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Thalassosamide, a Siderophore Discovered from the Marine-Derived Bacterium Thalassospira profundimaris
Journal of Natural Products ( IF 5.1 ) Pub Date : 2017-08-25 00:00:00 , DOI: 10.1021/acs.jnatprod.7b00328
Fan Zhang , Kenneth Barns 1 , F. Michael Hoffmann 1 , Doug R. Braun , David R. Andes , Tim S. Bugni
Affiliation  

Here we describe the rapid identification and prioritization of novel active marine natural products using an improved dereplication strategy. During the course of our screening of marine natural product libraries, a new cyclic trihydroxamate compound, thalassosamide, was discovered from the α-proteobacterium Thalassospira profundimaris. Its structure was determined by 2D NMR and MS/MS experiments, and the absolute configuration of the lysine-derived units was established by Marfey’s analysis, whereas that of C-9, 9′, and 9″ was determined via the circular dichroism data of the [Rh2(OCOCF3)4] complex and DFT NMR calculations. Thalassosamide showed moderate in vivo efficacy against Pseudomonas aeruginosa.

中文翻译:

Thalassosamide,从海洋衍生细菌Thalassospira profundimaris中发现的铁载体

在这里,我们描述了使用改进的重复复制策略对新型活性海洋天然产物的快速鉴定和优先级划分。在我们筛选海洋天然产物库的过程中,从α-变形杆菌Thalassospira profundimaris中发现了一种新的环状三异羟肟酸酯化合物,海藻酰胺。通过2D NMR和MS / MS实验确定其结构,并通过Marfey分析确定赖氨酸衍生单元的绝对构型,而C-9、9'和9''的构型则通过C的圆二色性数据确定[Rh 2(OCOCF 34 ]配合物和DFT NMR计算。Thalassosamide对铜绿假单胞菌表现出中等的体内疗效。
更新日期:2017-08-25
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