杯[4]芳烃封端的β-环糊精键合硅胶颗粒作为高效液相色谱手性固定相的制备与评价
Preparation and evaluation of calix[4]arene-capped beta-cyclodextrin-bonded silica particles as chiral stationary phase for high-performance liquid chromatography.
作者信息
Thamarai Chelvi S K, Yong E L, Gong Yinhan
机构信息
Department of Obstetrics and Gynaecology, Yong Loo Lin School of Medicine, National University of Singapore, Singapore.
出版信息
J Chromatogr A. 2008 Aug 29;1203(1):54-8. doi: 10.1016/j.chroma.2008.07.021. Epub 2008 Jul 12.
Calix[4]arene-capped [3-(2-O-beta-cyclodextrin)-2-hydroxypropoxy]propylsilyl-appended silica particles (C4CD-HPS), a new type of substituted beta-cyclodextrin-bonded chiral stationary phase (CSP) for high-performance liquid chromatography (HPLC), have been synthesized by treatment of bromoacetate-substituted [3-(2-O-beta-cyclodextrin)-2-hydroxypropoxy]propylsilyl-appended silica particles (BACD-HPS) with calix[4]arene oxyanions in anhydrous N-methyl-2-pyrrolidone. The synthetic stationary phase is characterized by means of elemental analysis. This new type of CSP has a chiral selector with two recognition sites: calix[4]arene and beta-cyclodextrin (beta-CD). The chromatographic behavior of C4CD-HPS was studied with several disubstituted benzenes and some chiral drug compounds under reversed-phase conditions. The results show that C4CD-HPS has excellent selectivity for the separation of aromatic positional isomers and enantiomers of chiral compounds due to the cooperative functioning of calix[4]arenes and beta-CDs.
杯[4]芳烃封端的[3-(2-O-β-环糊精)-2-羟基丙氧基]丙基硅烷化硅胶颗粒（C4CD-HPS）是一种新型的用于高效液相色谱（HPLC）的取代β-环糊精键合手性固定相（CSP），它是通过在无水N-甲基-2-吡咯烷酮中用杯[4]芳烃氧阴离子处理溴乙酸酯取代的[3-(2-O-β-环糊精)-2-羟基丙氧基]丙基硅烷化硅胶颗粒（BACD-HPS）合成的。通过元素分析对合成的固定相进行了表征。这种新型CSP具有一个带有两个识别位点的手性选择剂：杯[4]芳烃和β-环糊精（β-CD）。在反相条件下，用几种二取代苯和一些手性药物化合物研究了C4CD-HPS的色谱行为。结果表明，由于杯[4]芳烃和β-环糊精的协同作用，C4CD-HPS对芳香族位置异构体和手性化合物对映体的分离具有优异的选择性。
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