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      Antioxidant xanthones and anthraquinones isolated from a marine-derived fungus Aspergillus versicolor

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          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 549 with the IC 50 values of 25.97 and 25.60 μmol·L –1, respectively.

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          Author and article information

          Journal
          CJNM
          Chinese Journal of Natural Medicines
          Elsevier
          1875-5364
          20 March 2018
          : 16
          : 3
          : 219-224
          Affiliations
          1The Eighth Affiliated Hospital, Sun Yat-sen University, Shenzhen 518033, China
          2State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China
          3Shenzhen Key Laboratory of Marine Bioresource & Eco-environmental Science, Shenzhen Engineering Laboratory for Marine Algal Biotechnology, College of Life Science, Shenzhen University, Shenzhen 518060, China
          Author notes
          *Corresponding authors: CHEN Jian-Liang, Tel/Fax: 86-10-82806188, E-mails: chen-jianliang2014@ 123456163.com ; LIN Wen-Han, whlin@ 123456bjmu.edu.cn

          These authors have no conflict of interest to declare.

          Article
          S1875-5364(18)30050-5
          10.1016/S1875-5364(18)30050-5
          Copyright © 2018 China Pharmaceutical University. Published by Elsevier B.V. All rights reserved.
          Funding
          Funded by: Knowledge Innovation Program of Shenzhen
          Award ID: JCYJ20160428181415376
          Award ID: JCYJ20150529153646078
          This work was supported by the Knowledge Innovation Program of Shenzhen (JCYJ20160428181415376 and-JCYJ20150529153646078).

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