Bioactive 3-Decalinoyltetramic Acids Derivatives From a Marine-Derived Strain of the Fungus Fusarium equiseti D39
Bioactive 3-Decalinoyltetramic Acids Derivatives From a Marine-Derived Strain of the Fungus Fusarium equiseti D39
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来自海洋来源的木贼镰刀菌 D39 菌株的生物活性 3-十氢化四酸衍生物
DOI：
10.3389/fmicb.2019.01285
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发表时间：
2019-06-07
影响因子：
5.2
通讯作者：
Zhang, Chengsheng
中科院分区：
文献类型：
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作者：
Zhao, Donglin;Han, Xiaobin;Zhang, Chengsheng
从海洋源性真菌木贼镰刀菌 D39 中分离出两种新型 3-十氢酰四酸 (3DTA) 衍生物，即镰刀菌素 C 和 D（1 和 2），以及四种已知衍生物 (3-6)。它们的结构通过光谱数据、振动圆二色性（VCD）计算和X射线晶体学确定。化合物 2 被确定为第一个具有前所未有的碳骨架的镰刀菌素，该碳骨架具有由十氢萘部分 (6/ 6) 和特特拉姆酸部分组成的四环系统。提出了分离化合物的合理生物合成途径。所有3DTA衍生物均表现出有效的植物毒性，其中5种衍生物还表现出显着的抗植物病原活性，优于阳性对照，导致丁香假单胞菌细胞膜损伤并导致细胞内成分渗漏。在此，首次报道了镰刀菌素的植物毒性。通过改变培养基和盐度来进行获得5的OSMAC发酵优化方法。结果表明，1%盐度的马铃薯液体培养基是5的生产最有利的条件。
Two novel 3-decalinoyltetramic acid (3DTA) derivatives, namely fusarisetins C and D (1 and 2), and four known derivatives (3-6) were isolated from the marine-derived fungus Fusarium equiseti D39. Their structures were determined by spectroscopic data, vibrational circular dichroism (VCD) calculations, and X-ray crystallography. Compound 2 was identified as the first fusarisetin to possess an unprecedented carbon skeleton with a tetracyclic ring system comprised of a decalin moiety (6/ 6) and a tetramic acid moiety. A plausible biosynthetic pathway for the isolated compounds was proposed. All 3DTAs derivatives exhibited a potent phytotoxicity, and 5 also displayed a remarkable anti-phytopathogenic activity superior to the positive control resulting in damage of the cell membrane of Pseudomonas syringae and ensuing leakage of the intracellular components. Here, the phytotoxicity of fusarisetins has been reported for the first time. The OSMAC fermentation optimization approach to give 5 was performed by varying the culture media and salinities. The results showed that potato liquid medium with 1% salinity is the most favorable condition for the production of 5.