Search results for "imidazoles"

showing 10 items of 272 documents

New 1,2,4-oxadiazole nortopsentin derivatives with cytotoxic activity

2019

New analogs of nortopsentin, a natural 2,4-bis(3&prime

anti-cancer agentCell SurvivalAnti-cancer agentsPharmaceutical ScienceAntineoplastic AgentsAntiproliferative activity01 natural sciencesArticlechemistry.chemical_compoundStructure-Activity RelationshipMarine alkaloidsSettore BIO/10 - BiochimicaDrug DiscoveryMoietyHumansPharmacology Toxicology and Pharmaceutics (miscellaneous)lcsh:QH301-705.5Cell ProliferationIndole testMolecular Structure010405 organic chemistryAcridine orangeImidazoles2 4-oxadiazole derivativesnortopsentin analogs2 4-oxadiazole derivatives; Anti-cancer agents; Antiproliferative activity; Marine alkaloids; Nortopsentin analogs 1; Antineoplastic Agents; Caco-2 Cells; Cell Cycle Checkpoints; Cell Proliferation; Cell Survival; HCT116 Cells; Humans; Imidazoles; MCF-7 Cells; Molecular Structure; Structure-Activity RelationshipPhosphatidylserineCell Cycle CheckpointsNortopsentin analogs 1HCT116 CellsSettore CHIM/08 - Chimica Farmaceutica0104 chemical sciences124-oxadiazole derivative010404 medicinal & biomolecular chemistrychemistryBiochemistry124-oxadiazole derivativeslcsh:Biology (General)ApoptosisCell cultureCancer cellMCF-7 CellsMarine alkaloid2 4-oxadiazole derivativeCaco-2 CellsEthidium bromide
researchProduct

Synthesis and Antitumor Activity of New Thiazole Nortopsentin Analogs

2016

New thiazole nortopsentin analogs in which one of the two indole units was replaced by a naphthyl and/or 7-azaindolyl portion, were conveniently synthesized. Among these, three derivatives showed good antiproliferative activity, in particular against MCF7 cell line, with GI50 values in the micromolar range. Their cytotoxic effect on MCF7 cells was further investigated in order to elucidate their mode of action. Results showed that the three compounds act as pro-apoptotic agents inducing a clear shift of viable cells towards early apoptosis, while not exerting necrotic effects. They also caused cell cycle perturbation with significant decrease in the percentage of cells in the G0/G1 and S ph…

antiproliferative activitybis-indolyl alkaloidsIndolesStereochemistryPopulationPharmaceutical ScienceAntineoplastic AgentsAntiproliferative activity; Apoptosis; Bis-indolyl alkaloids; Marine alkaloids; Thiazolyl-indolesBis-indolyl alkaloid010402 general chemistry01 natural sciencesArticlechemistry.chemical_compoundCell Line TumorDrug DiscoveryHumansCytotoxic T cellThiazolyl-indoleThiazoleMode of actioneducationlcsh:QH301-705.5Pharmacology Toxicology and Pharmaceutics (miscellaneous)Antitumor activityIndole testeducation.field_of_study010405 organic chemistryChemistryCell CycleImidazolesapoptosisApoptosiHCT116 CellsSettore CHIM/08 - Chimica Farmaceutica0104 chemical sciencesThiazoleslcsh:Biology (General)BiochemistryApoptosisCell cultureMCF-7 Cellsmarine alkaloidsMarine alkaloidthiazolyl-indolesDrug Screening Assays Antitumormarine alkaloids; bis-indolyl alkaloids; thiazolyl-indoles; apoptosis; antiproliferative activityMarine Drugs
researchProduct

Synthesis of tetrasubstituted-4,4'-biimidazoles with perspective heavy-metal sensing ability

2012

biimidazoles metal sensing heterocyclic rearrangmentsSettore CHIM/06 - Chimica Organica
researchProduct

A frozen analogue approach to aminopyridinylimidazoles leading to novel and promising p38 MAP kinase inhibitors.

