New anti-inflammatory guaianes from the Atlantic hydrotherm-derived fungus Graphostroma sp. MCCC 3A00421

Sci Rep. 2018 Jan 11;8(1):530. doi: 10.1038/s41598-017-18841-6.

Abstract

Nine new guaianes (graphostromanes A-I, 1-9) were isolated from the deep-sea-derived fungus Graphostroma sp. MCCC 3A00421, along with four known ones (10-13). The relative configurations were established mainly by detailed analysis of the NMR and HRESIMS data, while the absolute configurations were assigned using the X-ray crystallography and modified Mosher's method. All isolates were evaluated for their inhibitory effects against lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 macrophages. Graphostromanes F (6) showed remarkable inhibitory effect with an IC50 value of 14.2 μM, which was even stronger than that of aminoguanidine, a positive control with an IC50 value of 23.4 μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry*
  • Anti-Inflammatory Agents / pharmacology
  • Ascomycota / chemistry*
  • Ascomycota / isolation & purification
  • Cell Line
  • Hydrothermal Vents / microbiology
  • Lipopolysaccharides / toxicity
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Mice
  • Nitric Oxide / metabolism
  • Sesquiterpenes, Guaiane / chemistry*
  • Sesquiterpenes, Guaiane / pharmacology

Substances

  • Anti-Inflammatory Agents
  • Lipopolysaccharides
  • Sesquiterpenes, Guaiane
  • guaiane
  • Nitric Oxide