Effects of peanut-skin procyanidin A1 on degranulation of RBL-2H3 cells

Biosci Biotechnol Biochem. 2011;75(9):1644-8. doi: 10.1271/bbb.110085. Epub 2011 Sep 7.

Abstract

Peanut skin contains large amounts of polyphenols having antiallergic effects. We found that a peanut-skin extract (PSE) inhibits the degranulation induced by antigen stimulation of rat basophilic leukemia (RBL-2H3) cells. A low-molecular-weight fraction from PSE, PSEL, also had inhibitory activity against allergic degranulation. A main polyphenol in PSEL was purified by gel chromatography and fractionated by YMC-gel ODS-AQ 120S50 column. Electrospray ionization mass spectrometry (ESI-MS) analysis of the purified polyphenol gave m/z 599 [M+Na]⁺. Based on the results of ¹H-NMR, ¹³C-NMR spectra, and optical rotation analysis, the polyphenol was identified as procyanidin A1. It inhibited the degranulation caused by antigen stimulation at the IC₅₀ of 20.3 µM. Phorbol-12-myristate-13-acetate (PMA) and 2,5,-di(tert-butyl)-1,4-hydroquinone (DTBHQ)-induced processes of degranulation were also inhibited by procyanidin A1. These results indicate that peanut-skin procyanidin A1 inhibits degranulation downstream of protein kinase C activation or Ca²⁺ influx from an internal store in RBL-2H3 cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Allergic Agents / chemistry
  • Anti-Allergic Agents / pharmacology*
  • Anti-Allergic Agents / therapeutic use
  • Arachis / chemistry*
  • Calcium / metabolism
  • Catechin / chemistry
  • Catechin / pharmacology*
  • Catechin / therapeutic use
  • Cell Degranulation / drug effects*
  • Cell Degranulation / immunology
  • Cell Line, Tumor
  • Hydroquinones / antagonists & inhibitors
  • Hydroquinones / pharmacology
  • Hypersensitivity / drug therapy
  • Hypersensitivity / immunology
  • Hypersensitivity / prevention & control*
  • Leukemia, Basophilic, Acute / immunology
  • Leukemia, Basophilic, Acute / metabolism
  • Leukemia, Basophilic, Acute / pathology
  • Magnetic Resonance Spectroscopy
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology*
  • Plant Extracts / therapeutic use
  • Polyphenols / chemistry
  • Polyphenols / pharmacology*
  • Polyphenols / therapeutic use
  • Proanthocyanidins / chemistry
  • Proanthocyanidins / pharmacology*
  • Proanthocyanidins / therapeutic use
  • Rats
  • Seeds / chemistry
  • Signal Transduction / drug effects*
  • Signal Transduction / immunology
  • Tetradecanoylphorbol Acetate / antagonists & inhibitors
  • Tetradecanoylphorbol Acetate / pharmacology
  • beta-N-Acetylhexosaminidases / analysis
  • beta-N-Acetylhexosaminidases / metabolism

Substances

  • Anti-Allergic Agents
  • Hydroquinones
  • Plant Extracts
  • Polyphenols
  • Proanthocyanidins
  • procyanidin A1
  • 2,5-di-tert-butylhydroquinone
  • Catechin
  • beta-N-Acetylhexosaminidases
  • Tetradecanoylphorbol Acetate
  • Calcium