Varioxepine A, a 3H-Oxepine-Containing Alkaloid with a New Oxa-Cage from the Marine Algal-Derived Endophytic Fungus Paecilomyces variotii
Varioxepine A, a 3H-Oxepine-Containing Alkaloid with a New Oxa-Cage from the Marine Algal-Derived Endophytic Fungus Paecilomyces variotii
复制标题
Varioxepine A，一种含有 3H-Oxepine 的生物碱，具有来自海洋藻类内生真菌 Paecilomyces variotii 的新 Oxa-Cage
DOI：
10.1021/ol502329k
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发表时间：
2014-09-19
期刊：
影响因子：
5.2
通讯作者：
Wang, Bin-Gui
中科院分区：
文献类型：
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作者：
Zhang, Peng;Mandi, Attila;Wang, Bin-Gui
从海藻源内生真菌拟青霉（Paecilomyces variotii）中分离到一种新的含3h -oxepine的生物碱varioxepine A(1)，该生物碱具有结构上前所未有的浓缩3,6,8-三氧杂环[3.2.1]辛烷值基序。由于质子碳比较低，通过核磁共振实验无法确定其平面结构和相对构型，并通过单晶x射线分析解决了这一问题。通过DFT构象分析和TDDFT-ECD计算建立了绝对构型。化合物1抑制植物病原菌禾谷镰刀菌。
A new 3H-oxepine-containing alkaloid, varioxepine A (1), characterized by a structurally unprecedented condensed 3,6,8-trioxabicyclo[3.2.1]octane motif, was isolated from the marine algal-derived endophytic fungus Paecilomyces variotii. Due to the low proton/carbon ratio, the unambiguous assignment of the planar structure and relative configuration was precluded by NMR experiments and solved by single crystal X-ray analysis. The absolute configuration was established by DFT conformational analysis and TDDFT-ECD calculations. Compound 1 inhibited plant pathogenic fungus Fusarium graminearum.