Antibacterial neurymenolides from the Fijian red alga Neurymenia fraxinifolia

Org Lett. 2009 Jan 1;11(1):225-8. doi: 10.1021/ol8024814.

Abstract

Two novel alpha-pyrone macrolides, neurymenolides A (1) and B (2), were isolated from the Fijian red alga Neurymenia fraxinifolia and characterized using a combination of NMR and mass spectral analyses. These molecules represent only the second example of alpha-pyrone macrolides, with 1 existing as interchanging atropisomers due to restricted rotation about the alpha-pyrone ring system. Neurymenolide A (1) displayed moderately potent activities against methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant Enterococcus faecium (VREF).

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology
  • Dose-Response Relationship, Drug
  • Enterococcus faecium / drug effects
  • Macrolides / chemistry*
  • Macrolides / isolation & purification
  • Macrolides / pharmacology
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Pyrones / chemistry*
  • Pyrones / isolation & purification
  • Pyrones / pharmacology
  • Rhodophyta / chemistry*
  • Staphylococcus aureus / drug effects
  • Stereoisomerism

Substances

  • Anti-Bacterial Agents
  • Macrolides
  • Pyrones
  • neurymenolide A
  • neurymenolide B