Characterization and anti-inflammatory effects of iodinated acetylenic acids isolated from the marine sponges Suberites mammilaris and Suberites japonicus

J Nat Prod. 2013 Dec 27;76(12):2355-9. doi: 10.1021/np400793r. Epub 2013 Nov 20.

Abstract

The previously unknown compounds 1-4, acetylenic acids with one or two iodine atom(s), were isolated from the marine sponges Suberites mammilaris and Suberites japonicus. Their complete structures were determined using NMR and mass spectrometry. The methylated compounds 1a and 2a exhibited a strong NO inhibitory effect on RAW264.7 cells, while methylated 3a and 4a were inactive in RAW264.7 cells, but highly active in BV2 microglia cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry
  • Alkynes / isolation & purification*
  • Alkynes / pharmacology*
  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / isolation & purification*
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Fatty Acids, Unsaturated
  • Hydrocarbons, Iodinated / chemistry
  • Hydrocarbons, Iodinated / isolation & purification*
  • Hydrocarbons, Iodinated / pharmacology*
  • Lipopolysaccharides / pharmacology
  • Macrophages / drug effects
  • Marine Biology
  • Mice
  • Microglia / drug effects
  • Molecular Structure
  • Nitric Oxide / biosynthesis
  • Nuclear Magnetic Resonance, Biomolecular
  • Suberites / chemistry*

Substances

  • Alkynes
  • Anti-Inflammatory Agents, Non-Steroidal
  • Fatty Acids, Unsaturated
  • Hydrocarbons, Iodinated
  • Lipopolysaccharides
  • 2-hexadecynoic acid
  • Nitric Oxide