2012

In this study we report the design, synthesis, and biological evaluation of constrained aminopyridinylimidazoles as p38α MAP kinase inhibitors. The frozen analogue approach focused on the pyridinyl unit, using purine bioisosteres as constrained structure analogues. The identification of the most potent bioisostere was followed by a further derivatization to address hydrophobic region II. In combination with C-2 modifications of the imidazole core, we were able to design highly active inhibitors on the p38α MAP kinase. The inhibitor design presented herein represents a promising and highly efficient advancement of recent stages of development in this class of p38 MAP kinase inhibitors. In co…

biologyChemistryStereochemistryPyridinesp38 mitogen-activated protein kinasesEntropyImidazolesMolecular ConformationCombinatorial chemistryp38 Mitogen-Activated Protein KinasesMolecular conformationMolecular Docking Simulationchemistry.chemical_compoundStructure-Activity RelationshipPurinesMitogen-activated protein kinaseDrug DesignDrug Discoverybiology.proteinMolecular MedicineStructure–activity relationshipBioisostereBiological evaluationJournal of medicinal chemistry
researchProduct

Effect of buffer nature and concentration on the chromatographic performance of basic compounds in the absence and presence of 1-hexyl-3-methylimidaz…

2019

Abstract In reversed-phase liquid chromatography, the performance for basic compounds is affected by the interaction of the protonated (cationic) species with the anionic free silanols on the alkyl-bonded stationary phases. Using aqueous-organic mobile phases in the absence of additives, the retention may be too high, and the peaks be broad and asymmetric. The performance is improved by addition to the mobile phase of ionic liquids, from which 1-hexyl-3-methylimidazolium chloride ([C6MIm][Cl]) has especially good characteristics. A recent report has also revealed that the use of the phosphate system as buffer, at varying concentration and pH, may have a significant role in the chromatograph…

buffer systemsAcetonitrilesAdrenergic beta-AntagonistsIonic LiquidsProtonationBuffers010402 general chemistry01 natural sciencesBiochemistryChlorideAnalytical Chemistryionic liquidschemistry.chemical_compoundreversed-phase liquid chromatographyBoratesmedicineFormateβ-Adrenoceptor antagonistsChromatography High Pressure LiquidChromatography Reverse-PhaseChromatography010401 analytical chemistryOrganic ChemistryCationic polymerizationImidazolesWatersilanol effectGeneral MedicineReversed-phase chromatographyHydrogen-Ion ConcentrationPhosphate0104 chemical sciencesSilanolchemistryIonic liquidSolventsmedicine.drug
researchProduct

Silanol suppressing potency of alkyl-imidazolium ionic liquids on C18 stationary phases

2011

Residual silanols on C18 columns yield undesirable slow-kinetics ion-exchange interactions with positively charged basic compounds that result in asymmetrical peaks, low efficiencies and long retention times. The purity of the silica employed as supporting material, and the technique used to form the bonded phase, which varies with the brand and manufacturer, give rise to different amounts of residual silanols in the packings, and consequently, different chromatographic performance. One of the most efficient and widespread strategies to reduce or even eliminate the different performance among columns is the addition of a reagent to the mobile phase to block the silanol sites. However, the i…

chemistry.chemical_classificationAcetonitrilesChromatographyTetrafluoroborateAdrenergic beta-AntagonistsOrganic ChemistryImidazolesIonic LiquidsGeneral MedicineSilanesBiochemistryAnalytical Chemistrychemistry.chemical_compoundSilanolAdsorptionchemistryYield (chemistry)ReagentPhase (matter)Ionic liquidAlkylChromatography LiquidJournal of Chromatography A
researchProduct

Crystal structure of 2-{[1-(2-methyl-5-nitro-1H-imidazol-1-yl)propan-2-yloxy]carbonyl}benzoic acid

2014

In the title compound, C15H15N3O6, the dihedral angle between the planes of the benzene and imidazole rings is 34.93 (10)°. An intramolecular C—H...O hydrogen bond is observed. In the crystal, O—H...N hydrogen bonds link the molecules into chains parallel to thecaxis.

crystal structureCrystal structurepharmaceuticalsDihedral angleBioinformaticsMedicinal chemistrynitro­imidazolesCrystalchemistry.chemical_compoundImidazoleGeneral Materials SciencePhysics::Chemical PhysicsO—H⋯N hydrogen bondsBenzeneBenzoic acidQuantitative Biology::BiomoleculesnitroimidazolesCrystallographyHydrogen bondGeneral ChemistryCondensed Matter PhysicsData ReportsO—H...N hydrogen bondschemistryQD901-999NitroActa Crystallographica Section E Structure Reports Online
researchProduct

Synthesis and Antiproliferative Activity of 2,5-bis(3′-Indolyl)pyrroles, Analogues of the Marine Alkaloid Nortopsentin

