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新型手性柱液相色谱和超临界流体色谱拆分质子泵抑制剂对映体。

Enantiomeric separation of proton pump inhibitors on new generation chiral columns using LC and supercritical fluid chromatography.

机构信息

Daicel Chiral Technologies (India) Pvt. Ltd, IKP Knowledge Park, Hyderabad, India.

出版信息

J Sep Sci. 2013 Sep;36(18):3004-10. doi: 10.1002/jssc.201300419. Epub 2013 Aug 12.

Abstract

The enantioselectivity of proton pump inhibitors, namely, omeprazole, lansoprazole, rabeprazole, pantoprazole, tenatoprazole, and ilaprazole were studied using new generation chiral packing materials: CHIRALPAK IA, CHIRALPAK IB, and CHIRALPAK IC. Two versatile techniques, HPLC and supercritical fluid chromatography (SFC) were used in this study. CHIRALPAK IC has shown superior selectivity under both LC and SFC conditions, whereas CHIRALPAK IA has shown good selectivity in SFC when compared to LC under primary screening conditions. The chiral recognition ability in LC and SFC modes were found to be in the order CHIRALPAK IC > CHIRALPAK IA > CHIRALPAK IB. In addition to diode array detection, chiral detection was carried out using a laser polarimeter and the elution orders were found to be the same in both LC and SFC elution modes. Mobile phase modifiers and column temperature effects were also studied. In SFC, modifiers (cosolvent) elution strength was found to be in the order ethanol > methanol > 2-propanol > acetonitrile. In both LC and SFC, a decrease in retention and increase in resolution with an increase in temperature was noticed for all the proton pump inhibitors.

摘要

研究了新一代手性固定相材料 CHIRALPAK IA、CHIRALPAK IB 和 CHIRALPAK IC 对质子泵抑制剂(即奥美拉唑、兰索拉唑、雷贝拉唑、泮托拉唑、泰妥拉唑和依普拉唑)的对映选择性。本研究采用了高效液相色谱法(HPLC)和超临界流体色谱法(SFC)两种通用技术。在 LC 和 SFC 条件下,CHIRALPAK IC 均表现出优异的选择性,而在初步筛选条件下,与 LC 相比,CHIRALPAK IA 在 SFC 中表现出良好的选择性。在 LC 和 SFC 模式下,手性识别能力的顺序为 CHIRALPAK IC > CHIRALPAK IA > CHIRALPAK IB。除二极管阵列检测外,还使用激光偏振仪进行了手性检测,发现两者在 LC 和 SFC 洗脱模式下的洗脱顺序相同。还研究了流动相改性剂和柱温的影响。在 SFC 中,改性剂(溶剂)洗脱强度的顺序为乙醇>甲醇>2-丙醇>乙腈。在 LC 和 SFC 中,所有质子泵抑制剂的保留时间均随温度升高而降低,分辨率随温度升高而增加。

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