Oak-Associated Negativicute Equipped with Ancestral Aromatic Polyketide Synthase Produces Antimycobacterial Dendrubins

Chemistry. 2020 Oct 15;26(58):13147-13151. doi: 10.1002/chem.202001939. Epub 2020 Sep 17.

Abstract

Anaerobic bacteria have only recently been recognized as a source of antibiotics; yet, the metabolic potential of Negativicutes (Gram-negative staining Firmicutes) such as the oak-associated Dendrosporobacter quercicolus has remained unknown. Genome mining of D. quercicolus and phylogenetic analyses revealed a gene cluster for a type II polyketide synthase (PKS) complex that belongs to the most ancestral enzyme systems of this type. Metabolic profiling, NMR analyses, and stable-isotope labeling led to the discovery of a new family of anthraquinone-type polyphenols, the dendrubins, which are diversified by acylation, methylation, and dimerization. Dendrubin A and B were identified as strong antibiotics against a range of clinically relevant, human-pathogenic mycobacteria.

Keywords: anaerobes; antibiotics; genome mining; mycobacteria; polyphenols.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Firmicutes
  • Humans
  • Multigene Family
  • Phylogeny
  • Polyketide Synthases* / chemistry
  • Polyketide Synthases* / genetics
  • Quercus*

Substances

  • Anti-Bacterial Agents
  • Polyketide Synthases

Supplementary concepts

  • Dendrosporobacter quercicolus