Antifungal activity of compounds isolated from Aspergillus niger and their molecular docking studies with tomatinase

Nat Prod Res. 2020 Sep;34(18):2642-2646. doi: 10.1080/14786419.2018.1548447. Epub 2018 Dec 24.

Abstract

Using a dual culture antagonism assay, Aspergillus niger exhibited 51.5 ± 1.1% growth inhibition against Fusarium oxysporum f.sp. lycopersici, the wilt pathogen of tomato. For enhanced production of antifungal metabolites, nutrient optimization was performed and in vitro well-diffusion antifungal assays demonstrated that crude extract obtained from GPYB culture showed a maximum zone of inhibition (8.8 ± 0.4 mm) against the wilt pathogen, which is corroborated by the comparative LCMS profiles of the extracts from all three media i.e. GPYB, YEB and PDB. Two known compounds, Asperazine (m/z 665 [M + H]+) and Nigerone (m/z 571 [M + H]+), were isolated from A. niger and their antifungal activity is reported here for the first time. In MIC experiments, Asperazine and Nigerone inhibited the pathogen at 60 and 80 µg·mL-1 respectively. Molecular docking studies of Nigerone and Asperazine with F. oxysporum tomatinase showed five and six binding interactions respectively.

Keywords: Dual culture assay; LCMS; antifungal docking; fungicides; growth inhibition.

MeSH terms

  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / metabolism
  • Antifungal Agents / pharmacology
  • Aspergillus niger / chemistry*
  • Fusarium / enzymology
  • Glycoside Hydrolases / metabolism*
  • Indoles / metabolism
  • Molecular Docking Simulation*
  • Naphthalenes / metabolism
  • Piperazines / metabolism
  • Protein Binding
  • Pyrones / metabolism
  • Solanum lycopersicum / microbiology

Substances

  • Antifungal Agents
  • Indoles
  • Naphthalenes
  • Piperazines
  • Pyrones
  • asperazine
  • nigerone
  • Glycoside Hydrolases
  • tomatinase