6533b825fe1ef96bd1282a08

RESEARCH PRODUCT

The introduction of fluorine atoms or trifluoromethyl groups in short cationic peptides enhances their antimicrobial activity

Marcel·lí Del OlmoDolores DíazDiana GimenezGregorio AsensioCecilia AndreuTeresa Varea

subject

StereochemistryClinical BiochemistryPharmaceutical Sciencechemistry.chemical_elementPeptideMicrobial Sensitivity TestsBiochemistryChemical synthesisMedicinal chemistryStructure-Activity Relationshipchemistry.chemical_compoundCationsAmideBenzyl CompoundsDrug DiscoveryHumansMolecular Biologychemistry.chemical_classificationTrifluoromethylMolecular StructureOrganic ChemistryCationic polymerizationStereoisomerismBiological activityFluorineAnti-Bacterial AgentsEukaryotic CellschemistryDrug DesignLipophilicityFluorineMolecular MedicineHydrophobic and Hydrophilic InteractionsOligopeptides

description

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.

yearjournalcountryeditionlanguage
2006-04-10Bioorganic & Medicinal Chemistry
https://doi.org/10.1016/j.bmc.2006.06.027