Effect of aryl ring fluorination on the antibacterial properties of C4 aryl-substituted N-methylthio beta-lactams.
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.
Long
Timothy E
TE
Department of Chemistry, 4202 E. Fowler Avenue-SCA400, University of South Florida, Tampa, FL 33620, USA.
Turos
Edward
E
Konaklieva
Monika I
MI
Blum
Allison L
AL
Amry
Amal
A
Baker
Ejae A
EA
Suwandi
Lita S
LS
McCain
Melodie D
MD
Rahman
Miti F
MF
Dickey
Sonja
S
Lim
Daniel V
DV
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*
D000900:Anti-Bacterial Agents; D001555:Benzene Derivatives; D006845:Hydrocarbons, Fluorinated; D047090:beta-Lactams; D010400:Penicillin G