Diisonitrile-Mediated Reactive Oxygen Species Accumulation Leads to Bacterial Growth Inhibition

J Nat Prod. 2020 May 22;83(5):1634-1640. doi: 10.1021/acs.jnatprod.0c00125. Epub 2020 Apr 17.

Abstract

The diisonitrile copper chelator SF2768 biosynthesized by Streptomyces thioluteus functions as a chalkophore that transports extracellular copper into producer cells in a complexed form. It was demonstrated that the treatment of eight bacteria, including Bacillus subtilis and Acinetobacter baumannii, with SF2768 led to a moderate growth inhibition which is associated with an increased level of reactive oxygen species (ROS). In addition, SF2768 and its diisonitrile analogues proved to be effective tyrosinase inhibitors. Three new analogues, SF2768 I, K, and L, were identified by detailed spectroscopic analysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acinetobacter baumannii / drug effects*
  • Amino Sugars / chemistry*
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Bacillus subtilis / chemistry
  • Bacillus subtilis / drug effects*
  • Biological Transport / drug effects
  • Copper / chemistry
  • Humans
  • Molecular Structure
  • Nitriles / chemistry*
  • Reactive Oxygen Species / chemistry
  • Reactive Oxygen Species / pharmacology*
  • Streptomyces / chemistry*

Substances

  • Amino Sugars
  • Anti-Bacterial Agents
  • Nitriles
  • Reactive Oxygen Species
  • SF2768
  • Copper

Supplementary concepts

  • Streptomyces thioluteus