Synthesis, stereochemical assignment and biological activity of a novel series of C-4" modified aza-macrolides

Bioorg Med Chem Lett. 2003 Jun 16;13(12):1955-8. doi: 10.1016/s0960-894x(03)00358-5.

Abstract

Modification of the cladinose C-4" position via manipulation of the corresponding keto derivatives afforded two stereochemically pure series of compounds. The synthesis and structure determination of these compounds is described within. The in vitro and in vivo biological activity of this novel series of C-4" modified macrolides is also described.

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Aza Compounds / chemical synthesis*
  • Aza Compounds / chemistry
  • Aza Compounds / pharmacology*
  • Disease Models, Animal
  • Escherichia coli / drug effects
  • Hexoses / chemistry
  • Macrolides / chemical synthesis*
  • Macrolides / chemistry
  • Macrolides / pharmacology*
  • Mice
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Pasteurella Infections / microbiology
  • Pasteurella multocida / drug effects
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Aza Compounds
  • Hexoses
  • Macrolides
  • cladinose