Anti-inflammatory cembranolides from the soft coral Lobophytum durum

Bioorg Med Chem. 2009 Jun 1;17(11):3763-9. doi: 10.1016/j.bmc.2009.04.053. Epub 2009 May 3.

Abstract

Chemical investigation of the soft coral Lobophytum durum resulted in the isolation of seven new cembranolides, durumolides F-L (1-7), as well as one previously characterized cembranolides, sinularolide D (8). The molecular structures of these isolated metabolites were determined mainly through NMR techniques and HRESIMS analysis. Moreover, the absolute configurations of 1 and 5 were established by application of modified Mosher's method. The antibacterial activities, anti-inflammatory effects, and anti-HCMV (Human cytomegalovirus) endonuclease activity of metabolites 1-8 were also evaluated in vitro. Anti-inflammatory activity of metabolites 1 and 6 (10 microM) significantly reduced the levels of the iNOS protein to 0.8+/-0.6% and 5.7+/-2.2%, respectively, and COX-2 protein to 47.8+/-9.0% and 71.6+/-5.8%, respectively. Metabolites 1-8 (100 microg/disk) exhibited weak antibacterial activity against Salmonella enteritidis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Anti-Bacterial Agents* / chemistry
  • Anti-Bacterial Agents* / isolation & purification
  • Anti-Bacterial Agents* / pharmacology
  • Anti-Inflammatory Agents* / chemistry
  • Anti-Inflammatory Agents* / pharmacology
  • Cell Line
  • China
  • Computer Simulation
  • Diterpenes* / chemistry
  • Diterpenes* / isolation & purification
  • Diterpenes* / pharmacology
  • Humans
  • Macrophages / drug effects*
  • Magnetic Resonance Spectroscopy
  • Mice
  • Models, Molecular*
  • Molecular Structure
  • Salmonella enteritidis / drug effects*
  • Serine Endopeptidases / metabolism

Substances

  • Anti-Bacterial Agents
  • Anti-Inflammatory Agents
  • Diterpenes
  • Serine Endopeptidases
  • assemblin