Semi-Synthesis and Cellular Effects of Three Different Ginsenosides Derived from Re, Rh1, and PPT

被引:0
作者
Hongda Ding
Yanping Chen
Shuang Chen
Man Man Li
Zhao Yi Tan
Zhen Yao Lu
Pengfei Zhang
Wei Gao
Yan Xu
Fangfei Xu
Zhicai Wang
机构
[1] Jilin University,Department of Chemistry
[2] Jilin Shulan 20 Middle School of Jilin,The Key Laboratory of Drug Metabolism and Pharmacokinetics
[3] China Pharmaceutical University,undefined
[4] Jian Pharmaceutical Co.,undefined
[5] Ltd,undefined
来源
Chemistry of Natural Compounds | 2019年 / 55卷
关键词
ginsenoside; semi-synthesis; NMR spectra; triterpenoid; activity studies;
D O I
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中图分类号
学科分类号
摘要
3β,12β,25-Trihydroxydammar-(E/Z)-20(22)-ene-6-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside, 3β,2β,25-trihydroxydammar-(E/Z)-20(22)-ene-6-O-β-D-glucopyranoside, and dammar-20(22)-ene-3,6,12,25-tetrol(3β,6β,12β,20E/Z) were synthesized from the ginsenosides Re, Rh1, and PPT, respectively, via a simple three-step process involving acetylation, elimination-addition, and saponification. We obtained the detailed structures of these compounds by 1D and 2D NMR, and by HR-ESI-MS. Among them, dammar-20(22)-ene-3,6,12,25-tetrol(3β,6β,12β,20Z) was identified as a new triterpenoid ginsenoside. The cytotoxic and hemolytic effects of these compounds towards cancer cells and erythrocytes were also evaluated.
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页码:66 / 73
页数:7
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共 39 条
  • [1] Cho IH(2012)undefined J. Agric. Food. Chem. 60 7616-undefined
  • [2] Lee HJ(1981)undefined J. Nat. Prod. 44 401-undefined
  • [3] Kim YS(1998)undefined Phytomed. Eur. 16 221-undefined
  • [4] Tani T(2009)undefined Curr. Vasc. Pharmacol. 17 293-undefined
  • [5] Kubo M(2010)undefined J. Ethnopharmacol. 127 118-undefined
  • [6] Katsuki T(2009)undefined Phytochem. Lett. 2 63-undefined
  • [7] Hinashino M(2013)undefined J. Agric. Food. Chem. 61 9185-undefined
  • [8] Teruaki H(2009)undefined Chin. Chem. Lett. 20 687-undefined
  • [9] Sticher O(2007)undefined J. Nat. Prod. 70 1203-undefined
  • [10] Lu JM(2015)undefined J. Phytochem. Lett. 20 13-undefined