Anti-MRSA cephems. Part 1: C-3 substituted thiopyridinium derivatives

Bioorg Med Chem Lett. 2001 Mar 26;11(6):797-801. doi: 10.1016/s0960-894x(01)00060-9.

Abstract

Sixteen novel cephalosporin derivatives with activity against methicillin-resistant Staphylococcus aureus (MRSA) are described. The compounds were synthesized using substituted thiopyridones, generated either by cyclization of functionalized precursors, or by direct alkylation of the enolate of 2-methyl substituted pyrones. The most active compound in vitro against a strain of MRSA (A27223) displayed an MIC of 0.5 microg/mL. The most efficacious compound in vivo had a PD50 of 2.1 mg/kg.

MeSH terms

  • Cephalosporins / chemical synthesis
  • Cephalosporins / chemistry
  • Cephalosporins / pharmacology*
  • Methicillin Resistance
  • Microbial Sensitivity Tests
  • Pyridines / chemistry
  • Staphylococcus aureus / drug effects*
  • Structure-Activity Relationship

Substances

  • A 27223
  • Cephalosporins
  • Pyridines
  • 2-thiopyridine