Cottoquinazoline A and Cotteslosins A and B, Metabolites from an Australian Marine-Derived Strain of Aspergillus versicolor

Cottoquinazoline A and Cotteslosins A and B, Metabolites from an Australian Marine-Derived Strain of Aspergillus versicolor
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DOI:
10.1021/np800777f
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发表时间:
2009-04-01
影响因子:
5.1
通讯作者:
Capon, Robert. J.
Capon, Robert. J.
中科院分区:
生物学2区
文献类型:
--
作者:
Fremlin, Leith J.;Piggott, Andrew M.;Capon, Robert. J.

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澳大利亚海洋来源的杂色曲霉分离株 (MST-MF495) 产生了已知的真菌代谢物 sterigmatocystin、violaccol I、violaceol II、diorcinol、(-)-cyclopenol 和 viridicatol,以及一种新的生物碱,cottoquinazoline A (1) 和两种新的环五肽,cotteslosins A (2) 和 B (3)。通过光谱分析确定了1-3和已知化合物的结构。 1-3 的绝对构型通过化学降解和 C-3 Marfey 方法的应用来解决。讨论了使用“玻璃纸筏”高营养培养基作为上调海洋来源真菌次生代谢多样性的装置。 A. versicolor (MST-MF495) 所表现出的抗菌特性归因于酚类紫堇醇 I、紫堇醇 II 和二月辛酚,而棉松素 2 和 3 被认为是弱细胞毒性剂。
An Australian marine-derived isolate of Aspergillus versicolor (MST-MF495) yielded the known fungal metabolites sterigmatocystin, violaccol I, violaceol II, diorcinol, (-)-cyclopenol, and viridicatol, along with a new alkaloid, cottoquinazoline A (1), and two new cyclopentapeptides, cotteslosins A (2) and B (3). Structures for 1-3 and the known compounds were determined by spectroscopic analysis. The absolute configurations of 1-3 were addressed by chemical degradation and application of the C-3 Marfey's method. The use of "cellophane raft" high-nutrient media as a device for up-regulating secondary metabolite diversity in marine-derived fungi is discussed. The antibacterial properties displayed by A. versicolor (MST-MF495) were attributed to the phenols violaceol I, violaceol II, and diorcinol, while cotteslosins 2 and 3 were identified as weak cytotoxic agents.