Nitric oxide inhibitory constituents from Siegesbeckia pubescens

Bioorg Chem. 2018 Oct:80:81-85. doi: 10.1016/j.bioorg.2018.05.022. Epub 2018 May 23.

Abstract

Two new sesquiterpenoids (1 and 2) and a new ent-pimarane type diterpenoid (3), together with eighteen known compounds (4-21), were isolated from the whole plants of Siegesbeckia pubescens. The structures of the new compounds were determined on the basis of 1D-, 2D NMR and HRESIMS data. All compounds were evaluated for their inhibitory effects on LPS-induced nitric oxide production in RAW 264.7 macrophages. Of these, highly oxygenated germacrane type sesquiterpenoids (1-2 and 13-14) showed significant inhibitory effects with IC50 values ranging from 3.9 to 16.8 μM.

Keywords: Asteraceae; Ent-pimarane diterpenoid; Germacrane sesquiterpenoid; Nitric oxide production inhibitor; Siegesbeckia pubescens.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Asteraceae / chemistry*
  • Asteraceae / metabolism
  • Diterpenes / chemistry*
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology
  • Inhibitory Concentration 50
  • Lipopolysaccharides / pharmacology
  • Macrophages / cytology
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Magnetic Resonance Spectroscopy
  • Mice
  • Molecular Conformation
  • Nitric Oxide / metabolism
  • Plant Extracts / chemistry
  • RAW 264.7 Cells
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology

Substances

  • Diterpenes
  • Lipopolysaccharides
  • Plant Extracts
  • Sesquiterpenes
  • Nitric Oxide