Synthesis, in vitro, and in vivo antibacterial activity of nocathiacin I thiol-Michael adducts

Bioorg Med Chem Lett. 2005 Apr 15;15(8):2069-72. doi: 10.1016/j.bmcl.2005.02.046.

Abstract

The synthesis and antibacterial activity of a series of nocathiacin I derivatives (4-20) containing polar water solubilizing groups is described. Thiol-Michael adducts containing acidic polar groups have reduced antibacterial activity whereas those with basic polar groups have retained very good antibacterial activity.

MeSH terms

  • Animals
  • Anti-Bacterial Agents / administration & dosage
  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / pharmacology
  • Female
  • Intercellular Signaling Peptides and Proteins
  • Mice
  • Mice, Inbred ICR
  • Microbial Sensitivity Tests
  • Peptides / administration & dosage
  • Peptides / chemical synthesis*
  • Peptides / pharmacology
  • Staphylococcal Infections / drug therapy
  • Staphylococcus aureus / drug effects
  • Staphylococcus aureus / growth & development
  • Sulfhydryl Compounds / chemical synthesis*
  • Sulfhydryl Compounds / pharmacology

Substances

  • Anti-Bacterial Agents
  • Intercellular Signaling Peptides and Proteins
  • Peptides
  • Sulfhydryl Compounds
  • nocathiacin I