Isolation of 5-(hydroxymethyl)furfural from Lycium chinense and its inhibitory effect on the chemical mediator release by basophilic cells

Planta Med. 2011 Mar;77(5):434-40. doi: 10.1055/s-0030-1250402. Epub 2010 Oct 28.

Abstract

The effect of hot water extracts of LYCIUM CHINENSE fruits (LCF) on the β-hexosaminidase (β-hexo) release by IgE sensitized BSA stimulated rat basophilic leukemia (RBL-2H3) cells was investigated. The ethylacetate (EtOAc) layer of the extract has shown an inhibitory effect on β-hexo release from RBL-2H3 cells at the antigen antibody binding stage. The water (H₂O) fraction (EFW) of the chloroform (CHCl₃) extract from the EtOAc layer also inhibited β-hexo release at the same stage in a dose-dependent manner. With column chromatography preparation, proton and carbon nuclear magnetic resonance (¹H and ¹³C NMR) spectra, electron ionization mass spectrometer (EI-MS) spectra, and high-performance liquid chromatography (HPLC) analysis, the active component was determined to be 5-(hydroxymethyl)furfural (5-HMF). Thus, the 5-HMF showed an inhibitory effect on β-hexo release at the antigen-antibody binding stage and the antibody-receptor binding stage. Furthermore, 5-HMF suppressed [Ca²+] I influx in the IgE-sensitized BSA-stimulated RBL-2H3 cells. Our results show that 5-HMF may be useful for the treatment or prevention of type I allergic diseases.

MeSH terms

  • Animals
  • Anti-Allergic Agents / pharmacology*
  • Antigen-Antibody Reactions
  • Basophils / drug effects
  • Basophils / enzymology
  • Basophils / metabolism*
  • Cell Line, Tumor
  • Dose-Response Relationship, Drug
  • Fruit / chemistry
  • Furaldehyde / analogs & derivatives*
  • Furaldehyde / isolation & purification
  • Furaldehyde / pharmacology
  • Immunoglobulin E / immunology
  • Leukemia, Basophilic, Acute / metabolism
  • Lycium / chemistry*
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology*
  • Rats
  • beta-N-Acetylhexosaminidases / metabolism*

Substances

  • Anti-Allergic Agents
  • Plant Extracts
  • Immunoglobulin E
  • 5-hydroxymethylfurfural
  • Furaldehyde
  • beta-N-Acetylhexosaminidases