Citronamides A and B, tetrapeptides from the Australian sponge Citronia astra

J Nat Prod. 2009 Apr;72(4):764-8. doi: 10.1021/np800832w.

Abstract

Two new linear tetrapeptides, citronamides A (1) and B (2), were isolated from the Australian sponge Citronia astra and their structures determined by 1D and 2D NMR spectroscopy. The peptides contain two previously unreported amino acids, 3-(2-oxo-2,3-dihydro-1H-imidazol-4-yl)serine and 6-amino-7-(4-methoxyphenyl)heptanoic acid, and alpha-iduronic acid modified at either C-3 or C-4 with a carbamate. Citronamide A showed moderate antifungal activity against Saccharomyces cerevisiae.

MeSH terms

  • Animals
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology
  • Australia
  • Escherichia coli / drug effects
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Oligopeptides / chemistry
  • Oligopeptides / isolation & purification*
  • Oligopeptides / pharmacology
  • Porifera / chemistry*
  • Saccharomyces cerevisiae / drug effects
  • Staphylococcus / drug effects
  • Trypanosoma / drug effects

Substances

  • Antifungal Agents
  • Oligopeptides
  • citronamide A
  • citronamide B