Five withanolides from the leaves of Datura metel L. and their inhibitory effects on nitric oxide production

Molecules. 2014 Apr 11;19(4):4548-59. doi: 10.3390/molecules19044548.

Abstract

Four new withanolides named dmetelins A-D (compounds 1-4), along with the known compound 7α,27-dihydroxy-1-oxo-witha-2,5,24-trienolide (5) were isolated from the leaves of Datura metel L. (Solanaceae). Their structures were elucidated on the basis of detailed analysis of 1D and 2D NMR and mass spectrometry data. All the compounds were evaluated for their inhibitory effects on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 cells. Compounds 1, 4 and 5 showed significant inhibitory activities, and compounds 2 and 3 showed moderate inhibitory activities with IC50 values of 17.8, 11.6, 14.9, 33.3 and 28.6 μM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry*
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology
  • Cell Line
  • Datura metel / chemistry*
  • Lipopolysaccharides / pharmacology
  • Macrophages / cytology
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Mice
  • Molecular Structure
  • Nitric Oxide / antagonists & inhibitors*
  • Nitric Oxide / biosynthesis
  • Plant Extracts / chemistry
  • Plant Leaves / chemistry*
  • Withanolides / chemistry*
  • Withanolides / isolation & purification
  • Withanolides / pharmacology

Substances

  • Anti-Inflammatory Agents
  • Lipopolysaccharides
  • Plant Extracts
  • Withanolides
  • Nitric Oxide