Nicrophorusamides A and B, Antibacterial Chlorinated Cyclic Peptides from a Gut Bacterium of the Carrion Beetle Nicrophorus concolor,Journal of Natural Products

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Nicrophorusamides A and B, Antibacterial Chlorinated Cyclic Peptides from a Gut Bacterium of the Carrion Beetle Nicrophorus concolor
Journal of Natural Products ( IF 3.3 ) Pub Date : 2017-11-07 00:00:00 , DOI: 10.1021/acs.jnatprod.7b00506
Yern-Hyerk Shin ₁ , Suhyun Bae ₂ , Jaehoon Sim _{3,

4} , Joonseong Hur ₃ , Shin-Il Jo ₅ , Jongheon Shin ₁ , Young-Ger Suh _{3,

4} , Ki-Bong Oh ₂ , Dong-Chan Oh ₁

Affiliation

Nicrophorusamides A and B (1 and 2) were discovered from a rare actinomycete, Microbacterium sp., which was isolated from the gut of the carrion beetle Nicrophorus concolor. The structures of the nicrophorusamides were established as new chlorinated cyclic hexapeptides bearing uncommon amino acid units mainly based on 1D and 2D NMR spectroscopic analysis. The absolute configurations of the amino acid residues 5-chloro-l-tryptophan, d-threo-β-hydroxyasparagine/d-asparagine, l-ornithine, l-allo-isoleucine, d-leucine, and d-valine were determined using Marfey’s method and chemical derivatization with 2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyl isothiocyanate followed by LC/MS analysis. Nicrophorusamide A (1) showed antibacterial activity against several Gram-positive bacteria.

中文翻译：

Nicrophorusamides A和B，从腐肉甲虫Nicrophorus concolor的肠道细菌中提取的抗菌氯化环肽

Nicrophorusamides A和B（1和2）是从稀有的放线菌Microbacter sp。中发现的，该菌是从腐肉甲虫Nicrophorus concolor的肠道中分离出来的。主要基于1D和2D NMR光谱分析，建立了Nicrophorusamides的结构，将其作为带有不常见氨基酸单元的新型氯化环六肽。的氨基酸残基5-氯的绝对构型升色氨酸，d -苏-β-hydroxyasparagine / d天冬酰胺，升鸟氨酸，升-异体异亮氨酸，d -亮氨酸，和使用Marfey方法测定d-缬氨酸，并用2,3,4,6-四-O-乙酰基-β - d-吡喃葡萄糖基异硫氰酸酯化学衍生，然后进行LC / MS分析。Nicrophorusamide A（1）对几种革兰氏阳性细菌表现出抗菌活性。

更新日期：2017-11-07

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