Search results for "Indole"

showing 10 items of 570 documents

Geldanamycin and its derivatives as Hsp90 inhibitors

2012

The Hsp90 molecule, one of the most abundant heat shock proteins in mammalian cells, maintains homeostasis and prevents stress-induced cellular damage. Hsp90 is expressed under normal conditions at a level of about 1-2 Percent of total proteins, while its expression increases 2-10 fold in cancer cells. The two main constitutively expressed isoforms of Hsp90 are known as Hsp90-alpha and Hsp90-beta, and their upregulation is associated with tumor progression, invasion and formation of metastases, as well as development of drug resistance. The Hsp90 is a key target for many newly established, potent anticancer agents containing Hsp90 N-terminal ATP binding inhibitors, such as geldanamycin, and…

IndolesLactams MacrocyclicCyclin-Dependent KinaseAntineoplastic AgentsTanespimycinBenzoquinoneModels BiologicalAntineoplastic Agentchemistry.chemical_compoundDownregulation and upregulationTransforming Growth Factor betaCyclin-dependent kinaseHeat shock proteinBenzoquinonespolycyclic compoundsAnimalsHumansHSP90 Heat-Shock ProteinsbiologyAnimalTriazolesGeldanamycinHsp90Cyclin-Dependent KinasesProto-Oncogene Proteins c-rafHSP90 Heat-Shock Proteinsrc-Family KinaseschemistryTumor progressionMutationCancer cellbiology.proteinCancer researchMacrolidesMacrolideTriazoleTumor Suppressor Protein p53Animals; Antineoplastic Agents; Benzoquinones; Cyclin-Dependent Kinases; HSP90 Heat-Shock Proteins; Humans; Lactams Macrocyclic; Macrolides; Models Biological; Mutation; Novobiocin; Proto-Oncogene Proteins c-raf; Transforming Growth Factor beta; Triazoles; Tumor Suppressor Protein p53; src-Family KinasesNovobiocinHumanFrontiers in Bioscience
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Intrinsic fluorescence of the clinically approved multikinase inhibitor nintedanib reveals lysosomal sequestration as resistance mechanism in FGFR-dr…

2017

Background Studying the intracellular distribution of pharmacological agents, including anticancer compounds, is of central importance in biomedical research. It constitutes a prerequisite for a better understanding of the molecular mechanisms underlying drug action and resistance development. Hyperactivated fibroblast growth factor receptors (FGFRs) constitute a promising therapy target in several types of malignancies including lung cancer. The clinically approved small-molecule FGFR inhibitor nintedanib exerts strong cytotoxicity in FGFR-driven lung cancer cells. However, subcellular pharmacokinetics of this compound and its impact on therapeutic efficacy remain obscure. Methods 3-dimens…

IndolesLung NeoplasmsNintedanibResistancelcsh:RC254-282FluorescenceMiceCell Line TumorAntineoplastic Combined Chemotherapy ProtocolsAnimalsHumansPhosphorylationLungCell ProliferationAntineoplastic Combined Chemotherapy ProtocolAnimalResearchDrug Synergismlcsh:Neoplasms. Tumors. Oncology. Including cancer and carcinogensLysosomeReceptors Fibroblast Growth FactorXenograft Model Antitumor AssaysLung NeoplasmFGFR1IndoleSettore CHIM/03 - Chimica Generale E InorganicaMacrolidesMacrolideLysosomesHumanSignal Transduction
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Harnessing medically relevant metals onto water-soluble subphthalocyanines: towards bimodal imaging and theranostics

2014

International audience; Subphthalocyanine (SubPc), a putative fluorophore for optical imaging (OI), was conjugated to chelating ligands (DOTA, DTPA) affording water-soluble conjugates complexed with (non-radioactive) metals relevant to the following medical imaging techniques/therapies: MRI (Gd), PET (Cu, Ga), SPECT (In, Ga, Lu), RIT (Cu, Lu, Y), and NCT (Gd). Magneto-optical properties of ditopic gadolinium species (and optical properties of other metal containing species) were examined (brightness (ε × Φ F) and relaxivity R 1) and fluorescence confocal/biphoton microscopy studies were conducted. † Electronic supplementary information (ESI) available: Experimental characterization, NMR and…

IndolesMagnetic Resonance SpectroscopyFluorophoregenetic structuresCell SurvivalGadoliniumMelanoma ExperimentalAnalytical chemistrychemistry.chemical_elementIsoindolesConjugated system010402 general chemistry01 natural sciencesInorganic ChemistryMetalchemistry.chemical_compoundCell Line TumorMicroscopyHumans[CHIM]Chemical SciencesDOTA010405 organic chemistryWaterFluorescence0104 chemical sciencesSolubilitychemistryMetalsvisual_artvisual_art.visual_art_mediumNuclear chemistryConjugateDalton Transactions
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Total Synthesis of Phenanthroindolizidine Alkaloids by Combining Iodoaminocyclization with Free Radical Cyclization

2016

A concise and modular synthesis of phenanthroindolizidine alkaloids was achieved by combining iodoaminocylization with a free radical cyclization approach. The route described allowed the preparation of (±)-tylophorine, (±)-antofine, and (±)-deoxypergularinine in six steps. When commercially available l-prolinol was used as a chiral building block, (S)-(+)-tylophorine was also synthesized in 49% yield and >99% ee over five linear steps.

