Helmholtz Centre for Infection Research GmbH (HZI), Department Microbial Drugs, Inhoffenstraße 7, 38124 Braunschweig, Germany.
Helmholtz Centre for Infection Research GmbH (HZI), Department Microbial Drugs, Inhoffenstraße 7, 38124 Braunschweig, Germany; German Centre for Infection Research (DZIF), Partner Site Hannover-Braunschweig, Inhoffenstraße 7, 38124 Braunschweig, Germany.
Phytochemistry. 2014 Apr;100:86-91. doi: 10.1016/j.phytochem.2014.01.018. Epub 2014 Feb 12.
A 3-decalinoyltetramic acid, for which the trivial name hymenosetin is proposed, was isolated from crude extracts of a virulent strain of the ash dieback pathogen, Hymenoscyphus pseudoalbidus (="Chalara fraxinea"). This compound was produced only under certain culture conditions in submerged cultures of the fungus. Its planar structure was determined by NMR spectroscopy and by mass spectrometry. The absolute stereochemistry was assigned by CD spectroscopy and HETLOC data. Hymenosetin exhibited broad spectrum antibacterial and antifungal activities (including strong inhibition of MRSA), as well as moderate cytotoxic effects. So far, the metabolite proved inactive in assays for evaluation of phytotoxicity, whereas viridiol, another secondary metabolite known from H. pseudoalbidus, was regarded as phytotoxic principle of the pathogen against its host, Fraxinus excelsior. Further studies will show whether hymenosetin constitutes a defence metabolite that is produced by the pathogenic fungus to combat other microbes and fungi in the natural environment.
从一种强毒株灰枯病菌（=Chalara fraxinea）的粗提物中分离出一种 3-去甲酰基四氢酸，暂定名为 hymenosetin。该化合物仅在真菌的液体深层培养中在某些特定的培养条件下产生。通过 NMR 光谱和质谱确定了其平面结构。通过 CD 光谱和 HETLOC 数据确定了绝对立体化学。Hymenosetin 表现出广谱的抗菌和抗真菌活性（包括对 MRSA 的强烈抑制作用），以及适度的细胞毒性。到目前为止，该代谢物在评估植物毒性的试验中表现出无效性，而另一种已知存在于 H. pseudoalbidus 中的次级代谢物 viridiol 被认为是该病原体对其宿主白蜡树（Fraxinus excelsior）的植物毒性原理。进一步的研究将表明 hymenosetin 是否构成一种防御代谢物，由致病真菌产生以对抗其在自然环境中的其他微生物和真菌。
