Cyclic peptides from a Ruegeria strain of bacteria associated with the sponge Suberites domuncula

J Nat Prod. 2004 Jul;67(7):1178-81. doi: 10.1021/np049900+.

Abstract

Two new cyclic peptides, cyclo-(glycyl-L-seryl-L-prolyl-L-glutamyl) and cyclo-(glycyl-L-prolyl-L-glutamyl), have been isolated from the cell extract of a Ruegeria strain associated with cell cultures of Suberites domuncula. Three other cyclopeptides have been isolated for the first time from a natural source. Additionally, a new diastereoisomer of a known compound is reported. The structures of isolated compounds have been elucidated by means of spectroscopic data (1D-, 2D-NMR, HRESIMS) and chiral HPLC analysis. The new cyclopeptides exhibited moderate antimicrobial activity against Bacillus subtilis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology
  • Bacillus subtilis / drug effects
  • Bacteria / chemistry*
  • Chromatography, High Pressure Liquid
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Peptides, Cyclic / chemistry
  • Peptides, Cyclic / isolation & purification*
  • Peptides, Cyclic / pharmacology
  • Porifera / microbiology*
  • RNA, Ribosomal, 16S / genetics
  • Seawater
  • Stereoisomerism

Substances

  • Anti-Bacterial Agents
  • Peptides, Cyclic
  • RNA, Ribosomal, 16S
  • cyclo-(glycyl-L-prolyl-L-glutamyl)
  • cyclo-(glycyl-L-seryl-L-prolyl-L-glutamyl)