6533b7d3fe1ef96bd12600d3

RESEARCH PRODUCT

Synthesis and antibacterial activities of cadiolides A, B and C and analogues

Xavier FranckAbraham GalánJavier PárragaDiego CortesMaria-jesus SanzAgathe BoulangéStéphane LeleuNuria Cabedo

subject

FarmacologiaStereochemistryCell SurvivalNeutrophilsClinical BiochemistryPrimary Cell CulturePharmaceutical ScienceMicrobial Sensitivity Tests[CHIM.THER]Chemical Sciences/Medicinal ChemistryRing (chemistry)Gram-Positive BacteriaBiochemistrychemistry.chemical_compoundStructure-Activity RelationshipCompostos orgànics Síntesi4-Butyrolactone[CHIM.ANAL]Chemical Sciences/Analytical chemistryFuranDrug DiscoveryGram-Negative BacteriaStructure–activity relationshipHumansBenzeneCytotoxicityMolecular BiologyButenolideMolecular Structure[CHIM.ORGA]Chemical Sciences/Organic chemistryOrganic ChemistryAromaticity[CHIM.CATA]Chemical Sciences/CatalysisAnti-Bacterial Agents[CHIM.THEO]Chemical Sciences/Theoretical and/or physical chemistrychemistryMolecular MedicineAntibacterial activity[CHIM.CHEM]Chemical Sciences/Cheminformatics

description

International audience; The one-pot multicomponent synthesis of natural butenolides named cadiolides A, B, C and analogues has been realized. The antibacterial structure activity relationship shows that the presence of phenolic hydroxyl groups and the number and position of bromine atoms on the different aromatic rings are important features for antibacterial activity, besides it was demonstrated the tolerance of both benzene and furan ring at position 3 of the butenolide nucleus. Furthermore, none of the most relevant antibacterial compounds showed any cytotoxicity in freshly isolated human neutrophils.

yearjournalcountryeditionlanguage
2015-04-10
10.1016/j.bmc.2015.04.010http://hdl.handle.net/10550/63166