[Phenolic acid derivatives from Bauhinia glauca subsp. pernervosa]

Yao Xue Xue Bao. 2011 Aug;46(8):946-50.
[Article in 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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bauhinia / chemistry*
  • Benzoates / chemistry
  • Benzoates / isolation & purification
  • Benzoates / pharmacology
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification
  • Drugs, Chinese Herbal / pharmacology
  • Gallic Acid / analogs & derivatives*
  • Gallic Acid / chemistry
  • Gallic Acid / isolation & purification
  • Gallic Acid / pharmacology
  • Glucosides / chemistry
  • Glucosides / isolation & purification*
  • Glucosides / pharmacology
  • Hydroxybenzoates / chemistry
  • Hydroxybenzoates / isolation & purification*
  • Hydroxybenzoates / pharmacology
  • Phenols / chemistry
  • Phenols / isolation & purification
  • Phenols / pharmacology
  • Plant Stems / chemistry
  • Plants, Medicinal / chemistry*
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1 / metabolism

Substances

  • Benzoates
  • Drugs, Chinese Herbal
  • Glucosides
  • Hydroxybenzoates
  • Phenols
  • erigeside C
  • ethyl O-beta-(6'-O-galloyl)-glucopyranoside
  • isopropyl O-beta-(6'-O-galloyl)-glucopyranoside
  • ethyl gallate
  • glucosyringic acid
  • protocatechuic acid
  • methyl gallate
  • Gallic Acid
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1
  • phenolic acid