Abenquines A-D: aminoquinone derivatives produced by Streptomyces sp. strain DB634

J Antibiot (Tokyo). 2011 Dec;64(12):763-8. doi: 10.1038/ja.2011.87. Epub 2011 Sep 28.

Abstract

New bioactive secondary metabolites, called abenquines, were found in the fermentation broth of Streptomyces sp. strain DB634, which was isolated from the soils of the Chilean highland of the Atacama Desert. They are composed of an amino acid linked to an N-acetyl-aminobenzoquinone. Isolation of the abenquines (1-4), their structure elucidation by NMR analysis and MS, as well as the kinetics of their production are presented. The abenquines show inhibitory activity against bacteria, dermatophytic fungi and phosphodiesterase type 4b. The amino acid attached to the quinone is relevant to the enzyme inhibitory activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / metabolism
  • Anti-Bacterial Agents / pharmacology
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / metabolism
  • Antifungal Agents / pharmacology
  • Cell Survival / drug effects
  • Chile
  • Cyclic Nucleotide Phosphodiesterases, Type 4 / metabolism
  • Desert Climate
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / metabolism
  • Enzyme Inhibitors / pharmacology
  • Mice
  • Microbial Sensitivity Tests
  • Nuclear Magnetic Resonance, Biomolecular
  • Optical Rotation
  • Quinones / chemistry
  • Quinones / isolation & purification*
  • Quinones / metabolism*
  • Quinones / pharmacology
  • Soil Microbiology
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet
  • Streptomyces / chemistry*
  • Streptomyces / genetics
  • Streptomyces / metabolism*

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Enzyme Inhibitors
  • Quinones
  • Cyclic Nucleotide Phosphodiesterases, Type 4