Bacilotetrins A and B, Anti-Staphylococcal Cyclic-Lipotetrapeptides from a Marine-Derived Bacillus subtilis,Journal of Natural Products

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Bacilotetrins A and B, Anti-Staphylococcal Cyclic-Lipotetrapeptides from a Marine-Derived Bacillus subtilis
Journal of Natural Products ( IF 3.3 ) Pub Date : 2017-11-08 00:00:00 , DOI: 10.1021/acs.jnatprod.7b00356
Fakir Shahidullah Tareq _{1,

2} , Hee Jae Shin _{2,

3}

Affiliation

LC-MS and NMR spectroscopy guided metabolic profiling and dereplication of a crude extract obtained from the fermentation of a marine-derived bacterium, Bacillus subtilis, followed by chromatographic isolation yielded two new cyclic-lipotetrapeptides, bacilotetrins A (1) and B (2). Based on extensive 1D and 2D NMR and high-resolution ESIMS data analysis, the structures of 1 and 2 were elucidated, revealing the unique structures of these lipopeptides consisting of three leucines and a glutamic acid residue cyclized with a lipophilic 3-hydroxy fatty acid. The absolute stereochemistries at selected stereocenters in 1 and 2 were assigned by chemical derivatization and comparison to literature data. Compounds 1 and 2 exhibited anti-MRSA activity with MIC values of 8 to 32 μg/mL. However, these compounds showed no cytotoxicity when tested against prostate and liver cancer cell lines using the standard SRB assay.

中文翻译：

枯草芽孢杆菌的枯草芽孢杆菌的抗葡萄球菌环脂蛋白的杆菌和杆菌

LC-MS和NMR光谱指导从海洋来源的细菌枯草芽孢杆菌发酵获得的粗提物的代谢谱和去复制，然后进行色谱分离，产生了两种新的环状脂四肽，杆菌属A（1）和B（2）。基于广泛的1D和2D NMR和高分辨率ESIMS数据分析，阐明了1和2的结构，揭示了由三个亮氨酸和被亲脂性3-羟基脂肪酸环化的谷氨酸残基组成的这些脂肽的独特结构。1和2中选定立体中心的绝对立体化学通过化学衍生化和与文献数据的比较来分配。化合物1和2表现出抗MRSA活性，MIC值为8至32μg/ mL。但是，当使用标准SRB测定法针对前列腺和肝癌细胞系进行测试时，这些化合物没有细胞毒性。

更新日期：2017-11-08

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