Anti-inflammatory norditerpenoids from the soft coral Sinularia maxima

Bioorg Med Chem Lett. 2013 Jan 1;23(1):228-31. doi: 10.1016/j.bmcl.2012.10.129. Epub 2012 Nov 5.

Abstract

Chemical investigation of the soft coral Sinularia maxima resulted in the isolation of seven norditerpenoids, including two new compounds, 12-hydroxy-scabrolide A (2) and 13-epi-scabrolide C (6). The structures of the isolated compounds were elucidated based on extensive spectroscopic evidence including Fourier transform ion cyclotron resonance mass spectrometry (FTICR-MS) and both one- and two-dimensional nuclear magnetic resonance (1D and 2D NMR, respectively), in comparison with reported data. Compound 6 potently inhibited IL-12 and IL-6 production in LPS-stimulated bone marrow derived dendritic (BMDCs) with IC(50) values of 5.30 ± 0.21 and 13.12 ± 0.64 μM, respectively. Compound 1 exhibited moderate inhibitory activity against IL-12 and IL-6 production with IC(50) values of 23.52 ± 1.37 and 69.85 ± 4.11 μM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Anti-Inflammatory Agents / chemistry*
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology
  • Bone Marrow Cells / cytology
  • Cells, Cultured
  • Dendritic Cells / cytology
  • Dendritic Cells / drug effects
  • Diterpenes / chemistry*
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology
  • Interleukin-12 / metabolism
  • Interleukin-6 / metabolism
  • Lactones / chemistry*
  • Lactones / isolation & purification
  • Lactones / pharmacology
  • Lipopolysaccharides / toxicity
  • Magnetic Resonance Spectroscopy
  • Mice
  • Mice, Inbred C57BL
  • Molecular Conformation
  • Stereoisomerism

Substances

  • 12-hydroxyscabrolide A
  • Anti-Inflammatory Agents
  • Diterpenes
  • Interleukin-6
  • Lactones
  • Lipopolysaccharides
  • scabrolide C
  • Interleukin-12