Three new isoflavanones from Erythrina costaricensis

Nat Prod Res. 2009;23(12):1089-94. doi: 10.1080/14786410802292286.

Abstract

Three new isoflavanones, 5,7,3'-trihydroxy-4'-methoxy-6,5'-di(gamma, gamma-dimethylallyl)-isoflavanone (1), 5,3'-dihydroxy-4'-methoxy-5'-gamma,gamma-dimethylallyl-2'',2''-dimethylpyrano[5,6 : 6,7]isoflavanone (2) and 5,3'-dihydroxy-2'',2''-dimethylpyrano[5,6 : 6,7]-2''',2'''-dimethylpyrano[5,6 : 5,4]isoflavanone (3), along with two known isoflavonoids, cristacarpin and euchrenone b(10), were isolated from the stems of Erythrina costaricensis. Their structures were established on the basis of spectroscopic evidence. Compound 3 is a rare isoflavanone possessing two 2,2-dimethylpyran moieties. Among the new isoflavanones, compound 1 showed potent antibacterial activity against methicillin-resistant Staphylococcus aureus.

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Erythrina / chemistry*
  • Isoflavones / chemistry*
  • Isoflavones / isolation & purification
  • Isoflavones / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Methicillin-Resistant Staphylococcus aureus / drug effects*
  • Microbial Sensitivity Tests
  • Molecular Structure

Substances

  • Anti-Bacterial Agents
  • Isoflavones
  • isoflavanone