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

Rahim, Nurul Yani and Tay, Kheng Soo and Mohamad, Sharifah (2018) Chromatographic and spectroscopic studies on β-cyclodextrin functionalized ionic liquid as chiral stationary phase: Enantioseparation of NSAIDs. Adsorption Science & Technology, 36 (1-2). pp. 130-148. ISSN 0263-6174, DOI https://doi.org/10.1177/0263617416686798.

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Official URL: https://doi.org/10.1177/0263617416686798

Abstract

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 1H NMR, NOESY and UV/Vis. The enantioseparated NSAIDs were found to form multiple interactions with β-CD-BIMOTs-CSP.

Item Type: Article
Funders: University Malaya: IPPP grant PG027/2013A and UMRG grant (RP006A-13SUS and RP011B-14SUS)
Uncontrolled Keywords: enantioseparation; inclusion complex; ionic liquid; NSAIDs; β-cyclodextrin
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Divisions: Faculty of Science > Department of Chemistry
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 18 Apr 2019 01:47
Last Modified: 18 Apr 2019 01:47
URI: http://eprints.um.edu.my/id/eprint/20988

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