Complete (1)H-NMR and (13)C-NMR spectral assignment of five malonyl ginsenosides from the fresh flower buds of Panax ginseng

J Ginseng Res. 2016 Jul;40(3):245-50. doi: 10.1016/j.jgr.2015.08.003. Epub 2015 Aug 13.

Abstract

Background: Ginsenosides are the major effective ingredients responsible for the pharmacological effects of ginseng. Malonyl ginsenosides are natural ginsenosides that contain a malonyl group attached to a glucose unit of the corresponding neutral ginsenosides.

Methods: Medium-pressure liquid chromatography and semipreparative high-performance liquid chromatography were used to isolate purified compounds and their structures determined by extensive one-dimensional- and two-dimensional nuclear magnetic resonance (NMR) experiments.

Results: A new saponin, namely malonyl-ginsenoside Re, was isolated from the fresh flower buds of Panax ginseng, along with malonyl-ginsenosides Rb1, Rb2, Rc, Rd. Some assignments for previously published (1)H- and (13)C-NMR spectra were found to be inaccurate.

Conclusion: This study reports the complete NMR assignment of malonyl-ginsenoside Re, Rb1, Rb2, Rc, and Rd for the first time.

Keywords: NMR; Panax ginseng; flower buds; ginsenoside; malonyl ginsenoside Re.