Secondary metabolites from Aspergillus terreus F6-3, a marine fungus associated with Johnius belengerii

Ying Y 1 , Tu S 2 , Ni J 2 , Lu X 2 , Hu X 2 , Lei P 2 Show all authors , Li X 2 , Wang Y 3 , Jin G 4 , Wang H 5

Affiliations 

  • 1 College of Pharmaceutical Science & Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, China. Electronic address: ymying@zjut.edu.cn
  • 2 College of Pharmaceutical Science & Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, China
  • 3 School of Life Science and Technology, China Pharmaceutical University, 211198 Nanjing, China
  • 4 School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 211198, China
  • 5 College of Pharmaceutical Science & Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, China; Key Laboratory of Marine Fishery Resources Exploitment and Utilization of Zhejiang Province, Zhejiang University of Technology, Hangzhou 310014, China. Electronic address: hongw@zjut.edu.cn
Fitoterapia, 2023 Oct;170:105662.
PMID: 37648028 DOI: 10.1016/j.fitote.2023.105662

Abstract

Two new terrein derivatives asperterreinones A-B (1-2), one new octahydrocoumarin derivative (±)-asperterreinin A (6), along with seventeen known compounds, were isolated from Aspergillus terreus F6-3, a marine fungus associated with Johnius belengerii. The structures of 1, 2, and 6 were established on the basis of 1D and 2D NMR, mass spectroscopy, comparative electronic circular dichroism (ECD) spectra analysis, density functional theory calculation of 13C NMR, and DP4+ probability analysis. Among all the isolates, eurylene (7), a constituent of the Malaysian medicinal plant Eurycoma longifolia, was obtained from a microbial source for first time. In the in vitro bioassay, 11 and 13 showed potent inhibitory activity against the Escherichia coli β-glucuronidase (EcGUS) with IC50 values of 27.75 ± 0.73 and 17.73 ± 0.81 μM, respectively. It was the first time that questinol (11) and (±)-aspertertone B (13) were reported as potent EcGUS inhibitors.

* Title and MeSH Headings from MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.

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