N-Thiolated beta-lactam antibacterials: defining the role of unsaturation in the C4 side chain.
N-Methylthio beta-lactams represent a novel family of antibacterial agents for methicillin-resistant Staphylococcus aureus (MRSA). The structure-activity functions and mechanism of action of these compounds, although still largely undefined, differ dramatically from those of all previously reported beta-lactam antibiotics. Prior work has established that the N-alkylthio moiety is required for antibacterial activity, and that a variety of unsaturated groups can be tolerated at C(4) of the lactam ring. This report describes the effect that unsaturation within the C(4) substituent has on antibacterial activity of these interesting new N-thiolated beta-lactams.
Coates
Cristina
C
Department of Chemistry, University of South Florida, Tampa, FL 33620, USA.
Long
Timothy E
TE
Turos
Edward
E
Dickey
Sonja
S
Lim
Daniel V
DV
D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology*; D016106:Methicillin Resistance; D008826:Microbial Sensitivity Tests; D013210:Staphylococcus / Q000187:drug effects; D013329:Structure-Activity Relationship; D013438:Sulfhydryl Compounds / Q000737:chemistry* / Q000494:pharmacology*; D047090:beta-Lactams
D000900:Anti-Bacterial Agents; D013438:Sulfhydryl Compounds; D047090:beta-Lactams