Cyclic diarylheptanoids from Myrica nana inhibiting nitric oxide release

Bioorg Med Chem. 2008 Sep 15;16(18):8510-5. doi: 10.1016/j.bmc.2008.08.020. Epub 2008 Aug 9.

Abstract

Investigation of the roots of Myrica nana afforded five new cyclic diarylheptanoids, myricananins A-E (1-5), two new artifacts of myricananins A and B (6-7), and four known compounds, 12-hydroxymyricanone (8), alnusonol (9), myricatomentogenin (10), and actinidione (11). The structures of these new compounds were established by detailed spectroscopic methods. The stereochemistry of compounds 1 and 2 were determined by single-crystal X-ray diffraction. In exception of compounds 2, 6 and 10, all the other compounds were examined for their inhibitory effects on nitric oxide production in lipopolysaccharides-activated macrophages. Compounds 1, 3, 7, 8 and 9 inhibited the release of nitric oxide with IC(50) values of 45.32, 63.51, 52.81, 30.19 and 46.18muM, respectively. Furthermore, compound 1 was found to inhibit the expression of inducible nitric oxide synthase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Diarylheptanoids / chemistry*
  • Diarylheptanoids / isolation & purification
  • Diarylheptanoids / pharmacology*
  • Inhibitory Concentration 50
  • Lipopolysaccharides
  • Macrophage Activation / drug effects*
  • Macrophage Activation / physiology
  • Myrica / chemistry*
  • Nitric Oxide / antagonists & inhibitors*
  • Nitric Oxide / metabolism
  • Nitric Oxide Synthase Type II / antagonists & inhibitors
  • Nitric Oxide Synthase Type II / metabolism
  • Spectrum Analysis
  • X-Ray Diffraction

Substances

  • Diarylheptanoids
  • Lipopolysaccharides
  • Nitric Oxide
  • Nitric Oxide Synthase Type II