Synthesis and structure-activity relationships of 2-vinylchroman-4-ones as potent antibiotic agents.
A series of novel 2-vinylchroman-4-ones, analogues of the natural products Aposphaerin A and B, were identified as potent antibiotics. Derivatives exhibit a significant activity against multiresistant strains of S. aureus, such as MRSA (methicillin resistant S. aureus). The 2-vinylchroman-4-ones were efficiently prepared by Lewis acid mediated conjugate addition of vinylmagnesium bromide to chromones.
Albrecht
Uwe
U
Institut für Chemie und Biochemie, Ernst-Moritz-Arndt-Universität, Soldmannstr. 16, D-17487 Greifswald, Germany.
Lalk
Michael
M
Langer
Peter
P
D000880:Anthraquinones / Q000737:chemistry* / Q000494:pharmacology*; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology*; D002867:Chromones; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D016106:Methicillin Resistance; D008826:Microbial Sensitivity Tests; D013055:Spectrophotometry, Infrared; D013211:Staphylococcus aureus / Q000187:drug effects; D013329:Structure-Activity Relationship
D000880:Anthraquinones; D000900:Anti-Bacterial Agents; D002867:Chromones; C469373:chaetomanone