Search results for "pyridines"

showing 10 items of 310 documents

DMAP-BODIPY Alkynes: A Convenient Tool for Labeling Biomolecules for Bimodal PET-Optical Imaging

2014

Several new boron dipyrromethene/N,N-dimethylaminopyridine (BODIPY-DMAP) assemblies were synthesized as precursors for bimodal imaging probes (optical imaging, OI/positron emission tomography, PET). The photophysical properties of the new compounds were also studied. The first proof-of-concept was obtained with the preparation of several new BODIPY-labeled bombesins and evaluation of the affinity for bombesin receptors by using a competition binding assay. Fluorination reactions were investigated on DMAP-BODIPY precursors as well as on DMAP-BODIPY-labeled bombesins. Chemical modifications on the BODIPY core were also performed to obtain luminescent dyes emitting in the therapeutic window (6…

Boron CompoundsHalogenationPyridineschemistry.chemical_elementCatalysischemistry.chemical_compoundmedicineOrganic chemistrychemistry.chemical_classificationLuminescent Agentsmedicine.diagnostic_testLigand binding assayBiomoleculeOptical ImagingOrganic ChemistryGeneral ChemistryCombinatorial chemistrychemistryPositron emission tomographyAlkynesPositron-Emission TomographyClick chemistryFluorineBombesinClick ChemistryBODIPYLuminescencePreclinical imagingChemistry - A European Journal
researchProduct

Apoptosis induced in HepG2 cells by the synthetic cannabinoid WIN: involvement of the transcription factor PPARgamma.

2008

It has recently been shown that cannabinoids induce growth inhibition and apoptosis in different tumour cell lines. In the current study, the effects of WIN 55,212-2 (WIN), a synthetic and potent cannabinoid receptor agonist, are investigated in hepatoma HepG2 cells and a possible signal transduction pathway is proposed. In these cells, WIN induces a clear apoptotic effect which was accompanied by up-regulation of the death-signalling factors Bax, Bcl-X(S), t-Bid and down-regulation of the survival factors survivin, phospho-AKT, Hsp72 and Bcl-2. Moreover, WIN-induced apoptosis is associated with JNK/p38 MAPK pathway activation and mitochondrial depolarisation demonstrated by a cytofluorimet…

Cannabinoid receptorCarcinoma HepatocellularCell SurvivalPyridinesmedicine.medical_treatmentp38 mitogen-activated protein kinasesMorpholinesApoptosisBiologyNaphthalenesBiochemistryReceptor Cannabinoid CB2Membrane Microdomainscannabinoids PPARgamma factor apoptosis cancer cellsSettore BIO/10 - BiochimicaCell Line TumorSurvivinmedicineHumansAnilidesViability assayCannabinoidsLiver NeoplasmsGeneral MedicineCell biologyBenzoxazinesPPAR gammaApoptosisCancer cellBenzamidesCannabinoidSignal transductionApoptosis Regulatory ProteinsProtein KinasesSignal TransductionBiochimie
researchProduct

Indicaxanthin inhibits NADPH oxidase (NOX)-1 activation and NF-κB-dependent release of inflammatory mediators and prevents the increase of epithelial…

2014

Dietary redox-active/antioxidant phytochemicals may help control or mitigate the inflammatory response in chronic inflammatory bowel disease (IBD). In the present study, the anti-inflammatory activity of indicaxanthin (Ind), a pigment from the edible fruit of cactus pear (Opuntia ficus-indica, L.), was shown in an IBD model consisting of a human intestinal epithelial cell line (Caco-2 cells) stimulated by IL-1β, a cytokine known to play a major role in the initiation and amplification of inflammatory activity in IBD. The exposure of Caco-2 cells to IL-1β brought about the activation of NADPH oxidase (NOX-1) and the generation of reactive oxygen species (ROS) to activate intracellular signal…

