Antioxidant xanthones and anthraquinones isolated from a marine-derived fungus Aspergillus versicolor.
10.1016/S1875-5364(18)30050-5
- Author:
Ze-Hong WU
1
,
2
;
Dong LIU
3
;
Ying XU
4
;
Jian-Liang CHEN
5
;
Wen-Han LIN
6
Author Information
1. The Eighth Affiliated Hospital, Sun Yat-sen University, Shenzhen 518033, China
2. State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China.
3. State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China.
4. Shenzhen Key Laboratory of Marine Bioresource & Eco-environmental Science, Shenzhen Engineering Laboratory for Marine Algal Biotechnology, College of Life Science, Shenzhen University, Shenzhen 518060, China.
5. The Eighth Affiliated Hospital, Sun Yat-sen University, Shenzhen 518033, China. Electronic address: chenjianliang2014@163.com.
6. State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China. Electronic address: whlin@bjmu.edu.cn.
- Publication Type:Journal Article
- Keywords:
Anthraquinones;
Antioxidant activity;
Aspergillus versicolor;
Cytotoxicity;
Xanthones
- MeSH:
Anthraquinones;
Antioxidants;
chemistry;
isolation & purification;
metabolism;
pharmacology;
Aspergillus;
chemistry;
genetics;
isolation & purification;
metabolism;
Cell Line, Tumor;
Cell Survival;
drug effects;
Gene Expression;
drug effects;
Humans;
Magnetic Resonance Spectroscopy;
Molecular Structure;
NF-E2-Related Factor 2;
genetics;
metabolism;
Seawater;
microbiology;
Spectroscopy, Fourier Transform Infrared;
Xanthones;
chemistry;
isolation & purification;
metabolism;
pharmacology
- From:
Chinese Journal of Natural Medicines (English Ed.)
2018;16(3):219-224
- CountryChina
- Language:English
-
Abstract:
Chemical examination of an EtOAc extract of cultured Aspergillus versicolor fungus from deep-sea sediments resulted in the isolation of four xanthones, eight anthraquinones and five alkaloids, including a new xanthone, oxisterigmatocystin D (1) and a new alkaloid, aspergillusine A (13). High resolution electron impact mass spectrometry (HR-EI-MS), FT-IR spectroscopy, and NMR techniques were used to elucidate the structures of these compounds, and the absolute configuration of compound 1 was established by its NMR features and coupling constant. Furthermore, the biosynthesis pathway of these xanthones and anthraquinones were deduced, and their antioxidant activity and cytotoxicity in human cancer cell lines (HTC-8, Bel-7420, BGC-823, A549, and A2780) were evaluated. The trolox equivalent antioxidant capacity (TEAC) assay indicated most of the xanthones and anthraquinones possessing moderate antioxidant activities. The Nrf2-dependent luciferase reporter gene assay revealed that compounds 6, 7, 9, and 12 potentially activated the expression of Nrf2-regulated gene. In addition, compounds 5 and 11 showed weak cytotoxicity on A with the IC values of 25.97 and 25.60 μmol·L, respectively.
