Aspeterreurone A, a Cytotoxic Dihydrobenzofuran-Phenyl Acrylate Hybrid from the Deep-Sea-Derived Fungus Aspergillus terreus CC-S06-18

J Nat Prod. 2020 Jun 26;83(6):1998-2003. doi: 10.1021/acs.jnatprod.0c00189. Epub 2020 Jun 3.

Abstract

A new dihydrobenzofuran-phenyl acrylate hybrid, aspeterreurone A (1), was obtained from the culture of the deep-sea-derived fungus Aspergillus terreus CC-S06-18. The relative configuration of 1 was elucidated by HSQMBC NMR, calculated NMR chemical shifts coupled with a statistical procedure (DP4+), and the absolute configuration was established by ECD calculations. 1 exhibited cytotoxicities against the gastric cancer cell lines HGC27, MGC803, BGC823, and AGS, with minimal effects on normal gastric epithelial cell line GES-1. Further studies showed that 1 inhibited cell cycle progression and induced apoptosis of gastric cancer MGC803 cells in a concentration-dependent manner. Western blot analysis indicated that 1 inhibited the phosphorylation of STAT3, which might contribute to its cytotoxic activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antibiotics, Antineoplastic / chemistry*
  • Antibiotics, Antineoplastic / pharmacology*
  • Apoptosis / drug effects
  • Aspergillus / chemistry*
  • Cell Cycle / drug effects
  • Cell Line
  • Cell Line, Tumor
  • Dose-Response Relationship, Drug
  • Epithelial Cells / drug effects
  • Humans
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Phosphorylation
  • STAT3 Transcription Factor / metabolism
  • Seawater
  • Stomach Neoplasms / drug therapy

Substances

  • Antibiotics, Antineoplastic
  • STAT3 Transcription Factor
  • STAT3 protein, human

Supplementary concepts

  • Aspergillus terreus