1,4,6-trihydroxy-8-alkylated-9,10-anthraquinones with antibacterial activities from soil-derived Streptomyces sp. WS-13394

J Antibiot (Tokyo). 2022 Jul;75(7):375-379. doi: 10.1038/s41429-022-00533-7. Epub 2022 May 20.

Abstract

Two new 1,4,6-trihydroxy-8-alkylated-9,10-anthraquinones (1-2) were isolated from the culture broth of the soil actinomycete Streptomyces sp. WS-13394. Their structures were elucidated on the basis of extensive spectroscopic analysis, including mass spectrometry (MS), nuclear magnetic resonance (NMR), and electronic circular dichroism (ECD). Compounds 1 and 2, together with eight analogs (3-10), were evaluated for their antibacterial activities against five pathogens. The tested derivatives of alkylated anthraquinone exhibited selective activities to Gram-positive bacteria, while compounds 1 and 5 showed obvious activities against two zoonotic pathogens, Erysipelothrix rhusiopathiae and Streptococcus suis, with MIC values ranging from 3.13 to 12.5 µg ml-1.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthraquinones
  • Anti-Bacterial Agents / chemistry
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Soil
  • Streptomyces* / chemistry

Substances

  • Anthraquinones
  • Anti-Bacterial Agents
  • Soil