Asperochratides A-J, Ten new polyketides from the deep-sea-derived Aspergillus ochraceus

Bioorg Chem. 2020 Dec:105:104349. doi: 10.1016/j.bioorg.2020.104349. Epub 2020 Oct 8.

Abstract

Ten new C9 polyketides (asperochratides A-J, 1-10) and 14 known miscellaneous compounds (11-24) were isolated from the deep-sea-derived fungus Aspergillus ochraceus. Structures of the new compounds were elucidated by extensive spectroscopic analyses, modified Mosher's method, Mo2(OAc)4 induced circular dichroism (ICD) experiments, and ECD calculations. Structurally, compounds 1-11 and 16-18 share the same polyketide origin of the skeleton and belong to aspyrone co-metabolites. All isolates were tested for cytotoxic, anti-food allergic, anti-H1N1 virus, anti-microbe, and anti-inflammatory activities in vitro. Results showed that compounds 5-8 and 13-17 exerted significant cytotoxic effects on BV-2 cell line, and compound 16 showed the potential of anti-inflammatory activities.

Keywords: Aspergillus ochraceus; Deep-sea; Fungus; Polyketides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Inflammatory Agents / chemistry*
  • Anti-Inflammatory Agents / pharmacology
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology
  • Aspergillus ochraceus / chemistry*
  • Cell Line, Tumor
  • Complex Mixtures / chemistry*
  • Complex Mixtures / pharmacology
  • Drug Evaluation, Preclinical
  • Humans
  • Models, Molecular
  • Molecular Conformation
  • Nitric Oxide / metabolism
  • Polyketides / chemistry*
  • Polyketides / pharmacology
  • Seawater / microbiology*

Substances

  • Anti-Inflammatory Agents
  • Antineoplastic Agents
  • Complex Mixtures
  • Polyketides
  • Nitric Oxide