Pyrrole Oligoglycosides from the Starfish Acanthaster planci Suppress Lipopolysaccharide-Induced Nitric Oxide Production in RAW264.7 Macrophages

Chem Pharm Bull (Tokyo). 2016 Nov 1;64(11):1654-1657. doi: 10.1248/cpb.c16-00585. Epub 2016 Sep 7.

Abstract

Two new pyrrole oligoglycosides, plancipyrrosides A and B (1 and 2), were isolated from methanol extract of the Vietnamese starfish Acanthaster planci using various chromatographic procedures. Their structures were elucidated by spectroscopic methods including one and two dimensional (1D- and 2D)-NMR and Fourier transform ion cyclotron resonance (FT-ICR)-MS. The finding of 1 and 2 represents the third case of pyrrole oligoglycosides obtaining reported to date. Moreover, plancipyrroside B (2) exhibits a potent inhibitory effect on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 cells with IC50 of 5.94±0.34 µM, whereas plancipyrroside A (1) shows this inhibitory activity with IC50 of 16.61±1.85 µM.

MeSH terms

  • Animals
  • Cell Survival / drug effects
  • Cells, Cultured
  • Glycosides / chemistry
  • Glycosides / isolation & purification
  • Glycosides / pharmacology*
  • Lipopolysaccharides / antagonists & inhibitors*
  • Lipopolysaccharides / pharmacology*
  • Macrophages / drug effects*
  • Macrophages / metabolism
  • Mice
  • Molecular Conformation
  • Nitric Oxide / biosynthesis*
  • Pyrroles / chemistry
  • Pyrroles / isolation & purification
  • Pyrroles / pharmacology*
  • Starfish / chemistry*

Substances

  • Glycosides
  • Lipopolysaccharides
  • Pyrroles
  • Nitric Oxide