Skeletocutins A-L: Antibacterial Agents from the Kenyan Wood-Inhabiting Basidiomycete, Skeletocutis sp

J Agric Food Chem. 2019 Aug 7;67(31):8468-8475. doi: 10.1021/acs.jafc.9b02598. Epub 2019 Jul 29.

Abstract

Fermentation of the fungal strain Skeletocutis sp. originating from Mount Elgon Natural Reserve in Kenya, followed by bioassay guided fractionation led to the isolation of 12 previously undescribed metabolites named skeletocutins A-L (1-5 and 7-13) together with the known tyromycin A (6). Their structures were assigned by NMR spectroscopy complemented by HR-ESIMS. Compounds 1-6 and 11-13 exhibited selective activities against Gram-positive bacteria, while compound 10 weakly inhibited the formation of biofilm of Staphylococcus aureus. The isolated metabolites were also evaluated for inhibition of L-leucine aminopeptidase, since tyromycin A had previously been reported to possess such activities but only showed weak effects. Furthermore, all compounds were tested for antiviral activity against Hepatitis C virus (HCV), and compound 6 moderately inhibited HCV infectivity with an IC50 of 6.6 μM.

Keywords: basidiomycota; polyporaceae; secondary metabolites; structure elucidation.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / metabolism
  • Anti-Bacterial Agents / pharmacology*
  • Antiviral Agents / chemistry
  • Antiviral Agents / metabolism
  • Antiviral Agents / pharmacology
  • Hepacivirus / drug effects
  • Kenya
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Polyporales / chemistry*
  • Polyporales / growth & development
  • Polyporales / isolation & purification
  • Polyporales / metabolism
  • Wood / microbiology*

Substances

  • Anti-Bacterial Agents
  • Antiviral Agents