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Coralmycin Derivatives with Potent Anti-Gram Negative Activity Produced by the Myxobacteria Corallococcus coralloides M23.


ABSTRACT: Seven new coralmycin derivatives, coralmycins C (1), D (2), E (3), F (4), G (5), H (6), and I (7), along with three known compounds, cystobactamids 891-2 (8), 905-2 (9), and 507 (10), were isolated from a large-scale culture of the myxobacteria Corallococcus coralloides M23. The structures of these compounds, including their relative stereochemistries, were elucidated by interpretation of their spectroscopic and CD data. The structure-activity relationships of their antibacterial and DNA gyrase inhibitory activities indicated that the para-nitrobenzoic acid unit is critical for the inhibition of DNA gyrase and bacterial growth, while the nitro moiety of the para-nitrobenzoic acid unit and the isopropyl chain at C-4 could be important for permeability into certain Gram-negative bacteria, including Pseudomonas aeruginosa and Klebsiella pneumoniae, and the ?-methoxyasparagine moiety could affect cellular uptake into all tested bacteria. These results could facilitate the chemical optimization of coralmycins for the treatment of multidrug-resistant Gram-negative bacteria.

SUBMITTER: Kim BM 

PROVIDER: S-EPMC6479757 | biostudies-literature | 2019 Apr

REPOSITORIES: biostudies-literature

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Coralmycin Derivatives with Potent Anti-Gram Negative Activity Produced by the Myxobacteria <i>Corallococcus coralloides</i> M23.

Kim Bo-Min BM   Minh Nguyen Van NV   Choi Ha-Young HY   Kim Won-Gon WG  

Molecules (Basel, Switzerland) 20190409 7


Seven new coralmycin derivatives, coralmycins C (<b>1</b>), D (<b>2</b>), E (<b>3</b>), F (<b>4</b>), G (<b>5</b>), H (<b>6</b>), and I (<b>7</b>), along with three known compounds, cystobactamids 891-2 (8), 905-2 (9), and 507 (10), were isolated from a large-scale culture of the myxobacteria <i>Corallococcus coralloides</i> M23. The structures of these compounds, including their relative stereochemistries, were elucidated by interpretation of their spectroscopic and CD data. The structure-activ  ...[more]

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