Search results for "boronic acid"

showing 8 items of 48 documents

Investigation of fungicidal activity of 3-piperazine-bis(benzoxaborole) and its boronic acid analogue

2014

3-Piperazine-bis(benzoxaborole) and its bis(phenylboronic acid) analogue were investigated in terms of their fungicidal activity. The study was carried out against five filamentous fungi: Aspergillus terreus, Fusarium dimerum, Fusarium solani, Penicillium ochrochloron and Aspergillus niger. 3-Piperazine-bis(benzoxaborole) revealed higher inhibitory activity towards the examined strains than standard antibiotic (amphotericin B), whereas bis(phenylboronic acid) proved to be inactive. The study unequivocally showed that the presence of the heterocyclic benzoxaborole system is essential for antifungal action of the examined compounds. Copyright © 2014 John Wiley & Sons, Ltd.

biologyStereochemistryAspergillus nigerfood and beveragesGeneral Chemistrybiology.organism_classificationInorganic Chemistrychemistry.chemical_compoundPiperazinechemistryAmphotericin BmedicineAspergillus terreusPhenylboronic acidFusarium solaniBoronic acidmedicine.drugPenicillium ochrochloronApplied Organometallic Chemistry
researchProduct

Cytotoxicity of the Urokinase-Plasminogen Activator Inhibitor Carbamimidothioic Acid (4-Boronophenyl) Methyl Ester Hydrobromide (BC-11) on Triple-Neg…

2015

BC-11 is an easily synthesized simple thiouronium-substituted phenylboronic acid, which has been shown to be cytotoxic on triple negative MDA-MB231 breast cancer cells by inducing a perturbation of cell cycle when administered at a concentration equal to its ED50 at 72 h (117 μM). Exposure of cells to BC-11, either pre-absorbed with a soluble preparation of the N-terminal fragment of urokinase-plasminogen activator (uPa), or in co-treatment with two different EGFR inhibitors, indicated that: (i) BC-11 acts via binding to the N-terminus of the enzyme where uPa- and EGF receptor-recognizing sites are present, thereby abrogating the growth-sustaining effect resulting from receptor binding

boronic acidPharmaceutical ScienceGene ExpressionApoptosisAnalytical ChemistryDrug DiscoveryCytotoxic T cellSettore BIO/06 - Anatomia Comparata E CitologiaCytotoxicityEGFR inhibitorschemistry.chemical_classificationCell CycleDrug SynergismCell cycleBoronic AcidsMitochondriaErbB ReceptorsBiochemistryChemistry (miscellaneous)Molecular MedicinecytotoxicityFemaleQD0241Antineoplastic AgentsArticlelcsh:QD241-441plasminogen activator inhibitorbreast cancerlcsh:Organic chemistryCell Line TumorHumansPhysical and Theoretical ChemistryMammary Glands HumanCell ProliferationQD0415Reactive oxygen speciesHydrobromideOrganic ChemistryEpithelial CellsBC-11Molecular biologyUrokinase-Type Plasminogen ActivatorPlasminogen InactivatorsEnzymechemistryApoptosisQuinazolinesMDA-MB231 cellsReactive Oxygen Speciesboronic acid; BC-11; plasminogen activator inhibitor; breast cancer; cytotoxicity; MDA-MB231 cellsMolecules
researchProduct

Gold-Catalyzed Suzuki Coupling of ortho -Substituted Hindered Aryl Substrates

2017

International audience; A method that allows hindered ortho-substituted aryl iodides to be efficiently coupled to phenylboronic acid using a gold-catalyzed C-C bond formation is presented. The use of a molecularly-defined dinuclear gold chloride catalytic precursor that is stabilized by a new tetradentate (N,N')-diamino-(P,P')-diphosphino ferrocene hybrid ligand in a Suzuki-type reaction is described for the first time. Electron-rich isopropyl groups on phosphorus were found essen-tial for a superior activity, while the performances of a set of analogous gold dinuclear complexes that were fully characterized by multinuclear NMR spectroscopy and XRD analysis, were investigated. Therefore, ar…

bromides010402 general chemistry01 natural sciencesBiochemistry[ CHIM ] Chemical SciencesCatalysischemistry.chemical_compoundSuzuki reactionPolymer chemistrygold(iii)Organic chemistry[CHIM]Chemical SciencesPhenylboronic acidacidscomplexes010405 organic chemistryLigandArylOrganic ChemistryGeneral ChemistryNuclear magnetic resonance spectroscopy0104 chemical sciencesreactivityhalideschemistryFerrocenenanoparticlesIsopropyl
researchProduct

5-Formyl-2-furanboronic acid at 100 K

2003

The furan ring in the title compound, C5H5BO4, is planar and each of the formyl and boronic groups makes a dihedral angle of ca 3° with this ring. The geometry of the furan ring is somewhat different to that found for substituted and unsubstituted furan structures. The mol­ecules are connected to each other in the bc plane by C—H⋯O and O—H⋯O hydrogen bonds.