Cell Membrane PermeabilityPyridinesPyridinemedicine.medical_treatmentInterleukin-1betaMedicine (miscellaneous)Nitric Oxide Synthase Type IIIndicaxanthinNADPH OxidaseInflammatory bowel diseaseIntestinal absorptionAntioxidantschemistry.chemical_compoundSettore BIO/10 - BiochimicaInflammation MediatorCaco-2 CellNutrition and DieteticsNADPH oxidasebiologyNF-kappa BNADPH Oxidase 1OpuntiaCell biologyBetaxanthinsCytokineNADPH Oxidase 1EnterocyteAntioxidantmedicine.symptomInflammation MediatorsReactive Oxygen SpecieIndicaxanthinHumanRedox-active phytochemicalInflammationIn vitro modelmedicineHumansIndicaxanthin Betalain pigments Inflammatory bowel disease Redox-active phytochemicalsInterleukin 8Inflammationbusiness.industryInterleukin-6Interleukin-8NADPH OxidasesInflammatory Bowel DiseasesEnzyme ActivationEnterocyteschemistryIntestinal AbsorptionCaco-2Cyclooxygenase 2BetaxanthinFruitImmunologybiology.proteinCaco-2 CellsbusinessReactive Oxygen SpeciesThe British journal of nutrition
researchProduct

Triazolopyridyl ketones as a novel class of antileishmanial agents. DNA binding and BSA interaction

2014

A new series of triazolopyridyl pyridyl ketones has been synthetized by regioselective lithiation of the corresponding [1,2,3]triazolo[1,5-a]pyridine at 7 position followed by reaction with different electrophiles. The in vitro antileishmanial activity of these compounds was evaluated against Leishmaniainfantum, Leishmaniabraziliensis, Leishmaniaguyanensis and Leishmaniaamazonensis. Compounds 6 and 7 were found to be the most active leishmanicidal agents. Both of them showed activities at micromolar concentration against cultured promastigotes of Leishmania spp. (IC₅₀=99.8-26.8 μM), without cytotoxicity on J774 macrophage cells. These two compounds were also tested in vivo in a murine model…

Cell SurvivalPyridinesStereochemistryClinical BiochemistryAntiprotozoal AgentsPharmaceutical SciencePlasma protein bindingBinding CompetitiveBiochemistryCell LineMicechemistry.chemical_compoundIn vivoDrug DiscoveryAnimalsA-DNABovine serum albuminLeishmaniasisMolecular BiologyLeishmaniaQuenching (fluorescence)biologyOrganic ChemistrySerum Albumin BovineDNAKetonesTriazolesIn vitroDisease Models AnimalSpectrometry FluorescenceLiverchemistrybiology.proteinMolecular MedicineCattleTriazolopyridineSpleenDNAProtein BindingBioorganic & Medicinal Chemistry
researchProduct

Synthesis and antiproliferative activity of substituted 3[2-(1H-indol-3-yl)-1,3-thiazol-4-yl]-1H-pyrrolo[3,2-b]pyridines, marine alkaloid nortopsenti…

2014

A large number of indolyl-4-azaindolyl thiazoles, nortopsentin analogues, were conveniently synthesized. The antiproliferative activity of the new derivatives was examined against four human tumor cell lines with different histologic origin. Seven derivatives consistently reduced the growth of the experimental models independently of TP53 gene status and exhibited the highest activity against the malignant peritoneal mesothelioma (STO) cell line. The most active compound of this series acts as a CDK1 inhibitor, and was found to cause cell cycle arrest at G 2 /M phase, to induce apoptosis by preventing the phosphorylation of survivin in Thr 34 and to increase the cytotoxic activity of paclit…

