Eight new cyclopentenone and cyclohexenone derivatives from the marine-derived fungus Aspergillus sp. SCSIO 41501 by OSMAC strategy

Nat Prod Res. 2021 Nov;35(21):3810-3819. doi: 10.1080/14786419.2020.1739046. Epub 2020 Mar 12.

Abstract

One strain many compounds (OSMAC) strategy was an effective method to activate the silent biosynthetic genes of microorganisms. Comparison with our previous investigations on the secondary metabolites of the marine-derived fungus Aspergillus sp. SCSIO 41501, in this study, three new cyclopentenone derivatives, aspergispones A-C (1-3), and five new cyclohexenone derivatives, aspergispones D-H (4-8), together with two known analogues, were further isolated from the fungal strain by altering culture medium compositions. The structures of new compounds were elucidated by extensive spectroscopic analysis. And the absolute configurations of 4 and 7 were further confirmed by single-crystal X-ray diffraction experiments.

Keywords: Aspergillus sp.; Marine-derived fungus; OSMAC strategy; cyclohexanone; cyclopentenone; single-crystal X-ray.

MeSH terms

  • Aspergillus*
  • Cyclopentanes
  • Fungi*
  • Molecular Structure

Substances

  • Cyclopentanes
  • cyclopentenone