Discovery, isolation and structural identification of alkaloid glycosides in six traditional Chinese medicine such as Coptis chinensis.
10.19540/j.cnki.cjcmm.20230518.301
- Author:
Ru WANG
1
;
Liang-Jun GUAN
2
;
Liang-Mian CHEN
2
;
Rui PENG
3
;
Jing-Jing ZHU
2
;
Xiao-Qian LIU
2
;
Hui-Min GAO
2
;
Zhi-Min WANG
3
Author Information
1. Tianjin University of Traditional Chinese Medicine Tianjin 301617, China National Engineering Laboratory of Quality Control Technology of Chinese Materia Medica, Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences Beijing 100700, China.
2. National Engineering Laboratory of Quality Control Technology of Chinese Materia Medica, Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences Beijing 100700, China.
3. National Engineering Laboratory of Quality Control Technology of Chinese Materia Medica, Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences Beijing 100700, China School of Pharmacy, Henan University of Chinese Medicine Zhengzhou 450046, China.
- Publication Type:Journal Article
- Keywords:
Coptis chinensis;
Menispermum dauricum;
Phellodendron chinense;
Sinomenium acutum;
Stephania tetrandra;
Tinospora sagittata;
alkaloid glycosides
- MeSH:
Glycosides/chemistry*;
Medicine, Chinese Traditional;
Tandem Mass Spectrometry/methods*;
Coptis chinensis;
Drugs, Chinese Herbal/chemistry*;
Alkaloids/analysis*;
Plant Extracts/chemistry*;
Antineoplastic Agents;
Plants, Medicinal/chemistry*;
Water;
Chromatography, High Pressure Liquid/methods*;
Coptis/chemistry*
- From:
China Journal of Chinese Materia Medica
2023;48(17):4598-4609
- CountryChina
- Language:Chinese
-
Abstract:
Alkaloids are important active ingredients occurring in many traditional Chinese medicines, and alkaloid glycosides are one of their existence forms. The introduction of saccharide units improves the water solubility of alkaloid glycosides thus presenting better biological activity.Because of the low content in plants, alkaloid glycosides have been not comprehensively studied. In this study, ultrahigh performance liquid chromatography-quadrupole time of flight-tandem mass spectrometry(UPLC-QTOF-MS/MS) was employed to identify and analyze the alkaloid glycosides in Coptis chinensis, Phellodendron chinense, Menispermum dauricum, Sinomenium acutum, Tinospora sagittata and Stephania tetrandra. The results showed that except Tinospora sagittata, the other five herbal medicines contained alkaloid glycosides. Furthermore, the alkaloid glycosides in each herbal medicine were identified based on UV absorption spectra, quasimolecular ion peaks in MS, fragment ions information in the MS/MS, and previous literature reports. A total of 42 alkaloid glycosides were identified. More alkaloid glycosides were identified in C. chinensis and Menispermum dauricum, and eleven in C. chinensis were potential new compounds. Furthermore, the alkaloid glycosides in the water extract of C. chinensis were coarsely se-parated by macroporous adsorption resin, purified by column chromatography with D151 cation exchange resin, ODS and MCI, combined with semi-preparative high performance liquid chromatography. Two new alkaloid glycosides were obtained, and their structures were identified by mass spectrometry and NMR data as(S)-7-hydroxy-1-(p-hydroxybenzyl)-2,2-N,N-dimethyl-1,2,3,4-tetrahydroisoquinoline-6-O-β-D-glucopyranoside and(S)-N-methyltetrahydropalmatubine-9-O-β-D-glucopyranoside, respectively. This study is of great significance for enriching the information about the chemical composition and the in-depth development of C. chinensis. Meanwhile, it can provide a reference for rapid identification and isolation of alkaloid glycosides from other Chinese herbal medicines.
