title: [Phenolic acid derivatives from Bauhinia glauca subsp. pernervosa].
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.
authors: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China.
authors: Qiao-Li
authors: QL
authors: Zhao
authors: Zeng-Bao
authors: ZB
authors: Wu
authors: Zhi-Hui
authors: ZH
authors: Zheng
authors: Xin-Hua
authors: XH
authors: Lu
authors: Hong
authors: H
authors: Liang
authors: Wei
authors: W
authors: Cheng
authors: Qing-Ying
authors: QY
authors: Zhang
authors: Yu-Ying
authors: YY
authors: Zhao
mesh_terms: D036481:Bauhinia / Q000737:chemistry*; D001565:Benzoates / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D005707:Gallic Acid / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D062385:Hydroxybenzoates / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010636:Phenols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D018547:Plant Stems / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1 / Q000378:metabolism
chemical_list: D001565:Benzoates; D004365:Drugs, Chinese Herbal; D005960:Glucosides; D062385:Hydroxybenzoates; D010636:Phenols; C578909:erigeside C; C578907:ethyl O-beta-(6'-O-galloyl)-glucopyranoside; C578908:isopropyl O-beta-(6'-O-galloyl)-glucopyranoside; C048734:ethyl gallate; C092651:glucosyringic acid; C009091:protocatechuic acid; C052082:methyl gallate; D005707:Gallic Acid; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1; C017616:phenolic acid