Interconverting flavonostilbenes with antibacterial activity from Sophora alopecuroides

Phytochemistry. 2015 Aug:116:290-297. doi: 10.1016/j.phytochem.2015.02.022. Epub 2015 Mar 23.

Abstract

Five flavonostilbenes (alopecurones H, I, J, K and L) and five known ones were isolated from roots of Sophora alopecuroides, in addition to ten other phenolic compounds. A non-enzymatic interconversion of the lavandulyl-substituted flavonostilbenes was observed among alopecurones A, H, I, and K through a Wessely-Moser rearrangement reaction; this was proven by 1D and 2D NMR, HPLC-CD-PDA and HRMS analyses. Bioassay results suggested that flavonostilbenes exhibit significant antibacterial and anti-biofilm formation activities against Staphylococcus epidermidis with MIC values ranging from 3.1 to 12.5μg/mL.

Keywords: Antibacterial activity; Bitterbean Sophora alopecuroides; Flavonostilbenes; Leguminosae.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology*
  • Chromatography, High Pressure Liquid
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology*
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification*
  • Flavonoids / pharmacology*
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Roots / chemistry
  • Sophora / chemistry
  • Staphylococcus epidermidis / drug effects
  • Stilbenes / chemistry
  • Stilbenes / isolation & purification*
  • Stilbenes / pharmacology*
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Drugs, Chinese Herbal
  • Flavonoids
  • Stilbenes
  • alopecurone H