Talarolide A, a Cyclic Heptapeptide Hydroxamate from an Australian Marine Tunicate-Associated Fungus, Talaromyces sp (CMB-TU011)
Talarolide A, a Cyclic Heptapeptide Hydroxamate from an Australian Marine Tunicate-Associated Fungus, Talaromyces sp (CMB-TU011)
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DOI：
10.1021/acs.orglett.7b00638
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发表时间：
2017-04-21
期刊：
影响因子：
5.2
通讯作者：
Capon, Robert J.
中科院分区：
文献类型：
--
作者：
Dewapriya, Pradeep;Prasad, Pritesh;Capon, Robert J.
一个小型化的24孔板微生物反应器的方法被用来探讨次级代谢产物的媒体依赖性在澳大利亚海洋被囊类相关真菌，Talaromyces sp.（CMB TU 011）。对抗真菌M1-盐水培养的详细化学研究产生了talarthalate A（1），这是第二个报道的天然环肽异羟肟酸盐，第一个来自真菌。M1-盐水提取物的抗真菌特性归因于已知的二萜糖苷索达菌素（2）。化合物1和2的结构通过详细的光谱分析进行了鉴定，其中1的氨基酸构型通过C-3和C-18 Marveland方法进行了归属，L-Ala和D-Ala的区域化学通过最近报道的2D C-3 Marveland方法进行了归属。
A miniaturized 24-well plate microbioreactor approach was used to explore secondary metabolite media dependence in an Australian marine tunicate-associated fungus, Talaromyces sp. (CMB TU011). Detailed chemical investigations of an antifungal M1-saline cultivation yielded talarolide A (1), only the second reported natural cyclic peptide hydroxamate, and the first from a fungus. The antifungal properties of the M1-saline extract were attributed to the known diterpene glycoside sordarin (2). Structure elucidation of 1 and 2 was achieved by detailed spectroscopic analysis, with amino acid configurations in 1 assigned by the C-3 and C-18 Marfey's methods, and L-Ala and D-Ala regiochemistry by the recently reported 2D C-3 Marfey's method.