Search results for "tautomerization"

showing 2 items of 2 documents

Antifungal activity and tautomeric cyclization equilibria of formylphenylboronic acids

2019

2-Formylphenylboronic acid and four isomeric fluoro-2-formylphenylboronic acids have been found active against a series of fungal strains: Aspergillus, Fusarium, Penicillium and Candida. The level of antifungal activity was evaluated by agar diffusion tests as well as the determination of minimum inhibitory concentrations (MICs) by serial dilution method. Among the tested compounds, 4-fluoro-2-formylphenylboronic acid - an analogue of the known antifungal drug Tavaborole (AN2690) - proved to be the most potent antifungal agent. The tautomeric equilibrium leading to the formation of 3-hydroxybenzoxaboroles as well as the position of the fluorine substituent were revealed to play a crucial ro…

Antifungal Agentsfood.ingredientSerial dilutionStereochemistryAntifungal drugSubstituentMicrobial Sensitivity TestsFormylphenylboronic acid01 natural sciencesBiochemistryStructure-Activity Relationshipchemistry.chemical_compoundfoodFusariumDrug DiscoveryAgarAntifungal activityTautomerizationMolecular BiologyCandidaAspergillusTavaboroleDose-Response Relationship DrugMolecular Structurebiology010405 organic chemistryChemistryOrganic ChemistryPenicilliumCyclization equilibriaOrganoboron compoundsbiology.organism_classificationBoronic AcidsTautomer0104 chemical sciences010404 medicinal & biomolecular chemistryAspergillusCyclizationPenicilliumBioorganic Chemistry
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Excited State N−H Tautomer Selectivity in the Singlet Energy Transfer of a Zinc(II)-Porphyrin-Truxene-Corrole Assembly

2017

International audience; An original corrole-containing polyad for S-1 energy transfer, in which one zinc(II)-porphyrin donor is linked to two free-base corrole acceptors by a truxene linker, is reported. This polyad exhibits a rapid zinc(II)-porphyrin*free-base corrole transfer (4.83x10(10)s(-1); 298K), even faster than the tautomerization in the excited state processes taking advantage of the good electronic communication provided by the truxene bridge. Importantly, the energy transfer process shows approximately 3-fold selectivity for one corrole N-H tautomer over the other even at low temperature (77K). This selectivity is due to the difference in the J-integral being effective in both t…

chemistry.chemical_elementDexter energy transferZinccore-modified corroles010402 general chemistryPhotochemistry7. Clean energy01 natural sciencesmain-group elements[ CHIM ] Chemical SciencesCatalysisfree-base corroleschemistry.chemical_compoundmolecular-orbital methods[CHIM]Chemical SciencesSinglet stateCorrolecorrolesdensity-functional theoryvalence basis-setsphotophysical propertiestautomerization010405 organic chemistrytruxenesensitized solar-cellsOrganic ChemistryGeneral ChemistryTautomerPorphyrin0104 chemical scienceschemistrymesosubstituted corrolesExcited stateFRETextended basis-setsSelectivityLinker
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