Studies on novel bacterial translocase I inhibitors, A-500359s. I. Taxonomy, fermentation, isolation, physico-chemical properties and structure elucidation of A-500359 A, C, D and G

J Antibiot (Tokyo). 2003 Mar;56(3):243-52. doi: 10.7164/antibiotics.56.243.

Abstract

In the course of our screening for bacterial phospho-N-acetylmuramyl-pentapeptide-translocase (translocase I: EC 2.7.8.13) inhibitors, we found inhibitory activity in the cultured broth of the strain identified as Streptomyces griseus SANK 60196. The strain produced capuramycin and four novel capuramycin derivatives designated as A-500359 A, C, D and G. Purification and structural analysis were performed, and the structures of A-500359 A, C, D and G were elucidated as 6'''-methylcapuramycin, 3'-demethyl-6'''-methylcapuramycin, 2''-deoxy-6'''-methylcapuramycin and 3'-demethylcapuramycin, respectively.

MeSH terms

  • Aminoglycosides*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / classification*
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology
  • Azepines / chemistry
  • Azepines / classification*
  • Azepines / isolation & purification
  • Azepines / pharmacology
  • Bacteria / enzymology*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / classification*
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology
  • Fermentation
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Stereoisomerism
  • Streptomyces / chemistry
  • Transferases (Other Substituted Phosphate Groups) / antagonists & inhibitors*
  • Uridine / analogs & derivatives*
  • Uridine / chemistry
  • Uridine / classification
  • Uridine / isolation & purification
  • Uridine / pharmacology

Substances

  • Aminoglycosides
  • Anti-Bacterial Agents
  • Azepines
  • Enzyme Inhibitors
  • capuramycin
  • Transferases (Other Substituted Phosphate Groups)
  • phospho-N-acetylmuramoyl pentapeptide transferase
  • Uridine