title: Effect of aryl ring fluorination on the antibacterial properties of C4 aryl-substituted N-methylthio beta-lactams.
abstract: 4-Aryl-substituted N-thiolated beta-lactams are a new family of antibacterial agents possessing unique structure-activity profiles and a mode of action. Unlike traditional beta-lactam antibiotics, which require highly polar enzyme-binding groups, these lactams bear hydrophobic groups on their side chains. In this study, we examine the effect that increasing hydrophobicity, through fluorine substitution in the C(4) aryl ring, has on the antibacterial properties.
authors.affiliation: Department of Chemistry, 4202 E. Fowler Avenue-SCA400, University of South Florida, Tampa, FL 33620, USA.
authors.forename: Timothy E
authors.initials: TE
authors.lastname: Long
authors.forename: Edward
authors.initials: E
authors.lastname: Turos
authors.forename: Monika I
authors.initials: MI
authors.lastname: Konaklieva
authors.forename: Allison L
authors.initials: AL
authors.lastname: Blum
authors.forename: Amal
authors.initials: A
authors.lastname: Amry
authors.forename: Ejae A
authors.initials: EA
authors.lastname: Baker
authors.forename: Lita S
authors.initials: LS
authors.lastname: Suwandi
authors.forename: Melodie D
authors.initials: MD
authors.lastname: McCain
authors.forename: Miti F
authors.initials: MF
authors.lastname: Rahman
authors.forename: Sonja
authors.initials: S
authors.lastname: Dickey
authors.forename: Daniel V
authors.initials: DV
authors.lastname: Lim
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology*; D001555:Benzene Derivatives / Q000737:chemistry* / Q000494:pharmacology*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D057927:Hydrophobic and Hydrophilic Interactions; D016106:Methicillin Resistance; D008826:Microbial Sensitivity Tests; D010400:Penicillin G / Q000494:pharmacology; D013211:Staphylococcus aureus / Q000187:drug effects; D013329:Structure-Activity Relationship; D047090:beta-Lactams / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D001555:Benzene Derivatives; D006845:Hydrocarbons, Fluorinated; D047090:beta-Lactams; D010400:Penicillin G