Rugulotrosins A and B: Two new antibacterial metabolites from an Australian isolate of a Penicillium sp

J Nat Prod. 2004 Apr;67(4):728-30. doi: 10.1021/np034038b.

Abstract

Two new antibacterial agents, rugulotrosin A (1) and B (2), were obtained from cultures of a Penicillium sp. isolated from soil samples acquired near Sussex Inlet, New South Wales, Australia. Rugulotrosin A (1) is a chiral symmetric dimer, and its relative stereostructure was determined by spectroscopic and X-ray crystallographic analysis. Rugulotrosin B (2) is a chiral asymmetric dimer isomeric with 1. Its structure was determined by spectroscopic analysis with comparison to the co-metabolite 1 and previously reported fungal metabolites. Both rugulotrosins A and B displayed significant antibacterial activity against Bacillus subtilis, while rugulotrosin A was also strongly active against Enterococcus faecalis and B. cereus.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology
  • Australia
  • Bacillus cereus / drug effects
  • Bacillus subtilis / drug effects
  • Crystallography, X-Ray
  • Enterococcus faecalis / drug effects
  • Heterocyclic Compounds, 4 or More Rings / chemistry
  • Heterocyclic Compounds, 4 or More Rings / isolation & purification*
  • Heterocyclic Compounds, 4 or More Rings / pharmacology
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Molecular Structure
  • Penicillium / chemistry*
  • Staphylococcus aureus / drug effects
  • Stereoisomerism

Substances

  • Anti-Bacterial Agents
  • Heterocyclic Compounds, 4 or More Rings
  • rugulotrosin A