Literature DB >> 33197835

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

Attila Bajtai1, István Ilisz2, Róbert Berkecz1, Ferenc Fülöp3, Wolfgang Lindner4, Antal Péter1.   

Abstract

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.
Copyright © 2020 The Author(s). Published by Elsevier B.V. All rights reserved.

Entities:  

Keywords:  Cinchona alkaloids; Diastereoseparation; Enantioseparation; HPLC; Polysaccharide-based chiral stationary phases

Mesh:

Substances:

Year:  2020        PMID: 33197835     DOI: 10.1016/j.jpba.2020.113724

Source DB:  PubMed          Journal:  J Pharm Biomed Anal        ISSN: 0731-7085            Impact factor:   3.935


  3 in total

1.  Recent Advances in Supramolecular Affinity Separations: Affinity Chromatography and Related Methods.

Authors:  Ashley G Woolfork; Sazia Iftekhar; Susan Ovbude; Kyungah Suh; Sadia Sharmeen; Isaac Kyei; Jacob Jones; David S Hage
Journal:  Adv Chromatogr       Date:  2021       Impact factor: 0.400

2.  Comparative Chiral Separation of Thalidomide Class of Drugs Using Polysaccharide-Type Stationary Phases with Emphasis on Elution Order and Hysteresis in Polar Organic Mode.

Authors:  Mohammadhassan Foroughbakhshfasaei; Máté Dobó; Francisc Boda; Zoltán-István Szabó; Gergő Tóth
Journal:  Molecules       Date:  2021-12-24       Impact factor: 4.411

3.  Characteristic and complementary chiral recognition ability of four recently developed immobilized chiral stationary phases based on amylose and cellulose phenyl carbamates and benzoates.

Authors:  Takafumi Onishi; Takunori Ueda; Kenichi Yoshida; Kosuke Uosaki; Hiroyuki Ando; Ryota Hamasaki; Atsushi Ohnishi
Journal:  Chirality       Date:  2022-04-12       Impact factor: 2.183

  3 in total

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