Abstract
The HPLC enantiomeric separation of thirteen flavanones was accomplished in the normalphase mode using six polysaccharide-based chiral stationary phases namely, Chiralcel® OD-H, Chiralcel ® OD, Chiralcel® OJ, Chiralpak® AD, Chiralpak® IA and Chiralpak® IB and various n- alkane/ alcohol mobile phases. The enantioseparation of flavanone and its eight mono substituted derivatives is reported including four methoxylatedflavanones in positions; 4’, 5, 6 and 7, respectively, and four hydroxylated in positions 2’, 4’, 6 and 7, respectively. Furthermore, the enantioseparation of the two aglyconeshesperetin, naringenin and the diasteriomeric separation of their flavanone glycosides hesperidin and naringin were achieved. The chiral recognition mechanism of each stationary phase is suggested based on the chemical structure and conformation of the chiral selector.
Keywords: Flavanones, HPLC, enantioseparation, diastereomeric separation, polysaccharide-based chiral stationary phase.
Current Pharmaceutical Analysis
Title:Chiral Separation of Several Flavanones by Liquid Chromatography
Volume: 11 Issue: 3
Author(s): Nasser Belboukhari, Nawel Lahmar, Khaled Sekkoum, Abdelkrim Cheriti and Hassan Y. Aboul-Enein
Affiliation:
Keywords: Flavanones, HPLC, enantioseparation, diastereomeric separation, polysaccharide-based chiral stationary phase.
Abstract: The HPLC enantiomeric separation of thirteen flavanones was accomplished in the normalphase mode using six polysaccharide-based chiral stationary phases namely, Chiralcel® OD-H, Chiralcel ® OD, Chiralcel® OJ, Chiralpak® AD, Chiralpak® IA and Chiralpak® IB and various n- alkane/ alcohol mobile phases. The enantioseparation of flavanone and its eight mono substituted derivatives is reported including four methoxylatedflavanones in positions; 4’, 5, 6 and 7, respectively, and four hydroxylated in positions 2’, 4’, 6 and 7, respectively. Furthermore, the enantioseparation of the two aglyconeshesperetin, naringenin and the diasteriomeric separation of their flavanone glycosides hesperidin and naringin were achieved. The chiral recognition mechanism of each stationary phase is suggested based on the chemical structure and conformation of the chiral selector.
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Cite this article as:
Belboukhari Nasser, Lahmar Nawel, Sekkoum Khaled, Cheriti Abdelkrim and Y. Aboul-Enein Hassan, Chiral Separation of Several Flavanones by Liquid Chromatography, Current Pharmaceutical Analysis 2015; 11 (3) . https://dx.doi.org/10.2174/1573412911666150224235740
DOI https://dx.doi.org/10.2174/1573412911666150224235740 |
Print ISSN 1573-4129 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-676X |
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