贵州医科大学学报

2010, v.35;No.143(02) 144-150

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羧甲基-β-环糊精取代度对毛细管电泳手性拆分普罗帕酮和普萘洛尔对映体的影响
Effect of Substitution Degree of Carboxymethyl-β-Cyclodextrin on Enantioseparation of Propafenone and Propranolol Enantiomers with Capillary Electrophoresis

肖溶;杜培刚;罗月影;赵欣;
XIAO Rong,DU Peigang,LUO Yueying,ZHAO Xin(Clinic Pharmacy Laboratory,Shuigang General Hospital,Liupanshui 553028,Guizhou,China)

摘要(Abstract):

目的:研究羧甲基-β-环糊精取代度对毛细管电泳手性拆分普罗帕酮和普萘洛尔对映体的影响。方法:在氢氧化钠溶液中β-环糊精被氯乙酸直接羧甲基化,很方便地合成了不同取代度的羧甲基-β-环糊,并应用红外光谱和核磁共振对它们的平均取代度和取代位置进行表征,以不同取代度的羧甲基-β-环糊精为手性选择剂,系统考察运行缓冲液的浓度和pH值、手性选择剂浓度、石英毛细管温度和运行电压等因素对毛细管电泳手性拆分的影响。结果:随着羧甲基-β-环糊精取代度的增大,普罗帕酮和普萘洛尔对映体的分离随之改善;在优化条件下,两个消旋化合物都获得很好的拆分。结论:羧甲基-β-环糊精的取代度对毛细管电泳手性拆分和运行缓冲液的离子强度有重要影响,因此在手性分离中使用表征清晰的环糊精衍生物是非常重要的。
Objective:To study the effect of substitution degree(SD) of carboxymethyl-β-cyclodextrin(CM-β-CD) on chiral separations of propafenone enantiomers with capillary electrophoresis(CE).Methods: Carboxymethylation of cyclodextrin was made by monochloroacetic acid in sodium hydroxide solution,and several CM-β-CDs with various average SDs were synthesized.Average SDs and substitution positions of CM-β-CDs were characterized with infrared spectra(IR) and nuclear magnetic resonance(NMR).Effects of various parameters on enantioseparation including pH value,concentration of background electrolyte(BGE),capillary temperature,and applied voltage were investigated using CM-β-CDs with various average SDs and different substitution positions.Results: The enantioseparation of both propafenone and propranolol increased along with the increase of SD.High resolutions of two racemates were achieved under optimal conditions,respectively.Conclusions: SD has significant effect on the resolution of optical isomers and ionic strength of running buffer,hence the use of well characterized CD derivatives is crucial in enantioseparation.

关键词(KeyWords): 普罗帕酮;普萘洛尔;手性拆分;羧甲基-β-环糊精;电泳,毛细管
propafenone;propranolol;enantioseparation;carboxymethyl-β-cyclodextrin;electrophoresis,capillary

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基金项目(Foundation): 贵州省卫生厅科学技术基金项目(gzwkj2008-1-055);; 六盘水市科技攻关计划项目(52020-2008-1-05)

作者(Author): 肖溶;杜培刚;罗月影;赵欣;
XIAO Rong,DU Peigang,LUO Yueying,ZHAO Xin(Clinic Pharmacy Laboratory,Shuigang General Hospital,Liupanshui 553028,Guizhou,China)

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DOI: 10.19367/j.cnki.1000-2707.2010.02.011

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