Conformational constraint in oxazolidinone antibacterials. Part 2: Synthesis and structure-activity studies of oxa-, aza-, and thiabicyclo[3.1.0]hexylphenyl oxazolidinones

Adam R Renslo; Hongwu Gao; Priyadarshini Jaishankar; Revathy Venkatachalam; Marcela Gómez; Johanne Blais; Michael Huband; J V N Vara Prasad; Mikhail F Gordeev

doi:10.1016/j.bmcl.2005.11.093

Conformational constraint in oxazolidinone antibacterials. Part 2: Synthesis and structure-activity studies of oxa-, aza-, and thiabicyclo[3.1.0]hexylphenyl oxazolidinones

Bioorg Med Chem Lett. 2006 Mar 1;16(5):1126-9. doi: 10.1016/j.bmcl.2005.11.093. Epub 2006 Jan 4.

Authors

Adam R Renslo¹, Hongwu Gao, Priyadarshini Jaishankar, Revathy Venkatachalam, Marcela Gómez, Johanne Blais, Michael Huband, J V N Vara Prasad, Mikhail F Gordeev

Affiliation

¹ Pfizer Global Research and Development, 34790 Ardentech Ct., Fremont, CA 94555, USA.

PMID: 16387498
DOI: 10.1016/j.bmcl.2005.11.093

Abstract

A new class of oxazolidinone antibacterials incorporating oxygen-, nitrogen-, or sulfur-containing heterobicyclic C-rings is described. The in vitro potency and in vivo efficacy of these conformationally constrained oxazolidinone analogs are discussed.

MeSH terms

Amides / chemistry
Animals
Anti-Bacterial Agents / chemical synthesis*
Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / pharmacology*
Anti-Bacterial Agents / therapeutic use
Aza Compounds / chemical synthesis
Aza Compounds / chemistry*
Gram-Negative Bacteria / drug effects
Gram-Positive Bacteria / drug effects
Gram-Positive Bacterial Infections / drug therapy
Gram-Positive Bacterial Infections / microbiology
Mice
Molecular Conformation
Oxazolidinones / chemical synthesis*
Oxazolidinones / chemistry
Oxazolidinones / pharmacology*
Oxazolidinones / therapeutic use
Structure-Activity Relationship
Sulfhydryl Compounds / chemistry*

Substances

Amides
Anti-Bacterial Agents
Aza Compounds
Oxazolidinones
Sulfhydryl Compounds