Nitrogen-containing bibenzyls from Pleione bulbocodioides: absolute configurations and biological activities

Fitoterapia. 2015 Apr:102:120-6. doi: 10.1016/j.fitote.2015.01.015. Epub 2015 Jan 31.

Abstract

Four new pyrrolidone substituted bibenzyls, dusuanlansins A-D (1-4) were isolated from the pseudo bulbs of Pleione bulbocodioides, along with 19 known compounds (5-23). Compounds 1-4 are two pairs of epimers of pyrrolidone substituted bibenzyls, which were separated successfully by a Chiralcel OD-RH C18 column. Their absolute configurations were elucidated by calculated ECD. Biological investigations showed that compounds 5 and 7 exhibited potent anti-inflammatory activities on LPS-stimulated NO production in BV-2 microglial cells, with IC50 values of 2.46 and 3.14μM, respectively.

Keywords: Anti-inflammatory activity; Bibenzyl; ECD; Epimer; Pleione bulbocodioides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry*
  • Anti-Inflammatory Agents / isolation & purification
  • Bibenzyls / chemistry*
  • Bibenzyls / isolation & purification
  • Inhibitory Concentration 50
  • Mice
  • Microglia / drug effects*
  • Molecular Structure
  • Nitrogen / chemistry
  • Orchidaceae / chemistry*
  • Plant Roots / chemistry
  • Pyrrolidinones / chemistry*

Substances

  • Anti-Inflammatory Agents
  • Bibenzyls
  • Pyrrolidinones
  • Nitrogen