Design at the atomic level: design of biaryloxazolidinones as potent orally active antibiotics

Bioorg Med Chem Lett. 2008 Dec 1;18(23):6175-8. doi: 10.1016/j.bmcl.2008.10.011. Epub 2008 Oct 7.

Abstract

We have developed a first generation of hybrid sparsomycin-linezolid compounds into a new family of orally bioavailable biaryloxazolidinones that have activity against both linezolid-susceptible and -resistant gram-positive bacteria as well as the fastidious gram-negative bacteria Haemophilus influenzae and Moraxella catarrahalis. The convergent synthesis of these new compounds is detailed.

MeSH terms

  • Acetamides / pharmacology
  • Administration, Oral
  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Crystallography, X-Ray
  • Drug Design
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Haemophilus influenzae / drug effects
  • Linezolid
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Moraxella catarrhalis / drug effects
  • Oxazolidinones / chemical synthesis*
  • Oxazolidinones / chemistry
  • Oxazolidinones / pharmacology*
  • Sparsomycin / pharmacology
  • Structure-Activity Relationship

Substances

  • Acetamides
  • Anti-Bacterial Agents
  • Oxazolidinones
  • Sparsomycin
  • Linezolid