Moskaľová Marianna, Petrovaj Ján, Gondová Taťána, Budovská Mariana, Armstrong Daniel W
Department of Analytical Chemistry, Faculty of Science, P.J. Šafárik University, Košice, Slovak Republic.
Department of Organic Chemistry, Faculty of Science, P.J. Šafárik University, Košice, Slovak Republic.
J Sep Sci. 2016 Oct;39(19):3669-3676. doi: 10.1002/jssc.201600739. Epub 2016 Sep 7.
For the first time, three different derivatized cyclofructan chiral stationary phases were used for the direct high-performance liquid chromatographic enantiomeric separation of 11 new racemic analogs of a natural indole phytoalexin. This class of compounds is known to have significant antiproliferative activity and other potentially useful pharmacological properties. The effect of various experimental factors was investigated to optimize the separations in the normal-phase mode. It was found that the nature of polar modifier and additive in the mobile phase have significant impact on the enantioseparations. Better chiral recognition of analyzed compounds was achieved on (R)-naphthylethyl carbamate cyclofructan 6 than on isopropyl carbamate cyclofructan 6 and dimethylphenyl carbamate cyclofructan 7. The thermodynamic parameters showed that the chiral separation was enthalpy controlled in all cases.
首次使用三种不同衍生化的环糊精手性固定相，通过直接高效液相色谱法对一种天然吲哚植物抗毒素的11种新的外消旋类似物进行对映体分离。已知这类化合物具有显著的抗增殖活性和其他潜在有用的药理特性。研究了各种实验因素的影响，以优化正相模式下的分离。结果发现，流动相中极性改性剂和添加剂的性质对映体分离有显著影响。与异氨基甲酸异丙酯环糊精6和二甲基苯基氨基甲酸酯环糊精7相比，(R)-萘基乙基氨基甲酸酯环糊精6对分析化合物具有更好的手性识别能力。热力学参数表明，在所有情况下，手性分离均受焓控制。
