Chromatographic and spectroscopic studies on β-cyclodextrin functionalized ionic liquid as chiral stationary phase: Enantioseparation of NSAIDs

Recently, we reported a new chiral stationary phase prepared using β-cyclodextrin functionalized with aromatic ionic liquid which is aimed to enhance the performance of enantioseparation of flavonoids and β-blockers. In this paper, the characteristics and performance of previously prepared chiral st...

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Main Authors: Nurul Yani Rahim, Kheng Soo Tay, Sharifah Mohamad
Format: Article
Language:English
Published: SAGE Publishing 2018-02-01
Series:Adsorption Science & Technology
Online Access:https://doi.org/10.1177/0263617416686798
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author Nurul Yani Rahim
Kheng Soo Tay
Sharifah Mohamad
author_facet Nurul Yani Rahim
Kheng Soo Tay
Sharifah Mohamad
author_sort Nurul Yani Rahim
collection DOAJ
description Recently, we reported a new chiral stationary phase prepared using β-cyclodextrin functionalized with aromatic ionic liquid which is aimed to enhance the performance of enantioseparation of flavonoids and β-blockers. In this paper, the characteristics and performance of previously prepared chiral stationary phase denoted as β-CD-BIMOTs were compared with the newly synthesized chiral stationary phase denoted as β-CD-DIMOTs. β-CD-DIMOTs were prepared by functionalization of β-cyclodextrin with aliphatic ionic liquid. The obtained β-CD-BIMOTs and β-CD-DIMOTs stationary phases were compared with native β-CD stationary phase for the enantioseparation of non-steroidal anti-inflammatory drugs (NSAIDs) (ibuprofen, indoprofen, ketoprofen and fenoprofen). The β-CD-BIMOTs stationary phase showed greater chiral resolution capabilities rather than β-CD-DIMOTs and native β-CD stationary phases. Further, in order to understand the interaction of enantioseparation, the inclusion complex formation between NSAIDs and β-CD-BIMOTs was studied using 1 H NMR, NOESY and UV/Vis. The enantioseparated NSAIDs were found to form multiple interactions with β-CD-BIMOTs-CSP.
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institution Kabale University
issn 0263-6174
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publishDate 2018-02-01
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series Adsorption Science & Technology
spelling doaj-art-e5c8b7b6698340a1b31f2337e5ae5a912025-01-02T23:11:48ZengSAGE PublishingAdsorption Science & Technology0263-61742048-40382018-02-013610.1177/0263617416686798Chromatographic and spectroscopic studies on β-cyclodextrin functionalized ionic liquid as chiral stationary phase: Enantioseparation of NSAIDsNurul Yani RahimKheng Soo TaySharifah MohamadRecently, we reported a new chiral stationary phase prepared using β-cyclodextrin functionalized with aromatic ionic liquid which is aimed to enhance the performance of enantioseparation of flavonoids and β-blockers. In this paper, the characteristics and performance of previously prepared chiral stationary phase denoted as β-CD-BIMOTs were compared with the newly synthesized chiral stationary phase denoted as β-CD-DIMOTs. β-CD-DIMOTs were prepared by functionalization of β-cyclodextrin with aliphatic ionic liquid. The obtained β-CD-BIMOTs and β-CD-DIMOTs stationary phases were compared with native β-CD stationary phase for the enantioseparation of non-steroidal anti-inflammatory drugs (NSAIDs) (ibuprofen, indoprofen, ketoprofen and fenoprofen). The β-CD-BIMOTs stationary phase showed greater chiral resolution capabilities rather than β-CD-DIMOTs and native β-CD stationary phases. Further, in order to understand the interaction of enantioseparation, the inclusion complex formation between NSAIDs and β-CD-BIMOTs was studied using 1 H NMR, NOESY and UV/Vis. The enantioseparated NSAIDs were found to form multiple interactions with β-CD-BIMOTs-CSP.https://doi.org/10.1177/0263617416686798
spellingShingle Nurul Yani Rahim
Kheng Soo Tay
Sharifah Mohamad
Chromatographic and spectroscopic studies on β-cyclodextrin functionalized ionic liquid as chiral stationary phase: Enantioseparation of NSAIDs
Adsorption Science & Technology
title Chromatographic and spectroscopic studies on β-cyclodextrin functionalized ionic liquid as chiral stationary phase: Enantioseparation of NSAIDs
title_full Chromatographic and spectroscopic studies on β-cyclodextrin functionalized ionic liquid as chiral stationary phase: Enantioseparation of NSAIDs
title_fullStr Chromatographic and spectroscopic studies on β-cyclodextrin functionalized ionic liquid as chiral stationary phase: Enantioseparation of NSAIDs
title_full_unstemmed Chromatographic and spectroscopic studies on β-cyclodextrin functionalized ionic liquid as chiral stationary phase: Enantioseparation of NSAIDs
title_short Chromatographic and spectroscopic studies on β-cyclodextrin functionalized ionic liquid as chiral stationary phase: Enantioseparation of NSAIDs
title_sort chromatographic and spectroscopic studies on β cyclodextrin functionalized ionic liquid as chiral stationary phase enantioseparation of nsaids
url https://doi.org/10.1177/0263617416686798
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AT khengsootay chromatographicandspectroscopicstudiesonbcyclodextrinfunctionalizedionicliquidaschiralstationaryphaseenantioseparationofnsaids
AT sharifahmohamad chromatographicandspectroscopicstudiesonbcyclodextrinfunctionalizedionicliquidaschiralstationaryphaseenantioseparationofnsaids