Phenolic acid derivatives from Bauhinia glauca subsp. pernervosa.
- Author:
Qiao-Li ZHAO
1
;
Zeng-Bao WU
;
Zhi-Hui ZHENG
;
Xin-Hua LU
;
Hong LIANG
;
Wei CHENG
;
Qing-Ying ZHANG
;
Yu-Ying ZHAO
Author Information
1. State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China.
- Publication Type:Journal Article
- MeSH:
Bauhinia;
chemistry;
Benzoates;
chemistry;
isolation & purification;
pharmacology;
Drugs, Chinese Herbal;
chemistry;
isolation & purification;
pharmacology;
Gallic Acid;
analogs & derivatives;
chemistry;
isolation & purification;
pharmacology;
Glucosides;
chemistry;
isolation & purification;
pharmacology;
Hydroxybenzoates;
chemistry;
isolation & purification;
pharmacology;
Phenols;
chemistry;
isolation & purification;
pharmacology;
Plant Stems;
chemistry;
Plants, Medicinal;
chemistry;
Protein Tyrosine Phosphatase, Non-Receptor Type 1;
metabolism
- From:
Acta Pharmaceutica Sinica
2011;46(8):946-950
- CountryChina
- Language:Chinese
-
Abstract:
To study the chemical constituents of Bauhinia glauca subsp. pernervosa, eleven phenolic acids were isolated from a 95% ethanol extract by using a combination of various chromatographic techniques including column chromatography over silica gel, ODS, MCI, Sephadex LH-20, and semi-preparative HPLC. By spectroscopic techniques including 1H NMR, 13C NMR, 2D NMR, and HR-ESI-MS, these compounds were identified as isopropyl O-beta-(6'-O-galloyl)-glucopyranoside (1), ethyl O-beta-(6'-O-galloyl)-glucopyranoside (2), 3, 4, 5-trimethoxyphenyl-(6'-O-galloyl)-O-beta-D-glucopyranoside (3), 3, 4, 5-trimethoxyphenyl-beta-D-glucopyranoside (4), gallic acid (5), methyl gallate (6), ethyl gallate (7), protocatechuic acid (8), 3, 5-dimethoxy-4-hydroxybenzoic acid (9), erigeside C (10) and glucosyringic acid (11). Among them, compound 1 is a new polyhydroxyl compound; compounds 2, 10, and 11 were isolated from the genus Bauhinia for the first time, and the other compounds were isolated from the plant for the first time. Compounds 6 and 8 showed significant protein tyrosine phosphatase1B (PTP1B) inhibitory activity in vitro with the IC50 values of 72.3 and 54.1 micromol x L(-1), respectively.