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

Molecules. 2019 Apr 9;24(7):1390. doi: 10.3390/molecules24071390.


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.

Keywords: Corallococcus coralloides; DNA gyrase; Gram-negative; antibacterial; coralmycin.

MeSH terms

  • Anti-Bacterial Agents* / chemistry
  • Anti-Bacterial Agents* / pharmacology
  • Bacterial Proteins / antagonists & inhibitors*
  • Bacterial Proteins / metabolism
  • DNA Gyrase*
  • Depsipeptides* / chemistry
  • Depsipeptides* / pharmacology
  • Klebsiella pneumoniae* / enzymology
  • Klebsiella pneumoniae* / growth & development
  • Myxococcales / chemistry*
  • Pseudomonas aeruginosa* / enzymology
  • Pseudomonas aeruginosa* / growth & development
  • Topoisomerase II Inhibitors* / chemistry
  • Topoisomerase II Inhibitors* / pharmacology


  • Anti-Bacterial Agents
  • Bacterial Proteins
  • Depsipeptides
  • Topoisomerase II Inhibitors
  • DNA Gyrase