IndolesMagnetic Resonance SpectroscopyPyrrolidinesFree RadicalsChemistry OrganicStereoisomerism010402 general chemistry01 natural sciencesRadical cyclizationStructure-Activity RelationshipAlkaloidsOrganic chemistry010405 organic chemistryChemistryOrganic ChemistryIndolizinesTemperatureTotal synthesisStereoisomerismNuclear magnetic resonance spectroscopyPhenanthrenesIsoquinolines0104 chemical sciencesCyclizationYield (chemistry)PhenanthrolinesThe Journal of Organic Chemistry
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Indole Diterpenoids from an Endophytic Penicillium sp.

2019

A chemical investigation of the endophyte Penicillium sp. (strain ZO-R1-1), isolated from roots of the medicinal plant Zingiber officinale, yielded nine new indole diterpenoids (1-9), together with 13 known congeners (10-22). The structures of the new compounds were elucidated by 1D and 2D NMR analysis in combination with HRESIMS data. The absolute configuration of the new natural products 1, 3, and 7 was determined using the TDDFT-ECD approach and confirmed for 1 by single-crystal X-ray determination through anomalous dispersion. The isolated compounds were tested for cytotoxicity against L5178Y, A2780, J82, and HEK-293 cell lines. Compound 1 was the most active metabolite toward L5178Y ce…

IndolesMagnetic Resonance SpectroscopyStereochemistryPharmaceutical ScienceAntineoplastic Agents01 natural sciencesEndophyteAnalytical Chemistrychemistry.chemical_compoundTermészettudományokCell Line TumorDrug DiscoveryEndophytesHumansKémiai tudományokPharmacologyIndole testOvarian NeoplasmsBiological ProductsNatural productbiology010405 organic chemistryOrganic ChemistryAbsolute configurationPenicilliumNuclear magnetic resonance spectroscopybiology.organism_classificationTerpenoid0104 chemical sciences010404 medicinal & biomolecular chemistryHEK293 CellsComplementary and alternative medicinechemistryPenicilliumMolecular MedicineFemaleDiterpenesTwo-dimensional nuclear magnetic resonance spectroscopyJournal of natural products
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Solid-State Pyrolyses of Metal Phthalocyanines: A Simple Approach towards Nitrogen-Doped CNTs and Metal/Carbon Nanocables

2006

Solid-state pyrolysis of organometallic precursors has emerged as an alternative method for preparing carbon nanostructures such as carbon nanotubes (CNT) and carbon anions. The morphology of the tubes can be controlled by the nature of the precursors and the pyrolysis procedures, and micrometer long nanotubes, composed of metal carbide wires encased in a graphitic sheath. Cobalt phthalocyanine (CoPc) as well as iron phthalocyanine were pyrolyzed at different temperatures to obtain CNTs. HRTEM and energy-dispersion X-Ray analysis disclosed that the core consisted of long, iron-containing single crystals and that the core was fully surrounded by crystallized graphic carbon. Iron-filled carbo…

IndolesMaterials scienceNitrogenSelective chemistry of single-walled nanotubesMetal Nanoparticleschemistry.chemical_elementElectronsNanotechnologyCarbon nanotubeIsoindolesCarbidelaw.inventionBiomaterialschemistry.chemical_compoundMicroscopy Electron TransmissionX-Ray DiffractionlawElectrochemistryNanotechnologyGeneral Materials ScienceNanotubes CarbonCarbon nanofiberTemperatureGeneral ChemistryFerrocenechemistryChemical engineeringSpectrophotometryFrit compressionMicroscopy Electron ScanningCarbonPyrolysisBiotechnologySmall
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Synthesis and in Vitro Evaluation of Biotinylated RG108:  A High Affinity Compound for Studying Binding Interactions with Human DNA Methyltransferases

2006

Small-molecule inhibitors of DNA methyltransferases such as RG108 represent promising candidates for cancer drug development. We report the synthesis and in vitro analysis of a biotinylated RG108 conjugate, 2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-(5-[3-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)pentanoylamino]propoxy]-1H-indol-3-yl)propionic acid (bio-RG108), for the evaluation of interactions with DNA methyltransferase enzymes. The structural design of the chemically modified inhibitor was aided by molecular modeling, which suggested the possibility for extensive chemical modifications at the 5-position of the tryptophan moiety in RG108. The inhibitory activity of the corresponding d…

