Isolation, enzyme-bound structure and antibacterial activity of platencin A1 from Streptomyces platensis

Bioorg Med Chem Lett. 2009 Aug 15;19(16):4756-9. doi: 10.1016/j.bmcl.2009.06.061. Epub 2009 Jun 17.

Abstract

Natural products continue to serve as one of the best sources for discovery of antibacterial agents as exemplified by the recent discoveries of platensimycin and platencin. Chemical modifications as well as discovery of congeners are the main sources for gaining knowledge of structure-activity relationship of natural products. Screening for congeners in the extracts of the fermentation broths of Streptomyces platensis led to the isolation of platencin A(1), a hydroxy congener of platencin. The hydroxylation of the tricyclic enone moiety negatively affected the antibacterial activity and appears to be consistent with the hydrophobic binding pocket of the FabF. Isolation, structure, enzyme-bound structure and activity of platencin A(1) and two other congeners have been described.

MeSH terms

  • Adamantane / analogs & derivatives*
  • Adamantane / chemistry
  • Adamantane / isolation & purification
  • Adamantane / pharmacology
  • Aminobenzoates / chemistry*
  • Aminobenzoates / isolation & purification
  • Aminobenzoates / pharmacology
  • Aminophenols / chemistry
  • Aminophenols / isolation & purification
  • Aminophenols / pharmacology
  • Anilides / chemistry
  • Anilides / pharmacology
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology
  • Crystallography, X-Ray
  • Molecular Conformation
  • Polycyclic Compounds / chemistry
  • Polycyclic Compounds / isolation & purification
  • Polycyclic Compounds / pharmacology
  • Streptomyces / chemistry*
  • Structure-Activity Relationship

Substances

  • Aminobenzoates
  • Aminophenols
  • Anilides
  • Anti-Bacterial Agents
  • Polycyclic Compounds
  • platencin A1
  • Adamantane
  • platensimycin
  • platencin