Vlasouliolides A-D, four rare C17/C15 sesquiterpene lactone dimers with potential anti-inflammatory activity from Vladimiria souliei

Sci Rep. 2017 Mar 3:7:43837. doi: 10.1038/srep43837.

Abstract

Vlasouliolides A-D (1-4), four rare sesquiterpene lactone dimers, were isolated from Vladimiria souliei. The common structural characteristic of 1-4 is the C32 skeleton comprising two sesquiterpene lactone units linked by a C11-C13' single bond with one acetyl connected to the C-13 position of one of the two sesquiterpene lactone units. The stereochemistries of 1-4 were assigned by a combination of NOESY correlations and Cu-Κα X-ray crystallographic analyses. Compounds 1-4 strongly inhibited the production of NO in LPS-stimulated RAW 264.7 cells. Furthermore, 1 and 2 inhibited the activation of NF-κB in LPS-induced 293T cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology*
  • Asteraceae / chemistry*
  • Crystallography, X-Ray
  • Dimerization
  • HEK293 Cells
  • Humans
  • Lactones / chemistry
  • Lactones / pharmacology*
  • Lipopolysaccharides / pharmacology
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Mice
  • Molecular Structure
  • Nitric Oxide / biosynthesis
  • RAW 264.7 Cells
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / pharmacology*

Substances

  • Anti-Inflammatory Agents
  • Lactones
  • Lipopolysaccharides
  • Sesquiterpenes
  • Nitric Oxide