Constituents of the stem barks of Ailanthus altissima and their potential to inhibit LPS-induced nitric oxide production

Bioorg Med Chem Lett. 2015 Mar 1;25(5):1017-20. doi: 10.1016/j.bmcl.2015.01.034. Epub 2015 Jan 24.

Abstract

Three new canthinone type alkaloids, canthin-6-one-1-O-β-D-apiofuranosyl-(1→2)-β-D-glucopyranoside (1), canthin-6-one-1-O-[6-O-(3-hydroxy-3-methylglutaryl)]-β-D-glucopyranoside (2) and canthin-6-one-1-O-[2-β-D-apiofuranosyl-6-O-(3-hydroxy-3-methylglutaryl)]-β-D-glucopyranoside (3) were isolated from the stem barks of Ailanthus altissima together with four quassinoids (4-7), seven phenylpropanoids (8-14) and a lignan of previously known structure (15). The inflammatory activities of the 15 isolates were screened on LPS-induced nitric oxide (NO), a proinflammatory mediator, in RAW 264.7 cells.

Keywords: Ailanthus altissima; Canthinone type alkaloids; Inflammation; Nitric oxide; Simaroubaceae.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ailanthus / chemistry*
  • Animals
  • Anti-Inflammatory Agents / chemistry*
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology*
  • Carbolines / chemistry*
  • Carbolines / isolation & purification
  • Carbolines / pharmacology*
  • Cell Line
  • Glucosides / chemistry
  • Glucosides / isolation & purification
  • Glucosides / pharmacology
  • Indole Alkaloids / chemistry*
  • Indole Alkaloids / isolation & purification
  • Indole Alkaloids / pharmacology*
  • Lipopolysaccharides / immunology
  • Mice
  • Nitric Oxide / antagonists & inhibitors*
  • Nitric Oxide / immunology
  • Plant Bark / chemistry
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology

Substances

  • Anti-Inflammatory Agents
  • Carbolines
  • Glucosides
  • Indole Alkaloids
  • Lipopolysaccharides
  • Plant Extracts
  • Nitric Oxide
  • canthin-6-one