Search results for "Isoindole"

showing 10 items of 83 documents

ChemInform Abstract: Synthesis of the New Ring System 6,8-Dihydro-5H-pyrrolo[3,4-h]quinazoline.

2009

Abstract A convenient synthesis of the pyrrolo[3,4- h ]quinazoline ring system is reported. Our synthetic approach consisted of the annelation of a pyrimidine ring to an isoindole moiety using tetrahydroisoindole-4-ones as building blocks. The antiproliferative activity of the new compounds was investigated and one of them showed antitumor activity against all the 59 tested cell lines at micromolar concentrations (1.46–18.4 μM).

Antitumor activitychemistry.chemical_compoundAnnulationchemistryPyrimidineStereochemistryQuinazolineMoietyGeneral MedicineIsoindoleRing (chemistry)Combinatorial chemistryChemInform
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Direct subphthalocyanine conjugation to bombesin vs. indirect conjugation to its lipidic nanocarrier

2016

International audience; Bombesin (BBN) was covalently bound to graftable subphthalocyanine (SubPc) or to a cholesterol derivative, a component of a liposome that encapsulates non-graftable SubPc. The latter bioconjugation approach was suitable to address the stability of SubPc and was achieved by copper-free click-chemistry on the outer-face of the liposome. Liposomes were purified (FPLC) and then analyzed in size (outer diameter about 60 nm measured by DLS). In vitro binding studies allowed to determine the IC50 13.9 nM for one component of the liposome, cholesterol, conjugated to BBN. Hence, azido- (or alkynyl-) liposomes give fluorophores with no reactive functional group available on th…

AzidesIndolesStereochemistryefficacyConjugated systemIsoindoles010402 general chemistry01 natural sciencesBiochemistry[ CHIM ] Chemical Scienceschemistry.chemical_compound[ CHIM.ORGA ] Chemical Sciences/Organic chemistry[CHIM]Chemical SciencesPhysical and Theoretical Chemistrysilicon phthalocyaninesmelanoma-cellsLiposomeBioconjugationfluorescent[CHIM.ORGA]Chemical Sciences/Organic chemistry010405 organic chemistryOrganic ChemistryBombesinFast protein liquid chromatographyCombinatorial chemistryFluorescence0104 chemical sciencesNanostructuresmelanocyteschemistryphotodynamic therapyCovalent bondAlkynesLiposomesBombesinactivationNanocarriers
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Efficacy of the antioxidant ebselen in experimental uveitis.

1999

Inflammation results in the production of free radicals. In a model of experimental uveitis upon subcutaneous injection of endotoxin to Lewis rats, i.e., endotoxin-induced experimental uveitis (EIU), we have evaluated the status of the antioxidant capacity of ocular tissues. EIU results in a decrease of glutathione (GSH) content and glutathione peroxidase (GPx) activity in whole eye homogenates 24-h after endotoxin administration. Furthermore, an increase in malondialdehyde (MDA) content was observed in these same samples, thus confirming the involvement of oxidative stress in the pathophysiology of the process. In view of the ability of the antioxidant ebselen as GPx enzyme mimic, we teste…

AzolesAntioxidantFree Radicalsmedicine.medical_treatmentDrug Evaluation PreclinicalPharmacologyIsoindolesmedicine.disease_causeBiochemistryAntioxidantsUveitischemistry.chemical_compoundSubcutaneous injectionPhysiology (medical)MalondialdehydeOrganoselenium CompoundsmedicineEscherichia coliAnimalschemistry.chemical_classificationGlutathione PeroxidaseEbselenGlutathione peroxidaseAnti-Inflammatory Agents Non-SteroidalGlutathioneMalondialdehydeGlutathioneeye diseasesRatsEndotoxinsBiochemistrychemistryRats Inbred Lewsense organsPeroxynitriteOxidative stressFree radical biologymedicine
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Some aspects of cardiac antioxidant defence: Ebselen (PZ 51) treatment increases glutathione peroxidase activity in the rat heart

1990

Ebselcn (PZ 5 1 : 2-phenyl1.2-benzisoelenazol-3-( 2H)-one 1 is ii synthetic organoselenium compound with anti-inflammatory activity ( I . 21, which exhibits glutathione peroxidase (GSH-Px)-like activity, catalysing the reduction o f hydrogen peroxide as well as other organic peroxides [3-5]. Its antiinflammatory effect may be mediated by either the GSH-Px activity, the inhibition of leukotriene B4 formation [6], the antioxidant capacity, or a combination of all of them. Many attempts have been made to increase the antioxidant capacity of the myocardium, since free radical generation has been demonstrated in ischaemia-reperfusion damage [7, 81; superoxide dismutase (SOD) and catalase have be…

AzolesAntioxidantmedicine.medical_treatmentMyocardial Reperfusion InjuryIsoindolesPharmacologyBiochemistryAntioxidantsSuperoxide dismutaseSeleniumchemistry.chemical_compoundOrganoselenium CompoundsmedicineAnimalsHydrogen peroxidechemistry.chemical_classificationGlutathione PeroxidasebiologyChemistryEbselenMyocardiumGlutathione peroxidaseHeartRats Inbred StrainsGlutathioneRatsBiochemistryCatalasebiology.proteinPeroxidase
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Role of oxygen and nitrogen species in experimental uveitis: anti-inflammatory activity of the synthetic antioxidant ebselen.

