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.
Weiyi Wang  1 Jing Yang  2 Yan-Yan Liao  3 Gang Cheng  2 Jing Chen  2 Shaowei Mo  4 Li Yuan  4 Xiang-Dong Cheng  5 Jiang-Jiang Qin  2  5 Zongze Shao  1
Affiliations
  • 1. Key Laboratory of Marine Biogenetic Resources, Third Institute of Oceanography, Ministry of Natural Resources, 184 Daxue Road, Xiamen 361005, People's Republic of China.
  • 2. College of Pharmaceutical Sciences, Zhejiang Chinese Medical University, 548 Binwen Road, Hangzhou 310053, People's Republic of China.
  • 3. Key Laboratory of Urban Environment and Health, Institute of Urban Environment, Chinese Academy of Sciences, 1799 Jimei Road, Xiamen 361021, People's Republic of China.
  • 4. First Clinical Medical College, Zhejiang Chinese Medical University, 548 Binwen Road, Hangzhou 310053, People's Republic of China.
  • 5. Institute of Cancer and Basic Medicine, Chinese Academy of Zhejiang Cancer Hospital, Banshan Road 1#, Hangzhou 310022, People's Republic of China.
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.