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

1,2,†, 1,3,†, 1,2 and 1,2,*
1
Superbacteria Research Center, Korea Research Institute of Bioscience and Biotechnology, Yusong, Daejeon 305-806, Korea
2
Department of Bio-Molecular Science, KRIBB School of Bioscience, Korea University of Science and Technology (UST), Yusong, Daejeon 305-806, Korea
3
College of Pharmacy, Chungnam National University, Daejeon 34134, Korea
*
Author to whom correspondence should be addressed.
They contributed equally to this work.
Molecules 2019, 24(7), 1390; https://doi.org/10.3390/molecules24071390
Received: 20 March 2019 / Revised: 6 April 2019 / Accepted: 8 April 2019 / Published: 9 April 2019
(This article belongs to the Section Natural Products Chemistry)
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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 β-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. View Full-Text
Keywords: Corallococcus coralloides; coralmycin; antibacterial; Gram-negative; DNA gyrase Corallococcus coralloides; coralmycin; antibacterial; Gram-negative; DNA gyrase
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Kim, B.-M.; Minh, N.V.; Choi, H.-Y.; Kim, W.-G. Coralmycin Derivatives with Potent Anti-Gram Negative Activity Produced by the Myxobacteria Corallococcus coralloides M23. Molecules 2019, 24, 1390.

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