Erylivingstone A-C with antioxidant and antibacterial activities from Erythrina livingstoniana

Fitoterapia. 2015 Sep:105:113-8. doi: 10.1016/j.fitote.2015.06.016. Epub 2015 Jun 21.

Abstract

The chemical study of Erythrina livingstoniana has led to the isolation of three new flavanones namely 5,7,3'-trihydroxy-4'-methoxy-5'-formylflavanone (erylivingstone A) (1), 5,7,3'-trihydroxy-5'-(2-hydroxy-3-methylbut-3-enyl)-4'-methoxyflavanone (erylivingstone B) (2) and 5,7,3'-trihydroxy-5'-(3-hydroxy-3-methyl-trans-but-1-enyl)-4'-methoxyflavanone (erylivingstone C) (3) together with three known compounds (4-6). Their structures were elucidated on the basis of NMR data, HRMS(n) fragmentation pathway and by comparison with literature data. We evaluated the antibacterial efficacies and free-radical scavenging potential of the isolated compounds (1-6). The typical environmental strains of Gram-positive Bacillus subtilis, Gram-negative Escherichia coli, as well as against the clinically important Staphylococcus aureus, Streptococcus pyogenes and E. coli (risk-group 2) were used for the antibacterial assay. Compounds 5 and 6 exhibited the most pronounced efficacy against tested environmental bacteria as well as against the pathogenic strain of E. coli. Compound 3 was also quite active against these three bacterial strains. The isolated compounds showed weak radical scavenging properties with compound 6 being the most active, followed by compounds 2, 3 and 5.

Keywords: Antibacterial; Antioxidant; Erylivingstone A–C; Erythrina livingstoniana; Fabaceae; Flavanone; HRMS(n); NMR.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / isolation & purification
  • Antioxidants / chemistry*
  • Antioxidants / isolation & purification
  • Bacillus subtilis / drug effects
  • Erythrina / chemistry*
  • Escherichia coli / drug effects
  • Flavanones / chemistry*
  • Flavanones / isolation & purification
  • Molecular Structure
  • Plant Bark / chemistry
  • Staphylococcus aureus / drug effects
  • Streptococcus pyogenes / drug effects

Substances

  • Anti-Bacterial Agents
  • Antioxidants
  • Flavanones
  • erylivingstone B
  • erylivingstone C