IndolesMethyltransferaseMolecular modelStereochemistryBiomedical EngineeringBiotinPharmaceutical SciencePhthalimidesBioengineeringDNA methyltransferaseCell-free systemchemistry.chemical_compoundAffinity chromatographyHumansDNA Modification MethylasesNuclear Magnetic Resonance BiomolecularPharmacologychemistry.chemical_classificationCell-Free SystemMolecular StructureChemistryOrganic ChemistryTryptophanEnzymeBiochemistryBiotinylationPropionatesDNAProtein BindingBiotechnologyBioconjugate Chemistry
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Genome size and chromosomes in marine sponges [Suberites domuncula, Geodia cydonium]

1995

The genome size of the marine sponges Suberites domuncula and Geodia cydonium has been determined by flow cytofluorometric analysis using diamidino-phenylindole [DAPI]. Using human lymphocytes as reference the amount of DNA in cells from S. domuncula has been determined to be 3.7 pg and that of G. cydonium 3.3 pg. While no chromosomes could be identified in G. cydonium, the karyotype of the Suberites domuncula is 32 chromosomes in the diploid state. The size of the chromosomes was between 0.25 and 1.0 micron. No pronounced banding pattern was visible.

IndolesMitosisProphaseGenomeChromosomesMicrobiologychemistry.chemical_compoundProphaseAnimalsMitosisGenome sizeFluorescent DyesGenomebiologyKaryotypeDNACell BiologyGeneral Medicinebiology.organism_classificationMolecular biologyPoriferaSuberites domunculachemistryKaryotypingPloidyDNACell Biology International
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Fluvastatin stabilizes the blood–brain barrier in vitro by nitric oxide-dependent dephosphorylation of myosin light chains

2006

Inhibition of the 3-hydroxy-3-methylglutaryl-coenzyme-A reductase and the downstream mevalonate pathway is in part responsible for the beneficial effects that statins exert on the cardiovascular system. In this study we aimed at analysing the stabilizing effects of fluvastatin on the blood-brain barrier (BBB) integrity, using an in vitro co-culture model of ECV304 and C6, or primary bovine endothelial cells and rat astrocytes. Fluvastatin dose-dependently (1-25 micromol/l) increased barrier integrity as analysed by measurements of transendothelial electrical resistance (TEER). This effect (117.4+/-2.6% at 25 micromol/l) was significantly reduced by the nitric oxide (NO) synthase inhibitor L…

IndolesMyosin Light ChainsMyosin light-chain kinaseGeranylgeranyl pyrophosphatePhosphataseFarnesyl pyrophosphateBiologyNitric OxideBlood–brain barrierAntioxidantsCapillary PermeabilityFatty Acids MonounsaturatedDephosphorylationMiceCellular and Molecular Neurosciencechemistry.chemical_compoundElectric ImpedancemedicineAnimalsDrug InteractionsEnzyme InhibitorsFluvastatinCells CulturedPharmacologyAnalysis of VarianceMicroscopy Confocalomega-N-MethylarginineDose-Response Relationship DrugEndothelial CellsBiological TransportMolecular biologyCoculture TechniquesRatsmedicine.anatomical_structurechemistryBiochemistryBlood-Brain BarrierAstrocytesModels AnimalCattleMevalonate pathwayFluvastatinmedicine.drugNeuropharmacology
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Fluvastatin prevents glutamate-induced blood-brain-barrier disruption in vitro.

2008

Abstract Glutamate is an important excitatory amino acid in the central nervous system. Under pathological conditions glutamate levels dramatically increase. Aim of the present study was to examine whether the HMG-CoA inhibitor fluvastatin prevents glutamate-induced blood-brain-barrier (BBB) disruption. Measurements of transendothelial electrical resistance (TEER) were performed to analyze BBB integrity in an in vitro co-culture model of brain endothelial and glial cells. Myosin light chain (MLC) phosphorylation was detected by immunohistochemistry, or using the in-cell western technique. Intracellular Ca 2+ and reactive oxygen species (ROS) levels were analyzed using the fluorescence dyes …

IndolesMyosin Light ChainsTime FactorsIntracellular SpaceGlutamic AcidBiologymedicine.disease_causeNitric OxideReceptors N-Methyl-D-AspartateGeneral Biochemistry Genetics and Molecular BiologyNitric oxideCell LineFatty Acids Monounsaturatedchemistry.chemical_compoundBAPTAmedicineElectric ImpedanceAnimalsGeneral Pharmacology Toxicology and PharmaceuticsPhosphorylationFluvastatinDose-Response Relationship DrugGlutamate receptorEndothelial CellsGeneral MedicineCell biologyRatsOxidative StresschemistryBiochemistryBlood-Brain BarrierApocyninNMDA receptorCalciumNAD+ kinaseReactive Oxygen SpeciesOxidative stressFluvastatinmedicine.drugSignal TransductionLife sciences
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