2013

2,5-bis(3′-Indolyl)pyrroles, analogues of the marine alkaloid nortopsentin, were conveniently prepared through a three step procedure in good overall yields. Derivatives 1a and 1b exhibited concentration-dependent antitumor activity towards a panel of 42 human tumor cell lines with mean IC50 values of 1.54 μM and 0.67 μM, respectively. Investigating human tumor xenografts in an ex-vivo clonogenic assay revealed selective antitumor activity, whereas sensitive tumor models were scattered among various tumor histotypes.

ex-vivo xenograftsIndolesStereochemistryPharmaceutical ScienceMice NudeAntineoplastic AgentsArticleInhibitory Concentration 50MiceCell Line TumorNeoplasmsDrug Discoverybis-indolyl-pyrroles; nortopsentin analogues; marine alkaloids; antitumor; <i>ex-vivo </i>xenograftsIc50 valuesAnimalsHumansnortopsentin analoguePyrrolesClonogenic assayPharmacology Toxicology and Pharmaceutics (miscellaneous)lcsh:QH301-705.5Tumor Stem Cell AssayMice nudeantitumorAntitumor activityDose-Response Relationship DrugChemistryAlkaloidbis-indolyl-pyrroles; nortopsentin analogues; marine alkaloids; antitumor; ex-vivo xenograftsImidazolesTumor Stem Cell AssaySettore CHIM/08 - Chimica FarmaceuticaXenograft Model Antitumor Assaysbis-indolyl-pyrrolemarine alkaloidHuman tumornortopsentin analogueslcsh:Biology (General)Cell culturebis-indolyl-pyrrolesmarine alkaloidsMarine Drugs
researchProduct

Synthesis and characterization of a novel high luminescent gold-2-mercapto-1-methyl-imidazole complex

2010

Synthesis and characterization of a new gold-2-mercapto-1-methyl imidazole are reported. This new organic material shows an extraordinary fluorescence activity (superfluorescence) up to 220°C with an unusual quantum yield of 0.2. Both fluorescence and NMR spectroscopy were applied to understand the behavior of the gold-2-mercapto-1-methylimidazole complex. Results suggest that the superfluorescence activity can be attributed to the shrinking of the HOMO-LUMO band gap energy following complexation of the organic imidazole system with gold. Copyright © 2010 John Wiley & Sons, Ltd.

fluorescence spectrofotometryLuminescenceMagnetic Resonance SpectroscopyBand gapSettore AGR/13 - Chimica AgrariaBiophysicsQuantum yieldPhotochemistryimidazolechemistry.chemical_compoundNMR spectroscopyOrganic chemistryImidazoleThermal analysisCalorimetry Differential ScanningImidazolesNuclear magnetic resonance spectroscopyFluorescenceCharacterization (materials science)Spectrometry Fluorescencethermal analysichemistryChemistry (miscellaneous)Goldsuperfluorescencequantum yieldLuminescenceLuminescence
researchProduct

V gamma 9V delta 2 T lymphocytes efficiently recognize and kill zoledronate-sensitized, imatinib-sensitive, and imatinib-resistant chronic myelogenou…

2010

Abstract Imatinib mesylate (imatinib), a competitive inhibitor of the BCR-ABL tyrosine kinase, is highly effective against chronic myelogenous leukemia (CML) cells. However, because 20–30% of patients affected by CML display either primary or secondary resistance to imatinib, intentional activation of Vγ9Vδ2 T cells by phosphoantigens or by agents that cause their accumulation within cells, such as zoledronate, may represent a promising strategy for the design of a novel and highly innovative immunotherapy capable to overcome imatinib resistance. In this study, we show that Vγ9Vδ2 T lymphocytes recognize, trogocytose, and efficiently kill imatinib-sensitive and -resistant CML cell lines pre…

gamma delta T cells Imatinib Leukemia cellsAdultmedicine.medical_treatmentImmunologyMice SCIDLymphocyte ActivationZoledronic AcidPiperazinesMicehemic and lymphatic diseasesLeukemia Myelogenous Chronic BCR-ABL PositivemedicineImmunology and AllergyAnimalsHumansneoplasmsCells CulturedDiphosphonatesbusiness.industryImidazolesImatinibReceptors Antigen T-Cell gamma-deltaImmunotherapymedicine.diseaseIn vitroCoculture TechniquesDrug Resistance MultipleLeukemiaImatinib mesylatePyrimidinesCell cultureDrug Resistance NeoplasmImmunologyBenzamidesCancer researchImatinib MesylatebusinessK562 CellsTyrosine kinasemedicine.drugChronic myelogenous leukemiaT-Lymphocytes CytotoxicJournal of immunology (Baltimore, Md. : 1950)
researchProduct