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Nitric Oxide and Prostaglandin $E_2$ Synthesis Inhibitory Activities of Diarylheptanoids from the Barks of Alnus japonica Steudel

Kim Hyun-Jung    (College of Pharmacy, Chung Ang University   ); Yeom Seung-Hwan    (College of Pharmacy, Chung Ang University   ); Kim Min-Kee    (College of Pharmacy, Chung Ang University   ); Shim Jae-Geul    (College of Pharmacy, Chung Ang University   ); Paek In-Na    (College of Pharmacy, Chung Ang University   ); Lee Min-Won    (College of Pharmacy, Chung Ang University  );
  • 초록

    Nine known diarylheptanoids (1-9) isolated from the barks of Alnus japonica were evaluated for their inhibitory activities on nitric oxide (NO) and prostagrandin $E_2$ (COX-2) production in interferon- ${\gamma}$ (INF- ${\gamma}$ ) and lipopolysaccharide (LPS)-activated RAW 264.7 cells in vitro. The NO and COX-2 levels were moderately reduced by the addition of compounds (1-9). Among these compounds, compounds 6 and 8 inhibited NO production in a dose dependent manner with an $IC_{50}$ of 16.7 and $27.2\;{\mu}g/mL$ , respectively (positive control, L-NMMA; $22.8\;{\mu}g/mL$ ), and compounds 6, 7, 8, and 9 reduced the COX-2 level in a dose dependent manner with an $IC_{50}$ of 20.7, 25.7, 25.0, and $27.3\;{\mu}g/mL$ , respectively (positive control, indomethacin; $26.2\;{\mu}g/mL$ ). An analysis of the structural activity relationship among these diarylheptanoids suggests that the presence of a keto-enol group in the heptane moiety or a caffeoyl group in the aromatic ring were important for the efficacy on the inhibitory activities of NO and COX-2 production.


  • 주제어

    Alnus japonica .   Betulaceae .   Diarylheptanoid .   Nitric oxide .   Cyclooxygenase-2 .   Anti-inflammation .   Cancer chemoprevention.  

  • 참고문헌 (9)

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    5. Je K. H., Jan A. R., Lee H. T., Mar W. C., and Seo E. K., The inhibitory Principle of lipopolysaccharide-Induced Nitric Oxide Production from Inula britannica var. chinensis. Arch. Pharm.Res., 27, 83-85 (2004)     
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    9. Lee, M. W., Kim N. Y., Park. M. S., Ahn, K. H., Toh, S. H., Hahn, D. R., Kim, Y. C., and Chung, J. T., Diarylheptanoids with In vitro inducible nitric oxide synthesis inhibitory activity from Alnus hirsuta. Planta Med., 66, 551-553 (2000) 
  • 이 논문을 인용한 문헌 (6)

    1. Lim, Hyun-Woo ; Shim, Jae-Geul ; Choi, Hyung-Kyoon ; Lee, Min-Won 2005. "Phenolic Compounds from Barks of Actinidia arguta Planchon Growing in Korea and its Anti-Oxidative and Nitric Oxide Production Inhibitory Activities" 생약학회지, 36(3): 245~251     
    2. 2006. "" Natural product sciences, 12(4): 221~225     
    3. 2008. "" Archives of pharmacal research : a publication of the Pharmaceutical Society of Korea, 31(4): 424~428     
    4. 2009. "" Journal of the Korean Society for Applied Biological Chemistry, 52(4): 371~374     
    5. 2010. "" Archives of pharmacal research : a publication of the Pharmaceutical Society of Korea, 33(3): 363~367     
    6. 2011. "" Journal of pharmaceutical investigation, 41(4): 227~232     

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