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Analytical Methods
Original Paper
Planta Med 2007; 73: 1225-1229
DOI: 10.1055/s-2007-981590

© Georg Thieme Verlag KG Stuttgart · New York
 
 
Investigation of the Hydrolysis of Ginsenosides by High Performance Liquid Chromatography-Electrospray Ionization Mass Spectrometry
 
Xu Zhang1, 2, Fengrui Song1, Meng Cui1, Zhiqiang Liu1, Shuying Liu1
1 Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun Center of Mass Spectrometry, Changchun, P. R. China
2 Graduate University of the Chinese Academy of Sciences, Beijing, P. R. China

Abstract

The hydrolysis of ginsenoside standards and the crude extracts of ginseng has been investigated at different pH values (2.4 - 11.2) using high performance liquid chromatography-electrospray ionization mass spectrometry (HPLC-ESI-MS). The experimental results indicated that the pH value of aqueous solutions is an important factor in changing the composition of ginsenosides. For (20S)-protopanaxadiol ginsenosides, ginsenosides with a large mass hydrolyzed to form hydrolysates (20S)-Rg3 and (20R)-Rg3 at pH 4.3. There were more hydrolyzed products observed at pH 3.3: (20S)-F2, C-25,26 hydrated ginsenoside ”C-Y1” and ”C-Y2” (MW = 802 Da) accompanied with (20S)-Rg3, (20R)-Rg3. At pH 2.4, only (20R)-Rg3, (20S)-F2, a small quantity of (20S)-Rg3 and three C-25,26 hydrated ginsenosides were obtained. For (20S)-protopanaxatriol Re, no hydrolysates were observed at pH 4.3; it was hydrolyzed at pH 3.3 to form hydrolysates (20S)-Rg2, (20R)-Rg2 and hydrated C-25,26 (MW = 802 Da) and at pH 2.4 only C-25,26 hydrated ginsenosides ”C-Y1” and ”C-Y2” (MW = 802 Da) were left in the solution. Similar hydrolysis reactions could be also observed for the crude extracts of ginseng. It showed that HPLC/ESI-MS is a fast and convenient method to study the hydrolysis of ginseng.

Key words

Hydrolysis - ginseng - Panax ginseng - Panax quinquefolius - Araliaceae - ginsenoside - HPLC-ESI-MS

 
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