Rickenyls A-E, antioxidative terphenyls from the fungus Hypoxylon rickii (Xylariaceae, Ascomycota)

Rickenyls A-E, antioxidative terphenyls from the fungus Hypoxylon rickii (Xylariaceae, Ascomycota)
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DOI:
10.1016/j.phytochem.2015.08.004
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发表时间:
2015-10-01
期刊:
影响因子:
3.8
通讯作者:
Stadler, Marc
Stadler, Marc
中科院分区:
生物学2区
文献类型:
--
作者:
Kuhnert, Eric;Surup, Frank;Stadler, Marc

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我们对具有有趣生物活性的新天然产物的筛选工作表明,新热带子囊菌 Hypoxylon rickii 是一个丰富的来源。我们通过RP-HPLC从该真菌701规模发酵的菌丝体提取物中分离出5种具有对三联苯主链的次级代谢产物,将其命名为rickenyls A-E (1-5)。它们的结构通过 X 射线晶体学和核磁共振波谱法并辅以 HRESIMS 来阐明。其中两种化合物分别在邻位 (2) 和对位 (5) 处含有醌核心结构。我们自发地获得了 2,并通过四乙酸铅氧化从 1 获得了 2。所有化合物都经过了抗菌、抗氧化和细胞毒性活性筛选。 Rickenyl A (1) 对多种癌细胞系表现出强抗氧化作用和中等细胞毒活性。 (C) 2015 Elsevier Ltd. 保留所有权利。
Our screening efforts for new natural products with interesting bioactivity have revealed the neotropical ascomycete Hypoxylon rickii as a prolific source. We isolated five secondary metabolites with a p-terphenyl backbone from the mycelial extract of a fermentation of this fungus in 701 scale by using RP-HPLC, which were named rickenyls A-E (1-5). Their structures were elucidated by X-ray crystallography and NMR spectroscopy, complemented by HRESIMS. Two of the compounds contained a quinone core structure in ortho (2) and para-position (5), respectively. We obtained 2 spontaneously and by lead tetraacetate oxidation from 1. All compounds were screened for antimicrobial, antioxidative and cytotoxic activities. Rickenyl A (1) exhibited strong antioxidative effects and moderate cytotoxic activity against various cancer cell lines. (C) 2015 Elsevier Ltd. All rights reserved.