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Comparison of dimethylated and methylchlorinated amylose stationary phases, coated and covalently immobilized on silica, for the separation of some chiral compounds in supercritical fluid chromatography.
Journal of Chromatography A ( IF 3.8 ) Pub Date : 2020-03-18 , DOI: 10.1016/j.chroma.2020.461053
Anca-Elena Dascalu 1 , Alina Ghinet 2 , Bezhan Chankvetadze 3 , Emmanuelle Lipka 4
Affiliation  

The chromatographic properties of a new coated amylose tris(3-chloro-5-methylphenylcarbamate) were evaluated in supercritical fluid chromatography for the separation of enantiomers of chiral 1-aryl-5-aryl-pyrrolidin-2-one derivatives, potential anticancer agents, and some commercial drugs. The mobile phase consisted of CO2-modifier mixtures with 30% of either methanol or ethanol, the flow rate was 3 mL/min. The column oven temperature was 40 °C and the outlet pressure was 15 MPa, in order to limit the compressibility of the CO2, thus limiting density variation along the column. The obtained results were then compared to those observed toward 3 other stationary phases: the coated amylose tris(3,5-dimethylphenylcarbamate), the immobilized amylose tris(3,5-dimethylphenylcarbamate) and the coated amylose tris(5-chloro-2-methylphenylcarbamate). It was shown that the new coated amylose tris(3-chloro-5-methylphenylcarbamate) was the most retentive column whatever the studied compounds, particularly for thalidomide and omeprazole with retention factors up to 73.3 and 29.5for the second enantiomer, respectively. Concerning the enantioselectivity, even most of the compounds are separated on all the four columns, the coated amylose tris(3-chloro-5-methylphenylcarbamate) allows the best resolution for most of the ten studied analytes (except omeprazole for which the resolution values are equal to 7.8 and 9.7 on the coated amylose tris(3-chloro-5-methylphenylcarbamate) and amylose tris(3,5-dimethylphenylcarbamate), respectively). Acting in complementary ways, the two chlorinated stationary phases permitted the complete separation of enantiomers of nine compounds out of the ten.

中文翻译:

包覆并共价固定在硅胶上的二甲基化和甲基氯化直链淀粉固定相的比较,用于在超临界流体色谱中分离某些手性化合物。

在超临界流体色谱中评估了一种新的包被的直链淀粉三(3-氯-5-甲基苯基氨基甲酸酯)的色谱性能,用于分离手性1-芳基-5-芳基-吡咯烷丁-2-酮衍生物,潜在的抗癌剂的对映异构体,和一些商业药物。流动相由CO2改性剂混合物与30%的甲醇或乙醇组成,流速为3 mL / min。柱箱温度为40°C,出口压力为15 MPa,以限制CO2的可压缩性,从而限制了沿色谱柱的密度变化。然后将获得的结果与在其他3个固定相上观察到的结果进行比较:包被的直链淀粉三(3,5-二甲基苯基氨基甲酸酯),固定化的直链淀粉三(3,5-二甲基苯基氨基甲酸酯)和包被的直链淀粉三(5-氯-2-甲基苯基氨基甲酸酯)。结果表明,无论所研究的化合物是什么,新涂覆的直链淀粉直链淀粉三(3-氯-5-甲基苯基氨基甲酸酯)是最具保留力的色谱柱,尤其对于沙利度胺和奥美拉唑而言,第二种对映体的保留因子分别高达73.3和29.5。关于对映选择性,即使大多数化合物都在所有四个色谱柱上分离,包被的直链淀粉三(3-氯-5-甲基苯基氨基甲酸酯)可以使十种研究分析物中的大多数获得最佳分离度(奥美拉唑除外,其拆分值为分别在包覆的直链淀粉三(3-氯-5-甲基苯基氨基甲酸酯)和直链淀粉三(3,5-二甲基苯基氨基甲酸酯)上分别等于7.8和9.7)。通过互补作用,两个氯化固定相可以将十种化合物中的九种化合物的对映异构体完全分离。
更新日期:2020-03-18
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