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Preparation and Application of Partially Substituted Phenylcarbamate-(3-(2-O-β-cyclodextrin)-2-hydroxypropoxy)-propylsilyl-Appended Silica Particles as Chiral Stationary Phase for Multi-mode HPLC
Chromatographia ( IF 1.7 ) Pub Date : 2020-06-20 , DOI: 10.1007/s10337-020-03908-w
Jingxuan Yi , Lu Xu , Hui Wang , Xiaoxing Yin , Xueyan Zhou , Jiale Yin , Yinan Wang , Jasmine Hou , Qunli Wei , Yinhan Gong

A new type of partially substituted cyclodextrin-bonded silica particles, phenylcarbamate-(3-(2-O-β-cyclodextrin)-2-hydroxypropoxy)-propylsilyl-appended silica (P-CD-HPS), has been successfully prepared and used as chiral stationary phase (CSP) in high-performance liquid chromatography (HPLC) under normal-phase, reversed-phase, and polar organic mobile-phase conditions. The P-CD-HPS was characterized by elemental analysis and Fourier transform infrared spectroscopic (FTIR) analysis. The chromatographic performance of the new-phase P-CD-HPS has been evaluated in HPLC under multi-mode conditions via separating positional isomers of some disubstituted benzenes and enantiomers of some chiral drug compounds. The separation results show that P-CD-HPS exhibited excellent selectivity for separating the positional isomers of nitrophenol and nitraniline and the enantiomers of some chiral drug compounds. The hydroxyl residues of partially substituted β-cyclodextrin and chiral spacer linking to secondary hydroxyl site of the β-cyclodextrin in the P-CD-HPS not only have important contributions to chiral recognitions and separations, but also allow the P-CD-HPS to be used under multi-mode mobile-phase conditions in HPLC.

中文翻译:

部分取代苯基氨基甲酸酯-(3-(2-O-β-环糊精)-2-羟基丙氧基)-丙基甲硅烷基硅胶颗粒作为多模式高效液相色谱手性固定相的制备与应用

一种新型部分取代的环糊精键合二氧化硅颗粒——苯基氨基甲酸酯-(3-(2-O-β-环糊精)-2-羟基丙氧基)-丙基甲硅烷基附加二氧化硅(P-CD-HPS)已成功制备并使用在正相、反相和极性有机流动相条件下用作高效液相色谱 (HPLC) 中的手性固定相 (CSP)。P-CD-HPS 通过元素分析和傅里叶变换红外光谱 (FTIR) 分析表征。通过分离一些二取代苯的位置异构体和一些手性药物化合物的对映异构体,在多模式条件下在 HPLC 中评估了新相 P-CD-HPS 的色谱性能。分离结果表明,P-CD-HPS 对硝基苯酚和硝基苯胺的位置异构体以及一些手性药物化合物的对映体表现出优异的选择性。部分取代的 β-环糊精的羟基残基和与 P-CD-HPS 中 β-环糊精的仲羟基位点相连的手性间隔基不仅对手性识别和分离有重要贡献,而且还允许 P-CD-HPS在多模式流动相条件下用于 HPLC。
更新日期:2020-06-20
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