Isolation of Coralmycins A and B, Potent Anti-Gram Negative Compounds from the Myxobacteria Corallococcus coralloides M23,Journal of Natural Products

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Isolation of Coralmycins A and B, Potent Anti-Gram Negative Compounds from the Myxobacteria Corallococcus coralloides M23
Journal of Natural Products ( IF 3.3 ) Pub Date : 2016-09-06 00:00:00 , DOI: 10.1021/acs.jnatprod.6b00294
Yu Jin Kim ₁ , Hyun-Ju Kim ₁ , Geon-Woo Kim ₁ , Kyungyun Cho ₂ , Shunya Takahashi ₃ , Hiroyuki Koshino ₃ , Won-Gon Kim ₁

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Two new potent anti-Gram negative compounds, coralmycins A (1) and B (2), were isolated from cultures of the myxobacteria Corallococcus coralloides M23, together with another derivative (3) that was identified as the very recently reported cystobactamid 919-2. Their structures including the relative stereochemistry were elucidated by interpretation of spectroscopic, optical rotation, and CD data. The relative stereochemistry of 3 was revised to “S*R*” by NMR analysis. The antibacterial activity of 1 was most potent against Gram-negative pathogens, including Escherichia coli, Pseudomonas aeruginosa, Acinetobacter baumanii, and Klebsiella pneumoniae, with MICs of 0.1–4 μg/mL; these MICs were 4–10 and 40–100 times stronger than the antibacterial activities of 3 and 2, respectively. Thus, these data indicated that the β-methoxyasparagine unit and the hydroxy group of the benzoic acid unit were critical for antibacterial activity.

中文翻译：

从粘杆菌Corallococcuscoraloides M23中分离出有效的抗革兰氏阴性化合物珊瑚霉素A和B

从粘细菌Corallococcuscoraloides M23的培养物中分离出两种新的有效的抗革兰氏阴性化合物珊瑚霉素A（1）和B（2），以及另一种衍生物（3），该衍生物被确定为最近报道的胱双歧杆菌919-2。。通过解释光谱，旋光度和CD数据阐明了它们的结构，包括相对的立体化学。通过NMR分析将3的相对立体化学修改为“ S * R * ”。的抗菌活性1是最有效的抗革兰氏阴性菌，包括大肠埃希氏菌，铜绿假单胞菌，鲍曼不动杆菌和肺炎克雷伯菌，MIC为0.1–4μg/ mL；这些MIC分别比3和2的抗菌活性强4–10和40–100倍。因此，这些数据表明β-甲氧基天冬酰胺单元和苯甲酸单元的羟基对于抗菌活性是至关重要的。

更新日期：2016-09-06

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