Zhao Yunfeng, Song Jiaxin, Sun Jiayi, Yuan Xiaowei, Guo Xingjie
Se Pu. 2014 Aug;32(8):832-6. doi: 10.3724/sp.j.1123.2014.03035.
A high performance liquid chromatographic method (HPLC) was developed for the chiral separation of six α-aryl tetralone derivatives, using a Chiralpak IC column. The factors influencing the chiral separation including the type and concentration of organic modifier, column temperature and flow rate were investigated. The results showed that high enantiomeric separation can be obtained with isopropanol as modifier for the six compounds. The thermodynamic study indicated that the enantioseparation was enthalpically driven and showed that low column temperature was beneficial to separation. Complete separation of compound I was achieved with a binary solvent mixture of n-hexane-isopropanol (90 :10, v/v) as the recommended mobile phase. The compounds II , II and IV were separated with the mobile phase of the mixture of n-hexane-isopropanol (99:1, v/v) and the compound V was separated with the mixture of n-hexane-isopropanol (85:15, v/v). The compound VI was separated with the mixture of n-hexane-isopropanol (80:20, v/v). The column temperature was 25 °C, and the flow rate was 1. 0 mL/min. The six tetralone derivative enantiomers were separated on a chiral stationary phase of Chiralpak IC by HPLC. The column has high enantiomeric selectivity to the six tetralone derivative enantiomers.
建立了一种采用手性派克IC柱对手性分离六种α-芳基四氢萘酮衍生物的高效液相色谱法(HPLC)。研究了影响手性分离的因素,包括有机改性剂的类型和浓度、柱温及流速。结果表明,以异丙醇作为改性剂可实现六种化合物的高对映体分离。热力学研究表明,对映体分离是由焓驱动的,且低柱温有利于分离。以正己烷-异丙醇(90:10,v/v)二元混合溶剂作为推荐流动相,实现了化合物I的完全分离。化合物II、III和IV采用正己烷-异丙醇(99:1,v/v)混合流动相进行分离,化合物V采用正己烷-异丙醇(85:15,v/v)混合流动相进行分离,化合物VI采用正己烷-异丙醇(80:20,v/v)混合流动相进行分离。柱温为25℃,流速为1.0 mL/min。六种四氢萘酮衍生物对映体通过HPLC在手性派克IC手性固定相上实现了分离。该柱对六种四氢萘酮衍生物对映体具有高对映体选择性。