Polymer-like polyphenols of black tea and their lipase and amylase inhibitory activities

Chem Pharm Bull (Tokyo). 2008 Mar;56(3):266-72. doi: 10.1248/cpb.56.266.

Abstract

Lipase and amylase inhibitory activities of black tea were examined. After solvent partitioning of a black tea extract with the ethyl acetate and n-butanol, the two soluble fractions showed comparable inhibitory activities. Activity in the ethyl acetate fraction was mainly attributable to polyphenols with low-molecular weights, such as theaflavin gallates. On the other hand, the active substance in the n-butanol layer was ascertained to be a polymer-like substance. 1H- and 13C-NMR spectra showed signals arising from the flavan A-ring and galloyl groups, although signals due to flavan B-rings were not detected, suggesting that the polymer-like substances were generated by oxidative condensation of flavan B-rings, a result which was previously deduced from our results of in vitro catechin oxidation experiments. Enzymatic oxidation of epicatechin 3-O-gallate produced a similar polymer-like substance and suggested that condensation between a B-ring and galloyl groups was involved in the polymerization reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amylases / antagonists & inhibitors*
  • Chromatography, High Pressure Liquid
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology*
  • Ethanol / chemistry
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification
  • Flavonoids / pharmacology*
  • Lipase / antagonists & inhibitors*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Oxidation-Reduction
  • Phenols / chemistry
  • Phenols / isolation & purification
  • Phenols / pharmacology*
  • Polyphenols
  • Spectrophotometry, Ultraviolet
  • Tea / chemistry*

Substances

  • Enzyme Inhibitors
  • Flavonoids
  • Phenols
  • Polyphenols
  • Tea
  • Ethanol
  • Lipase
  • Amylases