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...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 A549 with the ICs0 values of 25.97 and 25.60 gmol·L^-1, respectively.展开更多
基金supported by the Knowledge Innovation Program of Shenzhen(JCYJ20160428181415376 andJCYJ20150529153646078)
文摘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 A549 with the ICs0 values of 25.97 and 25.60 gmol·L^-1, respectively.
