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Mar Drugs. 2019 May 2;17(5). pii: E262. doi: 10.3390/md17050262.

New Diketopiperazines from a Marine-Derived Fungus Strain Aspergillus versicolor MF180151.

Hu J1,2, Li Z3,4, Gao J5,6, He H7,8, Dai H9, Xia X10, Liu C11, Zhang L12, Song F13.

Author information

1
Chinese Academy of Sciences Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, China. huzxcv10@126.com.
2
University of Chinese Academy of Sciences, Beijing 100049, China. huzxcv10@126.com.
3
Chinese Academy of Sciences Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, China. bluewave2015@sina.com.
4
University of Chinese Academy of Sciences, Beijing 100049, China. bluewave2015@sina.com.
5
Chinese Academy of Sciences Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, China. jieyu_gao@163.com.
6
School of Food and Biological Engineering, Hefei University of Technology, Hefei 230009, China. jieyu_gao@163.com.
7
Chinese Academy of Sciences Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, China. hehongtao2010@live.cn.
8
University of Chinese Academy of Sciences, Beijing 100049, China. hehongtao2010@live.cn.
9
Chinese Academy of Sciences Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, China. huanqindai@gmail.com.
10
Key Biosensor Laboratory of Shandong Provinde, Biology Institute, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250013, China. xiaxk@sdas.org.
11
Chinese Academy of Sciences Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, China. liucuihua@im.ac.cn.
12
State Key Laboratory of Bioreactor Engineering, East China University of Science of Technology, Shanghai 200237, China. lxzhang@ecust.edu.cn.
13
Chinese Academy of Sciences Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, China. songfuhang@im.ac.cn.

Abstract

Six new diketopiperazines, (±)-7,8-epoxy-brevianamide Q ((±)-1), (±)-8-hydroxy-brevianamide R ((±)-2), and (±)-8-epihydroxy-brevianamide R ((±)-3), together with four known compounds, (±)-brevianamide R ((±)-4), versicolorin B (5) and averufin (6), were isolated from a marine-derived fungus strain Aspergillus versicolor MF180151, which was recovered from a sediment sample collected from the Bohai Sea, China. The chemical structures were established by 1D- and 2D-NMR spectra and HR-ESI-MS. 1 is the first sample of brevianamides with an epoxy moiety. Their bioactivities were evaluated against Candida albicans, Bacillus subtilis, Staphylococcus aureus, methicillin-resistant S. aureus, Pseudomonas aeruginosa, and Bacillus Calmette-Guérin. Compounds 1-4 showed no activities against the pathogens, and compounds 5 and 6 showed moderate activities against S. aureus and methicillin-resistant S. aureus.

KEYWORDS:

Aspergillus versicolor; antibacterial; diketopiperazine; marine-derived fungus

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