Cell cycle checkpointCDK1 InhibitorsAntiproliferative Activity CDK1 Inhibitors Diffuse Malignant Peritoneal Mesothelioma Nortopsentin Analogues SurvivinPyridinesStereochemistrySurvivinDiffuse Malignant Peritoneal MesotheliomaAntineoplastic AgentsApoptosisAntiproliferative Activity; CDK1 Inhibitors; Diffuse Malignant Peritoneal Mesothelioma; Nortopsentin Analogues; SurvivinBiochemistryCell LineAntiproliferative ActivityStructure-Activity Relationshipchemistry.chemical_compoundDrug DiscoverySurvivinHumansCytotoxic T cellProtein Kinase InhibitorsCell ProliferationPharmacologyCyclin-dependent kinase 1AlkaloidOrganic ChemistrySettore CHIM/08 - Chimica FarmaceuticaPaclitaxelchemistryCell cultureApoptosisNortopsentin AnaloguesMolecular Medicine
researchProduct

Novel [1,2,3]triazolo[1,5-a]pyridine derivatives are trypanocidal by sterol biosynthesis pathway alteration.

2019

Aim: To study a new series of [1,2,3]triazolo[1,5-α]pyridine derivatives as trypanocidal agents because current antichagasic pharmacologic therapy is only partially effective. Materials & methods: The effect of the series upon Trypanosoma cruzi epimastigotes and murine macrophages viability, cell cycle, cell death and on the metabolites of the sterol biosynthesis pathway was measured; also, docking in 14α-demethylase was analyzed. Results: Compound 16 inhibits 14α-demethylase producing an imbalance in the cholesterol/ergosterol synthesis pathway, as suggested by a metabolic control and theoretical docking analysis. Consequently, it prevented cell proliferation, stopping the cellular cy…

Cell cycle checkpointPyridinesTrypanosoma cruziSterol Biosynthesis Pathway01 natural sciences03 medical and health scienceschemistry.chemical_compoundMiceDrug DiscoveryPyridineAnimalsHumansPharmacologic therapyChagas Disease030304 developmental biologyTrypanocidal agentPharmacology0303 health sciencesCell CycleTriazolesTrypanocidal Agents0104 chemical sciencesBiosynthetic Pathways010404 medicinal & biomolecular chemistrySterolsRAW 264.7 CellsBiochemistrychemistryMolecular MedicineFuture medicinal chemistry
researchProduct

A Rational Design for Imidazolate-Bridged Linear Trinuclear Compounds from Mononuclear Copper(II) Complexes with 2-[((Imidazol-2-ylmethylidene)amino)…

2001

Two mononuclear copper(II) complexes with the unsymmetrical tridentate ligand 2-[((imidazol-2-ylmethylidene)amino)ethyl]pyridine (HL), [Cu(HL)(H2O)](ClO4)2.2H2O (1) and [Cu(HL)Cl2] (2), have been prepared and characterized. The X-ray analysis of 2 revealed that the copper(II) ion assumes a pentacoordinated square pyramidal geometry with an N3Cl2 donor set. When 1 and 2 are treated with an equimolecular amount of potassium hydroxide, the deprotonation of the imidazole moiety promotes a self-assembled process, by coordination of the imidazolate nitrogen atom to a Cu(II) center of an adjacent unit, leading to the polynuclear complexes [[Cu(L)(H2O)](ClO4)]n (3) and [[Cu(L)Cl].2H2O]n (4). Variab…

Chemical PhenomenaPyridinesStereochemistryMolecular Conformationchemistry.chemical_elementCrystallography X-RayLigandsInorganic ChemistryMagneticschemistry.chemical_compoundDeprotonationImidazolatePyridineOrganometallic CompoundsImidazolePhysical and Theoretical ChemistryIsostructuralChemistry PhysicalChemistryLigandImidazolesHydrogen BondingCopperSquare pyramidal molecular geometryCrystallographyCopperInorganic Chemistry
researchProduct

Structural and spectroscopic study of the Br2...3-Br-pyridine complex by DFT calculations.

