Bioactive terpenoids from Silybum marianum and their suppression on NO release in LPS-induced BV-2 cells and interaction with iNOS

Bioorg Med Chem Lett. 2017 May 15;27(10):2161-2165. doi: 10.1016/j.bmcl.2017.03.058. Epub 2017 Mar 24.

Abstract

Three new (1-3) and one known (4) bioactive terpenoids were isolated from the seeds of Silybum marianum based on the investigation to get new NO inhibitors. Their structures were determined by extensive NMR (1D and 2D NMR) and MS spectroscopic data, and the absolute configurations were identified by experimental and calculated ECD spectra. The NO inhibitory activities in murine microglial BV-2 cells and interactions with iNOS protein by molecular docking were evaluated for all compounds. The results showed that these compounds had potent NO inhibitory effects.

Keywords: Molecular docking; NO inhibitory activities; Silybum marianum; Terpenoids; iNOS.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Binding Sites
  • Cell Line
  • Circular Dichroism
  • Lipopolysaccharides / toxicity
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Mice
  • Molecular Conformation
  • Molecular Docking Simulation
  • Neurons / cytology
  • Neurons / drug effects
  • Neurons / metabolism
  • Nitric Oxide / metabolism*
  • Nitric Oxide Synthase Type II / antagonists & inhibitors
  • Nitric Oxide Synthase Type II / metabolism*
  • Plant Extracts / chemistry
  • Protein Structure, Tertiary
  • Seeds / chemistry
  • Seeds / metabolism
  • Silybum marianum / chemistry*
  • Silybum marianum / metabolism
  • Terpenes / chemistry*
  • Terpenes / isolation & purification
  • Terpenes / pharmacology

Substances

  • Lipopolysaccharides
  • Plant Extracts
  • Terpenes
  • Nitric Oxide
  • Nitric Oxide Synthase Type II