Psilostachyin, acetylated pseudoguaianolides and their analogues: preparation and evaluation of their anti-inflammatory potential

Bioorg Med Chem Lett. 2011 Aug 15;21(16):4847-51. doi: 10.1016/j.bmcl.2011.06.037. Epub 2011 Jun 22.

Abstract

Naturally occurring acetylated pseudoguaianolides and psilostachyin including their analogues were synthesized. The structure of semi-synthetic psilostachyin was also confirmed by X-ray crystallography. The anti-inflammatory potential of all the derivatives has been evaluated through in vitro expression of TNF-α, IL-1β and IL-6 in murine neutrophils.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Crystallography, X-Ray
  • Dose-Response Relationship, Drug
  • Interleukin-1beta / biosynthesis
  • Interleukin-6 / biosynthesis
  • Lactones / chemical synthesis
  • Lactones / chemistry
  • Lactones / pharmacology*
  • Mice
  • Models, Molecular
  • Molecular Conformation
  • Neutrophils / drug effects*
  • Neutrophils / immunology
  • Sesquiterpenes / chemical synthesis
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / pharmacology*
  • Stereoisomerism
  • Structure-Activity Relationship
  • Tumor Necrosis Factor-alpha / biosynthesis

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Interleukin-1beta
  • Interleukin-6
  • Lactones
  • Sesquiterpenes
  • Tumor Necrosis Factor-alpha
  • psilostachyin A