New Cyclic Lipopeptides of the Iturin Class Produced by Saltern-Derived Bacillus sp. KCB14S006

Mar Drugs. 2016 Apr 2;14(4):72. doi: 10.3390/md14040072.

Abstract

Salterns, one of the most extreme natural hypersaline environments, are a rich source of halophilic and halotolerant microorganisms, but they remain largely underexplored ecological niches in the discovery of bioactive secondary metabolites. In continued efforts to investigate the metabolic potential of microbial populations from chemically underexplored sites, three new lipopeptides named iturin F₁, iturin F₂ and iturin A₉ (1-3), along with iturin A₈ (4), were isolated from Bacillus sp. KCB14S006 derived from a saltern. The structures of the isolated compounds were established by 1D-, 2D-NMR and HR-ESIMS, and their absolute configurations were determined by applying advanced Marfey's method and CD spectroscopy. All isolates exhibited significant antifungal activities against various pathogenic fungi and moderate cytotoxic activities toward HeLa and src(ts)-NRK cell lines. Moreover, in an in vitro enzymatic assay, compound 4 showed a significant inhibitory activity against indoleamine 2,3-dioxygenase.

Keywords: antifungal; cytotoxic; indoleamine-2,3-dioxygenase; iturins; saltern-derived bacteria.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology
  • Bacillus / chemistry*
  • Bacillus / metabolism*
  • Bacteria / drug effects
  • Cell Line, Tumor
  • Fungi / drug effects
  • HeLa Cells
  • Humans
  • Lipopeptides / chemistry*
  • Lipopeptides / pharmacology*
  • Magnetic Resonance Spectroscopy / methods
  • Peptides, Cyclic / chemistry*
  • Peptides, Cyclic / pharmacology*

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Lipopeptides
  • Peptides, Cyclic