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Natural Product Research
Formerly Natural Product Letters
Volume 24, 2010 - Issue 7
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Original Articles

Chiral separation of hesperidin and naringin and its analysis in a butanol extract of Launeae arborescens

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Pages 669-681 | Received 12 Jan 2009, Accepted 10 Jul 2009, Published online: 15 Apr 2010
 

Abstract

Two flavanone glycosides were isolated from the aerial part of Launeae arborescens (Asteraceae), which were identified as hesperidin and naringin. They are the most abundant flavonoids in the edible parts of many species of citrus fruits. In this study, we were interested in the chiral separation and determination of the diastereomerisation barriers of hesperidin and naringin by HPLC methods. The chiral separation HPLC screening of diastereomers of hesperidin and naringin by HPLC methods was accomplished in the normal-phase mode using 11 chiral stationary phases and various n-hexane/alcohol mobile phases. The rate constants and activation energy of diastereomerisation (ΔG#) of flavanones, naringin and hesperidin were determined, respectively, on Chiralpak IC and Chiralpak IA. The analysis of flavanones isolated in butanol extracts of Launeae arborescens were confirmed by HPLC on Chiralpak IC.

Acknowledgements

The authors are grateful to Prof. N. Rayan (Najah University), and would like to express their gratitude to the MESRS – Algeria for their financial support.

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