Sesquiterpene glycosides from Cosmospora joca

J Nat Prod. 2011 Jul 22;74(7):1561-7. doi: 10.1021/np200056e. Epub 2011 Jun 17.

Abstract

Five novel sesquiterpene glycosides, namely, cosmosporasides A-E (1-5), were isolated from the ethyl acetate extract of the fermented broth of Cosmospora joca. The structures of 1-5 were elucidated on the basis of spectroscopic data analyses, monosaccharide composition analyses, and monosaccharide chirality analyses. The relative configuration of the sesquiterpene moiety of 3-5 was determined by J-based configuration analyses and supported by NOESY assignments. The inhibitory effects of 1-5 on the nitric oxide (NO) production in lipopolysaccharide (LPS)-activated murine macrophage RAW264.7 cells were evaluated; all except 3 inhibited NO production at 100 μM. 4 was the most potent, with an average maximum inhibition and a median inhibitory concentration value of 71.70 ± 1.23% and 65.98 ± 0.53 μM, respectively.

MeSH terms

  • Animals
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Glycosides / pharmacology
  • Hypocreales / chemistry*
  • Lipopolysaccharides / pharmacology
  • Macrophages / drug effects
  • Mice
  • Nitric Oxide / biosynthesis
  • Nitric Oxide Synthase Type II / antagonists & inhibitors
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Roots / chemistry
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology
  • Taiwan

Substances

  • Glycosides
  • Lipopolysaccharides
  • Sesquiterpenes
  • Nitric Oxide
  • Nitric Oxide Synthase Type II