Mangelings D, Vander Heyden Y, Vespalec R
Department of Analytical Chemistry and Pharmaceutical Technology, Vrije Universiteit Brussel, Center for Pharmaceutical Research, Laarbeeklaan 103, B-1090, Brussels, Belgium.
Biomed Chromatogr. 2014 May;28(5):694-707. doi: 10.1002/bmc.3091. Epub 2014 Jan 23.
In this study, the screening steps of chiral separation strategies with polysaccharide-based chiral stationary phases were applied on boron cluster compounds in normal-phase liquid chromatography (NPLC) and polar organic solvents chromatography (POSC). Since the screening steps were initially developed to analyze organic compounds, their applicability for boron clusters was investigated. Overall, the screening steps in NPLC were applicable for the separation of zwitterions, while for anions mostly no elution was observed. A hypothesis for the latter behavior is precipitation of anions in the nonpolar mobile phases. Ten out of 11 compounds could be partially or baseline separated on the NPLC screening systems. In POSC, all zwitterions were separated on at least one of the screening systems, with an overall lower retention as in NPLC. Anions were detected but not separated in the majority of the experiments. Also their retention on the chiral stationary phases was very limited. This study showed that the chiral discrimination potential of chemically modified polysaccharides is meaningful for chiral separations of structurally chiral boron cluster species, but needs further systematic research, in which recognition mechanisms should be further explored. In addition, some unusual peaks also indicated that conditions with a high separation efficiency must first be searched for some of the tested systems.
在本研究中,基于多糖的手性固定相的手性分离策略的筛选步骤应用于正相液相色谱(NPLC)和极性有机溶剂色谱(POSC)中的硼簇化合物。由于筛选步骤最初是为分析有机化合物而开发的,因此研究了它们对硼簇的适用性。总体而言,NPLC中的筛选步骤适用于两性离子的分离,而对于阴离子,大多未观察到洗脱。对于后一种行为的一个假设是阴离子在非极性流动相中沉淀。11种化合物中的10种可以在NPLC筛选系统上部分或基线分离。在POSC中,所有两性离子在至少一个筛选系统上被分离,总体保留时间比在NPLC中更低。在大多数实验中检测到了阴离子,但未实现分离。它们在手性固定相上的保留也非常有限。本研究表明,化学修饰多糖的手性识别潜力对于结构手性硼簇物种的手性分离具有意义,但需要进一步的系统研究,其中应进一步探索识别机制。此外,一些异常峰还表明,对于某些测试系统,必须首先寻找具有高分离效率的条件。