The introduction of fluorine atoms or trifluoromethyl groups in short cationic peptides enhances their antimicrobial activity.
The effect of introducing fluorine atoms or trifluoromethyl groups in either the peptidic chain or the C-terminal end of cationic pentapeptides is reported. Three series of amide and ester peptides were synthesised and their antimicrobial properties evaluated. An enhanced activity was found in those derivatives whose structure contained fluorine, suggesting an increase in their hydrophobicity.
Giménez
Diana
D
Departament de Química Orgànica, Facultat de Farmàcia, Universitat de València, 46100 Burjassot, València, Spain.
Andreu
Cecilia
C
del Olmo
Marcel lí
Ml
Varea
Teresa
T
Diaz
Dolores
D
Asensio
Gregorio
G
D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000494:pharmacology*; D001593:Benzyl Compounds / Q000737:chemistry*; D002412:Cations / Q000737:chemistry; D015195:Drug Design; D005057:Eukaryotic Cells / Q000187:drug effects; D005461:Fluorine / Q000737:chemistry*; D006801:Humans; D057927:Hydrophobic and Hydrophilic Interactions; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009842:Oligopeptides / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D001593:Benzyl Compounds; D002412:Cations; D009842:Oligopeptides; D005461:Fluorine