, 4-bromogluthethimide, and pentobarbital on the 4.6 mm ID packed with a 5 µm silica column using conventional HPLC. Nonetheless, baseline separation was achieved for aminoglutethimide, naftopidil, and thalidomide on the 0.3 mm ID packed with a 3 µm silica capillary column.

摘要

使用固定化直链淀粉三(3-氯苯基氨基甲酸酯)作为手性固定相,在配备Chiralpak ID(内径4.6 mm×250 mm,5 µm硅胶)的常规高效液相色谱(HPLC)和配备Chiralpak ID-3(内径0.30 mm×150 mm,3 µm硅胶)的微型HPLC中进行了对比对映选择性分析。在正相条件下,对12类药理药物的外消旋体进行了筛选,这些药物包括α和β阻滞剂、抗炎药、抗真菌药、多巴胺拮抗剂、去甲肾上腺素-多巴胺再摄取抑制剂、儿茶酚胺、镇静催眠药、利尿剂、抗组胺药、抗癌药和抗心律失常药。研究了有机改性剂对分析物保留和对映体识别的影响。使用常规HPLC在填充有5 µm硅胶柱、内径4.6 mm的柱子上,对苊醇、卡洛芬、塞利洛尔、西佐利汀甲醇、咪康唑、戊唑醇、4-羟基-3-甲氧基扁桃酸、1-茚醇、1-(2-氯苯基)乙醇、1-苯基-2-丙醇、黄烷酮、6-羟基黄烷酮、4-溴格鲁米特和戊巴比妥实现了基线分离。然而,在填充有3 µm硅胶毛细管柱、内径0.3 mm的柱子上,对氨鲁米特、萘哌地尔和沙利度胺实现了基线分离。

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