Polysaccharide-based chiral stationary phases as efficient tools for diastereo- and enantioseparation of natural and synthetic Cinchona alkaloid analogs

Polysaccharide-based chiral stationary phases as efficient tools for diastereo- and enantioseparation of natural and synthetic Cinchona alkaloid analogs
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DOI:
10.1016/j.jpba.2020.113724
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发表时间:
2021-01-30
影响因子:
3.4
通讯作者:
Peter, Antal
Peter, Antal
中科院分区:
医学3区
文献类型:
--
作者:
Bajtai, Attila;Ilisz, Istvan;Peter, Antal

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在这项研究中,我们介绍了一些基本的天然和人工合成的金鸡纳生物碱类似物的非对映分离和对映体分离的结果,通过使用正己烷/醇/DEA或二氧化碳/醇/DEA流动相系统在直链淀粉和纤维素三(苯基氨基甲酸酯)为固定相上应用液相色谱(LC)和亚临界流体色谱(SFC)方法。七种固定化形式的手性固定相被用来研究它们对一系列密切相关的分析物的立体选择性。通过改变应用的色谱条件(例如,乙醇改进剂的性质和含量、添加剂的浓度、温度)来评价LC和SFC系统最重要的特性。Chiralpak IC和IG柱在LC和SFC模式中都是最好的。温度依赖性研究表明,在大多数情况下,分离是由焓控制的,但也存在由熵控制的分离。(C)2020年提交人(S)。爱思唯尔出版公司(Elsevier B.V.)
In this study, we present results obtained on the diastereo- and enantioseparation of some basic natural and synthetic Cinchona alkaloid analogs by applying liquid chromatographic (LC) and subcritical fluid chromatographic (SFC) modalities on amylose and cellulose tris-(phenylcarbamate)-based stationary phases using n-hexane/alcohol/DEA or CO2/alcohol/DEA mobile phase systems. Seven chiral stationary phases in their immobilized form were employed to explore their stereoselectivity for a series of closely related group of analytes. The most important characteristics of LC and SFC systems were evaluated through the variation of the applied chromatographic conditions (e.g., the nature and content of the alcohol modifier, the concentration of additives, temperature). The columns Chiralpak IC and IG turned out to be the best in both LC and SFC modalities. Temperature-dependence study indicated enthalpy-controlled separation in most cases; however, separation controlled by entropy was also registered. (C) 2020 The Author(s). Published by Elsevier B.V.