Induced biosyntheses of a novel butyrophenone and two aromatic polyketides in the plant pathogen Stagonospora nodorum
Induced biosyntheses of a novel butyrophenone and two aromatic polyketides in the plant pathogen Stagonospora nodorum
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植物病原体Stagonospora nodorum中一种新型丁酰苯和两种芳香族聚酮的诱导生物合成
DOI：
10.1007/s13659-013-0055-2
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发表时间：
2013-08-17
影响因子：
4.7
通讯作者：
Abe I
中科院分区：
文献类型：
--
作者：
Yang XL;Awakawa T;Wakimoto T;Abe I
真菌芳香族化合物包括一组重要的和结构多样的次级代谢产物。几个基因组测序项目揭示了许多假定的真菌芳香族化合物的生物合成基因簇，但这些基因中的许多似乎是沉默的典型实验室培养条件下。为了获得这一未开发的天然产物库，我们利用化学表观遗传修饰剂来诱导休眠生物合成基因的表达。结果，向真菌病原体Stagonospora nodorum的培养基中同时补充组蛋白脱乙酰酶抑制剂辛二酰苯胺异羟肟酸（500 μM）和烟酰胺（50 μM），导致分离出三种芳香族化合物（1-3），包括一种新的天然丁酰苯、（+）-4′-甲氧基-（2S）-甲基丁酰苯（1）和两种已知的聚酮化合物，交链孢酚（2）和（-）-（3R）-蜜树醛甲醚（3）。
Fungal aromatic compounds comprise an important and structurally diverse group of secondary metabolites. Several genome sequencing projects revealed many putative biosynthetic gene clusters of fungal aromatic compounds, but many of these genes seem to be silent under typical laboratory culture conditions. To gain access to this untapped reservoir of natural products, we utilized chemical epigenetic modifiers to induce the expression of dormant biosynthetic genes. As a result, the concomitant supplementation of the histone deacetylase inhibitors suberoylanilide hydroxamic acid (500 μM) and nicotinamide (50 μM) to the culture medium of a fungal pathogen, Stagonospora nodorum, resulted in the isolation of three aromatic compounds (1–3), including a novel natural butyrophenone, (+)-4′-methoxy-(2S)-methylbutyrophenone (1), and two known polyketides, alternariol (2) and (−)-(3R)-mellein methyl ether (3).