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Phenolic constituents isolated from Fragaria ananassa Duch. inhibit antigen-stimulated degranulation through direct inhibition of spleen tyrosine kinase activation.

Abstract
We isolated eight phenolic constituents from Fragaria ananassa Duch. (strawberry) and determined their structures using 1D, 2D-NMR. Among the isolated compounds, linocinnamarin (LN), 1-O-trans-cinnamoyl-beta-d-glucopyranose (CG), and cinnamic acid (CA) exhibited antigen (Ag)-stimulated degranulation in rat basophilic leukemia RBL-2H3 cells. In order to reveal the underlying mechanisms, we examined the effects of LN and CA on cellular responses induced by antigen stimulation. Treatment with both LN and CA markedly inhibited antigen-stimulated elevation of intracellular free Ca(2+) concentration and reactive oxygen species (ROS). Both LN and CA suppressed Ag-stimulated spleen tyrosine kinase (Syk) activation. These results indicate that inhibition of antigen-stimulated degranulation by LN and CA is mainly due to inactivation of Syk/phospholipase Cgamma (PLCgamma) pathways. Our findings suggest that LN and CA isolated from F. ananassa Duch. (strawberry) could be beneficial agents for alleviating symptoms of type I allergy.
AuthorsMasayuki Ninomiya, Tomohiro Itoh, Suguru Ishikawa, Miho Saiki, Kenji Narumiya, Masaharu Yasuda, Kaneyuki Koshikawa, Yoshinori Nozawa, Mamoru Koketsu
JournalBioorganic & medicinal chemistry (Bioorg Med Chem) Vol. 18 Issue 16 Pg. 5932-7 (Aug 15 2010) ISSN: 1464-3391 [Electronic] England
PMID20663674 (Publication Type: Journal Article)
CopyrightCopyright 2010 Elsevier Ltd. All rights reserved.
Chemical References
  • Anti-Allergic Agents
  • Antigens
  • Intracellular Signaling Peptides and Proteins
  • Phenols
  • Protein-Tyrosine Kinases
  • Syk Kinase
  • Syk protein, rat
Topics
  • Animals
  • Anti-Allergic Agents (chemistry, isolation & purification, pharmacology)
  • Antigens (immunology)
  • Basophils (drug effects, immunology, physiology)
  • Cell Degranulation (drug effects, immunology)
  • Cell Line, Tumor
  • Enzyme Activation (drug effects)
  • Fragaria (chemistry)
  • Intracellular Signaling Peptides and Proteins (immunology)
  • Phenols (chemistry, isolation & purification, pharmacology)
  • Protein-Tyrosine Kinases (immunology)
  • Rats
  • Syk Kinase

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