Complete <SUP>1</SUP>H-NMR and <SUP>13</SUP>C-NMR spectral analysis of the pairs of 20(S) and 20(R) ginsenosides

  • Yang, Heejung
  • Kim, Jeom Yong
  • Kim, Sun Ok
  • Yoo, Young Hyo
  • Sung, Sang Hyun
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초록

Background: Ginsenosides, the major ingredients of Panax ginseng, have been studied for many decades in Asian countries as a result of their wide range of pharmacological properties. The less polar ginsenosides, with one or two sugar residues, are not present in nature and are produced during manufacturing processes by methods such as heating, steaming, acid hydrolysis, and enzyme reactions. H-1-NMR and C-13-NMR spectroscopic data for the identification of the less polar ginsenosides are often unavailable or incomplete. Methods: We isolated 21 compounds, including 10 pairs of 20(S) and 20(R) less polar ginsenosides (1-20), and an oleanane-type triterpene (21) from a processed ginseng preparation and obtained complete H-1-NMR and C-13-NMR spectroscopic data for the following compounds, referred to as compounds 1-21 for rapid identification: 20(S)-ginsenosides Rh2 (1), 20(R)-Rh2 (2), 20(S)-Rg3 (3), 20(R)-Rg3 (4), 6'-O-acetyl-20(S)-Rh2 [20(S)-AcetylRh2] (5), 20(R)-AcetylRh2 (6), 25-hydroxy-20(S)-Rh2 (7), 25-hydroxy-20(S)-Rh2 (8), 20(S)-Rh1 (9), 20(R)-Rh1 (10), 20(S)-Rg2 (11), 20(R)-Rg2 (12), 25-hydroxy-20(S)-Rh1 (13), 25-hydroxy-20(R)-Rh1 (14), 20(S)-AcetylRg2 (15), 20(R)-AcetylRg2 (16), Rh4 (17), Rg5 (18), Rk1 (19), 25-hydroxy-Rh4 (20), and oleanolic acid 28-O-beta-D-glucopyranoside (21). Copyright (C) 2014, The Korean Society of Ginseng, Published by Elsevier. All rights reserved.

키워드

less polar ginsenosidesnuclear magnetic resonance spectroscopyPanax ginsengprotopanaxadiolprotopanaxatriolACETYLATED GINSENOSIDESGINSENGGLYCOSIDESSAPONINSTRANSFORMATIONSQUALITY
제목
Complete <SUP>1</SUP>H-NMR and <SUP>13</SUP>C-NMR spectral analysis of the pairs of 20(S) and 20(R) ginsenosides
저자
Yang, HeejungKim, Jeom YongKim, Sun OkYoo, Young HyoSung, Sang Hyun
DOI
10.1016/j.jgr.2014.05.002
발행일
2014-07
유형
Article
저널명
Journal of Ginseng Research
38
3
페이지
194 ~ 202