高效液相色谱直链淀粉手性固定相拆分奥美拉唑对映体  

Enantiomeric Separation of Omeprazole on Amylose Chiral Stationary Phase by High Performance Liquid Chromatography

作　　者：卢定强[1,2] 李衍亮[1] 涂清波[1] 贾静[1] 凌岫泉[1] 任伟[1] 

机构地区：[1]南京工业大学药学院,江苏南京210009 [2]江苏省药物研究所,江苏南京210009

出　　处：《精细化工》2010年第1期66-69,共4页Fine Chemicals

基　　金：国家自然科学基金(批准号:20876076)资助;国家重点基础研究发展计划(2009CB724700)资助项目~~

摘　　要：建立了奥美拉唑对映体的高效液相色谱拆分方法。使用Chiralpak AD-H手性色谱柱,考察了流动相中极性调节剂的种类和体积分数、流动相中二乙胺体积分数、柱温以及流速对拆分奥美拉唑对映体的影响。确定了最佳拆分条件:流动相为V(正己烷)∶V(异丙醇)∶V(二乙胺)=75∶25∶0.05;流速为0.8 mL/min;检测波长302nm;柱温30℃,计算了奥美拉唑与固定相相互作用的焓变差值Δ(ΔH0)和熵变差值Δ(ΔS0),分别为-2.845 kJ/mol和-6.233 J/(mol.K),所建立的方法简便快速,重复性好,可用于奥美拉唑的质量研究和控制。该研究以(R)-联二萘酚作为包结拆分剂,拆分后的奥美拉唑对映体过量值(ee)可达96.7%以上。通过峰面积的显著差异,考察了在以乙醇或异丙醇为极性调节剂流动相中两对映体的出峰顺序。结果发现,在这两种流动相中出峰顺序是相反的。A method of NP-HPLC with Chiralpak AD-H Chiral column for enantiomeric separation of omeprazole was developed.The influences of the concentration of organic solvent,proportion of diethylamine,column temperature and flow rate on the enantiomeric separation were investigated.The optimal chromatographic condition was V（hexane）∶V（isopropanol）∶V（diethylamine）=75∶25∶0.05 as the mobile phase with a flow rate of 0.8 mL/min,30 ℃ and wavelength 302 nm.The differences of enthalpy change and entropy change were-2.845 kJ/mol and-6.233 J/（mol·K） accompanying the interaction between omeprazole and stationary phase.The developed HPLC method is simple,rapid,and reproducible,so it is suitable for the quality study and control of omeprazole.This research used（R）-BINOL as the resolution agent to separation enantiomer of omeprazole,the enantiomeric excess（ee） is beyond 96.7%.According to the significant difference of peak area,the elution order of the two enantiomers in isopropanol or ethanol as the mobile phase was investigated.The results showed that in these different mobile phases,the elution order of two enantiomers is opposite.

关 键 词：高效液相色谱 奥美拉唑 对映体拆分 Chiralpak AD-H 医药原料 

分 类 号：O657[理学—分析化学]