chemistry.chemical_compoundchemistryHydrogen bondStereochemistryFuranGeneral Materials ScienceGeneral ChemistryDihedral angleCondensed Matter PhysicsRing (chemistry)Boronic acidActa Crystallographica Section E Structure Reports Online
researchProduct

Novel 2,6-disubstituted phenylboronic compounds - Synthesis, crystal structures, solution behaviour and reactivity

2015

Abstract 2,6-Diformylphenylboronic acid has been synthesized and characterized both in the solid state as well as in solution. In crystal, an unusual structural pattern has been found with the formation of intermolecular hydrogen bonds by B(OH) 2 and CHO groups as well as water molecules. In solution tautomeric equilibrium with the formation of oxaborole ring by one of the formyl groups was proved on the basis of multinuclear NMR spectroscopy. The title compound reacts with secondary mono- and diamines to form various types of substituted benzoxaboroles, which have been characterized by XRD and spectroscopic methods.

crystal structureboronic acidsChemistryHydrogen bondOrganic ChemistryCrystal structureNuclear magnetic resonance spectroscopyRing (chemistry)BiochemistryTautomerreductive aminationtautomeric equilibriaInorganic ChemistryCrystalbenzoxaborolesPolymer chemistryMaterials ChemistryMoleculeReactivity (chemistry)Physical and Theoretical ChemistryJournal of Organometallic Chemistry
researchProduct

Investigation of fungicidal activity of 3-piperazine-bis(benzoxaborole) and its boronic acid analogue

2014

3-Piperazine-bis(benzoxaborole) and its bis(phenylboronic acid) analogue were investigated in terms of their fungicidal activity. The study was carried out against five filamentous fungi: Aspergillus terreus, Fusarium dimerum, Fusarium solani, Penicillium ochrochloron and Aspergillus niger. 3-Piperazine-bis(benzoxaborole) revealed higher inhibitory activity towards the examined strains than standard antibiotic (amphotericin B), whereas bis(phenylboronic acid) proved to be inactive. The study unequivocally showed that the presence of the heterocyclic benzoxaborole system is essential for antifungal action of the examined compounds.

fungicidal activitybenzoxaborolesboronic acidsfungicidesApplied Organometallic Chemistry
researchProduct

Boronate affinity sorbents based on thiol-functionalized polysiloxane-polymethacrylate composite materials in syringe format for selective extraction…

2021

Abstract In this work, two novel boronate affinity monolithic materials able to extract glycopeptides within a polypropylene syringe are described and compared. The first material was synthesized from glycidyl methacrylate (GMA)-based monoliths modified with poly-3-mercaptopropyl-methylsiloxane (PMPMS) followed by attachment of 4-vinylphenylboronic acid (VPBA) via thiol-ene click reaction. The second material was prepared by using gold nanoparticle (AuNP)-modified monoliths as substrate followed by subsequent attachment of PMPMS and VPBA. The resulting materials were used as sorbents for solid-phase extraction (SPE) to selectively preconcentrate glycopeptides from horseradish peroxidase (HR…

geographyGlycidyl methacrylategeography.geographical_feature_categoryChromatographybiology010401 analytical chemistrySubstrate (chemistry)02 engineering and technology021001 nanoscience & nanotechnology01 natural sciencesGlycopeptide0104 chemical sciencesAnalytical Chemistrychemistry.chemical_compoundchemistryClick chemistrybiology.proteinMonolithBovine serum albumin0210 nano-technologyHybrid materialSpectroscopyBoronic acidMicrochemical Journal
researchProduct

Design of PNIPAAM covalently grafted on halloysite nanotubes as a support for metal-based catalysts

2016

A thermo-responsive polymer such as poly(N-isopropylacrylamide) (PNIPAAM) was covalently grafted on the external surface of halloysite nanotubes (HNTs) by means of microwave irradiation. This nanomaterial was used as a support and stabilizer for palladium nanoparticles. The obtained HNT–PNIPAAM/PdNPs was characterized by means of TGA, SEM, EDS and TEM analyses. The palladium content of the catalyst was estimated to be 0.4 wt%. The stability of the catalytic material at different temperatures (below and above the PNIPAAM lower critical solution temperature) was tested in the Suzuki reaction under microwave irradiation. In addition, TEM analysis after five consecutive runs was performed. The …

inorganic chemicalsMaterials scienceGeneral Chemical Engineeringchemistry.chemical_element02 engineering and technologyengineering.material010402 general chemistry01 natural sciencesHalloysiteLower critical solution temperatureNanomaterialsCatalysischemistry.chemical_compoundSuzuki reactionhalloysite PNIPAAM; microwave Suzuki reaction waterPolymer chemistryhalloysite PNIPAAMPhenylboronic acidSettore CHIM/02 - Chimica Fisicachemistry.chemical_classificationmicrowave Suzuki reaction waterSettore CHIM/06 - Chimica OrganicaGeneral ChemistryPolymer021001 nanoscience & nanotechnology0104 chemical scienceschemistryengineering0210 nano-technologyPalladiumNuclear chemistryRSC Advances
researchProduct