A novel long-chain acyl-derivative of epigallocatechin-3-O-gallate prepared and purified from green tea polyphenols

J Zhejiang Univ Sci. 2003 Nov-Dec;4(6):714-8. doi: 10.1631/jzus.2003.0714.

Abstract

Lipophilic tea polyphenols (LTP) were prepared by catalytic esterification of green tea polyphenols (GTP) with hexadecanoyl chloride. A novel long-chain acyl-derivative of epigallocatechin-3-O-gallate (EGCG) was first isolated from purification of LTP by high-speed countercurrent chromatography (HSCCC) using a solvent system composed of n-hexane-ethyl acetate-methanol-water (1:1:1:1, v/v). The molecular structure of the acyl-derivative, Epigallocatechin-3-O-gallate-4'-O-hexadecanate, was elucidated by means of elemental analysis, IR, (1)H-NMR and MS spectra

MeSH terms

  • Acylation
  • Catechin / analogs & derivatives*
  • Catechin / chemistry*
  • Catechin / isolation & purification
  • Chromatography, High Pressure Liquid / methods
  • Esterification
  • Flavonoids / chemistry*
  • Hydrocarbons, Chlorinated / metabolism
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Phenols / chemistry*
  • Polyphenols
  • Spectrophotometry, Infrared
  • Tea / chemistry*

Substances

  • Flavonoids
  • Hydrocarbons, Chlorinated
  • Phenols
  • Polyphenols
  • Tea
  • Catechin
  • epigallocatechin gallate