Nano Archive

Optical isomer separation of flavanones and flavanone glycosides by nano-liquid chromatography using a phenyl-carbamate-propyl-[beta]-cyclodextrin chiral stationary phase

Si-Ahmed, Kahina and Tazerouti, Fairouz and Badjah-Hadj-Ahmed, Ahmed Y. and Aturki, Zeineb and D'Orazio, Giovanni and Rocco, Anna and Fanali, Salvatore (2010) Optical isomer separation of flavanones and flavanone glycosides by nano-liquid chromatography using a phenyl-carbamate-propyl-[beta]-cyclodextrin chiral stationary phase. Journal of Chromatography A, 1217 (7). 1175 - 1182.

Full text is not hosted in this archive but may be available via the Official URL, or by requesting a copy from the corresponding author.

Official URL: http://www.sciencedirect.com/science/article/B6TG8...

Abstract

In this paper a phenyl-carbamate-propyl-β-cyclodextrin stationary phase was employed for the enantioseparation of several flavonoids, including flavanones and methoxyflavanones by using nano-liquid chromatography (nano-LC). The same stationary phase was also used for the diastereoisomeric separation of two flavanone glycosides. The compounds: flavanone, 2′-hydroxyflavanone, 4′-hydroxyflavanone, 6-hydroxyflavanone, 7-hydroxyflavanone, 4′-methoxyflavanone, 6-methoxyflavanone, 7-methoxyflavanone, hesperetin, hesperidin, naringenin and naringin were studied using reversed, polar organic and normal elution modes. The effect of the nature and composition of the mobile phase (organic modifier type, buffer and water content in the reversed phase mode) on the enantioresolution (Rs), retention factor (k) and enantioselectivity (α) were investigated. Baseline resolution of all studied flavonoids, with the exception of 2′-hydroxyflavanone and naringin, was achieved in reversed phase mode using a mixture of MeOH/H2O at different ratios as mobile phase. Good results, in terms of peak efficiency and short analysis time, were obtained adding 1% triethylammonium acetate pH 4.5 buffer to MeOH/H2O mixture. The separation of the studied compounds was also performed in polar organic mode. By using 100% of MeOH as mobile phase, the resolution was achieved for the studied analytes, except for 7-hydroxyflavanone, 2′-hydroxyflavanone, naringenin, hesperidin and naringin. Normal mode was tested employing a mixture of EtOH/hexane/TFA as mobile phase achieving the enantiomeric and diastereomeric separation of only hesperetin and hesperidin, respectively. The use of nano-LC technique for the resolution of flavanones optical isomers allowed to achieve good resolutions in shorter analysis time compared to the results reported in literature with conventional HPLC.

Item Type:Article
Additional Information:Chiral Separations - In honour of Prof. Volker Schurig
Uncontrolled Keywords:Nano-liquid chromatography; Cyclodextrins; Enantiomeric resolution; Diastereomeric resolution; Chiral; Flavanones
Subjects:Analytical Science > Metrology and standards in nanotechnology
ID Code:8487
Deposited By:SPI
Deposited On:22 Apr 2010 10:29
Last Modified:22 Apr 2010 10:29

Repository Staff Only: item control page