New dihydrobenzofuranoid from the marine-derived fungus Aspergillus ustus KMM 4664

Nat Prod Res. 2021 Oct;35(19):3332-3335. doi: 10.1080/14786419.2019.1689496. Epub 2019 Nov 15.

Abstract

One new dihydrobenzofuran derivative (1), known depsipeptide emericellamide A (2), three known drimanes (3-5) and two artifact drimane derivatives (6, 7) were isolated from the marine-derived fungus Aspergillus ustus KMM 4664. Their structures were determined by detailed analysis of spectroscopic data and by comparison with related known compounds. The absolute configuration of 1 was determined by time-dependent density functional theory (TD-DFT) calculations of ECD spectra. Compound 7 showed significant ability of the inhibition of spermatozoa to fertilize egg-cells of the sea urchin Strongylocentrotus intermedius with IC50 value 21 µM.

Keywords: Aspergillus ustus; dihydrobenzofuranoid; drimanes; marine-derived fungus; secondary metabolites.

MeSH terms

  • Animals
  • Aspergillus* / chemistry
  • Furans / isolation & purification
  • Furans / pharmacology*
  • Male
  • Molecular Structure
  • Spermatozoa / drug effects
  • Strongylocentrotus

Substances

  • Furans

Supplementary concepts

  • Aspergillus ustus