Enantioseparation of ß-carboline derivatives on polysaccharide- and strong cation exchanger-based chiral stationary phases. A comparative study

In this study we attempted to describe in a comparative manner the enantioselectivity performance of six different polysaccharide- and two strong cation exchanger-type chiral stationary phases (CSPs) for the resolution of free and N-protected β-carboline derivatives. On commercially available cellul...

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Bibliographic Details
Main Authors: Lajkó Gyula
Grecsó Nóra
Megyesi Rita
Forró Enikő
Fülöp Ferenc
Wolrab Denise
Lindner Wolfgang
Péter Antal
Ilisz István
Format: Article
Published: 2016
Series:JOURNAL OF CHROMATOGRAPHY A 1467
doi:10.1016/j.chroma.2016.05.040

mtmt:3085099
Online Access:http://publicatio.bibl.u-szeged.hu/9900
Description
Summary:In this study we attempted to describe in a comparative manner the enantioselectivity performance of six different polysaccharide- and two strong cation exchanger-type chiral stationary phases (CSPs) for the resolution of free and N-protected β-carboline derivatives. On commercially available cellulose- or amylose-based CSPs, the enantioseparations were carried out in normal-phase mode by variation of the nature and the concentration of the alcohol modifier in n-hexane as mobile phase. With the application of strong cation exchanger-type CSPs, the enantioseparations were optimized by the variation of methanol-acetonitrile bulk solvent compositions in the presence of various amounts of acid and base additives acting as counter-ions. Detailed thermodynamic investigations revealed that in all cases the enantioseparations observed were enthalpically driven, i.e. the retention and selectivity decreased with increasing temperature. Elution sequences were determined routinely; no general rule was found on polysaccharide-based CSPs, while on the two enantiomeric strong cation exchanger-type CSPs the predicted reversal of the elution sequence could be confirmed on switching from one enantiomeric CSP to the other form. © 2016 Elsevier B.V.
Physical Description:188-198
ISSN:0021-9673