Antioxidant coumarin and pyrone derivatives from the insect-associated fungus Aspergillus Versicolor

Nat Prod Res. 2020 May;34(10):1360-1365. doi: 10.1080/14786419.2018.1509334. Epub 2018 Nov 6.

Abstract

Two new compounds, versicolones A and B (1 and 2), and three known pyrone derivatives (3-5) were isolated from the insect-associated fungus Aspergillus versicolor. Their structures were elucidated through a combination of HRESIMS and NMR spectroscopic analysis. Versicolone A (1) was revealed as a coumarin derivative with the rare 5-alkyl side chain substitution. Compound 5 exhibited significant antioxidant activity with EC50 value of 8.0 μM in the ABTS (2,2-azino-bis-3-ethylbenzothiazoline-6-sulfonic acid) assay, which was more than 2-fold potency of the positive control trolox.

Keywords: Aspergillus versicolor; Insect-associated fungus; antioxidant activity; coumarin.

MeSH terms

  • Animals
  • Antioxidants / chemistry
  • Antioxidants / isolation & purification*
  • Antioxidants / pharmacology
  • Aspergillus / chemistry*
  • Coumarins / chemistry
  • Coumarins / isolation & purification*
  • Coumarins / pharmacology
  • Fungi / chemistry
  • Insecta / microbiology
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Pyrones / chemistry
  • Pyrones / isolation & purification*
  • Pyrones / pharmacology

Substances

  • Antioxidants
  • Coumarins
  • Pyrones