Sesquiterpene derivatives from cultured lichen mycobionts of Diorygma sp.
Sesquiterpene derivatives from cultured lichen mycobionts of Diorygma sp.
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DOI：
10.1055/s-0035-1565432
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发表时间：
2015-11
期刊：
影响因子：
2.7
通讯作者：
T. Tanahashi;Y. Takenaka
中科院分区：
文献类型：
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作者：
T. Tanahashi;Y. Takenaka
地衣是一种独特的生物，由藻类和真菌共生而成。地衣以产生独特的地衣物质而闻名，其中一些是潜在的有用和具有生物活性的化合物。尽管地衣物质生物合成的合作机制还不完全清楚，但它们被认为是由共生系统中的真菌部分(真菌)产生的。然而，我们之前的研究表明，在某些情况下，分离的地衣真菌能够产生在天然地衣菌体中没有检测到的新化合物[1，2]。这些发现表明，实验室分离的地衣真菌培养物可能提供新的次生代谢物的潜在来源。在继续我们对培养的地衣真菌[3]的化学研究中，我们培养了Diorygma sp.的孢子来源的真菌。在越南采集，在18℃黑暗条件下，在添加10%蔗糖的常规麦芽酵母抽提液中。对它们的代谢产物进行纯化，得到四个新的倍半萜衍生物1-4，分别与油茶酚(5)和前西丙酚-7-烯(6)[4]有关。用波谱和化学方法确定了它们的结构。这是首次从培养的地衣真菌中分离出这种类型的代谢物。
Lichens are distinctive organisms resulting from a symbiosis between algae and fungi. Lichens are well known for their production of unique lichen substances, some of which are potentially useful and biologically active compounds. Although the cooperative mechanisms for the biosyntheses of lichen substances are not fully understood, they are thought to be produced by the fungal portion (mycobiont) of the symbiotic system. However, our previous studies demonstrated that isolated lichen mycobionts are, in some cases, capable of producing new compounds, which are not detected in the natural lichen thalli [1, 2]. These findings suggested that laboratory cultures of isolated lichen mycobionts could provide a potential source of novel secondary metabolites. In continuing our chemical studies on the cultured lichen mycobionts [3], we have cultivated the spore-derived mycobionts of Diorygma sp. collected in Vietnam on conventional malt-yeast extract medium supplemented with 10% sucrose at 18 C in the dark. Purification of their metabolites afforded four new sesquiterpene derivatives 1-4 related to cameroonanol (5) and presilphiperfol-7-ene (6)[4]. Their structures were elucidated by spectroscopic and chemical means. This is the first instance of isolation of this type of metabolites from cultured mycobionts of lichen.