title: Rapid synthesis and antimicrobial activity of novel 4-oxazolidinone heterocycles.
abstract: The synoxazolidinone family of marine natural products bear an unusual 4-oxazolidinone heterocyclic core and promising antimicrobial activity against several strains of pathogenic bacteria. As part of our research program directed at the synthesis and chemical biology of this family of natural products we have developed a one-step method for the generation of variously substituted 4-oxazolidinone scaffolds from readily available materials. These studies revealed the importance of an electron deficient aromatic ring for antimicrobial activity and serve as the basis for future SAR studies around the 4-oxazolidinone core.
authors.affiliation: Department of Chemistry, North Carolina State University, Raleigh, NC 27695, USA.
authors.forename: Nataliia V
authors.initials: NV
authors.lastname: Shymanska
authors.affiliation: Department of Chemistry, North Carolina State University, Raleigh, NC 27695, USA.
authors.forename: Il Hwan
authors.initials: IH
authors.lastname: An
authors.affiliation: Department of Chemistry, North Carolina State University, Raleigh, NC 27695, USA; Department of Chemistry, University of Puerto Rico, Río Piedras Campus, San Juan, PR 00931, USA.
authors.forename: Sebastián
authors.initials: S
authors.lastname: Guevara-Zuluaga
authors.affiliation: Department of Chemistry, North Carolina State University, Raleigh, NC 27695, USA. Electronic address: jgpierce@ncsu.edu.
authors.forename: Joshua G
authors.initials: JG
authors.lastname: Pierce
mesh_terms: D040981:Acinetobacter baumannii / Q000187:drug effects*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D023303:Oxazolidinones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects*; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D023303:Oxazolidinones
keywords: Antibiotic; Heterocycle; Natural products; Oxazolidinone