2007

Abstract The structure and the Raman vibrational spectrum of the complex Br 2 ⋯3-Br-pyridine are determined by DFT calculations using different parametrizations. The calculations are performed taking into account the effects of the dichloromethane as solvent by the CPCM method. A value of 39 kJ mol −1 for the formation enthalpy and of 1 kJ mol −1 for the formation free energy at room temperature in presence of the solvent is found. The predicted Raman spectrum is compared with the experimental one and the essential features of the spectrum are well reproduced by the B3LYP parametrization. The intensity changes of the bands when going from the free moieties to the complex are also generally …

ChemistryPyridinesEntropyEnthalpyMolecular ConformationVibrational spectrumBromineSpectrum Analysis RamanAtomic and Molecular Physics and OpticsAnalytical ChemistrySolventchemistry.chemical_compoundsymbols.namesakeModels ChemicalComputational chemistryPyridinesymbolsPhysical chemistrySolvent effectsRaman spectroscopyInstrumentationParametrizationSpectroscopyDichloromethaneSpectrochimica acta. Part A, Molecular and biomolecular spectroscopy
researchProduct

Evaluation and synthesis of 7-arylhydroxymethyltriazolopyridines as potential cardiovascular agents

2002

7-Arylhydroxymethyltriazolopyridines 3a-c and 4a-d were synthesized by regioselective lithiation of [1,2,3]triazolo[1,5-a]pyridines 1 and 2 and subsequent trapping of the 7-lithioderivatives formed using aryl aldehydes as electrophiles. The structural relationship between compounds 3a-c and 4a-d and arylethanolamines suggested their consideration as potential cardiovascular agents. A preliminary evaluation as vascular smooth muscle relaxants was carried out. These compounds did not act as α1-adrenoceptor antagonists and were unable to block calcium entry through voltage-dependent calcium channels. Abarca Gonzalez, Belen, Belen.Abarca@uv.es ; Ballesteros Campos, Rafael, Rafael.Ballesteros@uv…

ChemistryTriazolopyridines ; Lithiation reaction ; α1-adrenoceptor antagonism ; Calcium channels blockadeUNESCO::QUÍMICACalcium channels blockade:QUÍMICA::Química orgánica [UNESCO]Organic Chemistry:QUÍMICA [UNESCO]lcsh:QD241-441lcsh:Organic chemistryCardiovascular agentTriazolopyridinesα1-adrenoceptor antagonismUNESCO::QUÍMICA::Química orgánicaLithiation reactionHumanities
researchProduct

Synthesis of novel polypyridylcarbonylpyridines from triazolopyridines. Building blocks in supramolecular chemistry

2009

The synthesis from triazolopyridines 1, of novel triazolopyridylcarbonylpyridylcarbonyltriazolopyridines (TPyCOPyCOTPy) (tpcpctp) 7, and polypyridylcarbonylpyridines (pPyCOPy) (ppcp) 14, building blocks in supramolecular chemistry, is described. These compounds are interesting polynitrogenated ligands as potential molecular sensors, new magnetic materials, single molecular magnets, or in the emerging science of nanomaterials. Abarca Gonzalez, Belen, Belen.Abarca@uv.es ; Ballesteros Campos, Rafael, Rafael.Ballesteros@uv.es ; Chadlaoui, Mimoun, michad@alumni.uv.es

ChemosensorsMaterials scienceMolecular magnetsUNESCO::QUÍMICATriazolopyridines ; Pyridylcarbonylpyridines ; Polynitrogenated ligands ; Nanomaterials supramolecular receptors ; Chemosensors ; Clusters ; Fluorescent compounds:QUÍMICA::Química orgánica [UNESCO]Organic ChemistrySupramolecular chemistryFluorescent compoundsNanotechnologyPolynitrogenated ligands:QUÍMICA [UNESCO]Combinatorial chemistryNanomaterialslcsh:QD241-441Clusterslcsh:Organic chemistryNanomaterials supramolecular receptorsTriazolopyridinesUNESCO::QUÍMICA::Química orgánicaPyridylcarbonylpyridinesArkivoc
researchProduct