2002

This study was aimed at examining the role of oxygen and nitrogen reactive species in a model of experimental uveitis upon intravitreal injection of bacterial endotoxin to albino New Zealand rabbits. The inflammatory response was evaluated in terms of: (i) the integrity of the blood aqueous barrier (protein and cell content in samples of aqueous humor), (ii) histopathological changes of the eyes, (iii) clinical evaluation (with a score index based on clinical symptoms), and (iv) the concentration of malondialdehyde (MDA), in aqueous humor, as a marker of oxidative stress. Betamethasone was used as reference treatment, superoxide dismutase as quencher of superoxide anion, L-N(G)-nitro-L-argi…

AzolesFree RadicalsChlorpromazineAnti-Inflammatory AgentsPharmacologyIsoindolesmedicine.disease_causeBiochemistryAntioxidantsSuperoxide dismutaseUveitischemistry.chemical_compoundPhysiology (medical)MalondialdehydeOrganoselenium CompoundsmedicineAnimalsEnzyme InhibitorsReactive nitrogen specieschemistry.chemical_classificationReactive oxygen speciesbiologyChemistrySuperoxideEbselenSuperoxide DismutaseGlutathione peroxidaseMalondialdehydeReactive Nitrogen SpeciesDisease Models AnimalNG-Nitroarginine Methyl EsterBiochemistrybiology.proteinLipid PeroxidationRabbitsNitric Oxide SynthaseReactive Oxygen SpeciesOxidative stressFree radical biologymedicine
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Single-dose ebselen does not afford sustained neuroprotection to rats subjected to severe focal cerebral ischemia

2004

Oxygen free radicals have been involved in the pathophysiology of cerebral ischemia, especially after spontaneous or thrombolytic reperfusion. In this study with rats, we have combined a severe focal ischemic insult (2 h) and a prolonged reperfusion time (7 days) to assess the possible sustained neuroprotective effect of ebselen (10 or 100 mg/kg), a small, lipophilic organoselenium compound which mimics glutathione peroxidase. Parietal cortical perfusion was measured by laser-Doppler flowmetry, and focal cerebral ischemia was carried out by the intraluminal thread method. We have measured plasma selenium levels, brain reduced glutathione levels, as a marker of oxidative stress, and infarct …

AzolesMaleTime FactorsCentral nervous systemDrug Evaluation PreclinicalIschemiaAdministration OralIsoindolesPharmacologymedicine.disease_causeNeuroprotectionDrug Administration ScheduleBrain IschemiaSeleniumchemistry.chemical_compoundOrganoselenium CompoundsAnimalsMedicineRats WistarBrain ChemistryPharmacologychemistry.chemical_classificationbusiness.industryEbselenCerebral infarctionGlutathione peroxidaseBody WeightBrainInfarction Middle Cerebral ArteryGlutathionemedicine.diseaseGlutathioneRatsOxidative Stressmedicine.anatomical_structurechemistrySpainAnesthesiaReperfusionReactive Oxygen SpeciesbusinessOxidative stressEuropean Journal of Pharmacology
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Ebselen prevents chronic alcohol-induced rat hippocampal stress and functional impairment

2007

Background: Most of the previously published data suggest a role for oxidative or nitrosative stress in ethanol-induced nervous system damage. Moreover, ethanol is able to impair learning abilities in adult mammalian brain, a process suggested to be directly related to hippocampal neurogenesis. Ebselen, a synthetic compound with antioxidant properties, is able to prevent ethanol-induced impairment of neurogenesis in adult rats. The aim of the present work was to further demonstrate the ability of ebselen to prevent biochemical alterations, and preserve long-term potentiation (LTP) and learning abilities, in the hippocampus of chronic alcoholic adult rats. Methods: Biochemical markers of oxi…

AzolesMalemedicine.medical_specialtyAlcohol DrinkinghippocampusoxidationLong-Term PotentiationSpatial BehaviorMedicine (miscellaneous)Morris water navigation taskIsoindolesHippocampal formationToxicologymedicine.disease_causeHippocampusAntioxidantsRats Sprague-Dawleychemistry.chemical_compoundOrganoselenium CompoundsInternal medicinemedicineAnimalsMaze Learninglong-term potentiationlearningEbselenNeurogenesisLong-term potentiationGlutathioneMalondialdehydeGlutathioneRatsOxidative StressPsychiatry and Mental healthEndocrinologychemistryBiochemistryethanolOxidative stress
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Cellular imaging using BODIPY-, pyrene- and phthalocyanine-based conjugates

2017

International audience; Fluorescent Probes aimed at absorbing in the blue/green region of the spectrum and emitting in the green/red have been synthesized (as the form of dyads-pentads), studied by spectrofluorimetry, and used for cellular imaging. The synthesis of phthalocyanine-pyrene 1 was achieved by cyclotetramerization of pyrenyldicyanobenzene, whereas phthalocyanine-BODIPY 2c was synthesized by Sonogashira coupling between tetraiodophthalocyanine and meso-alkynylBODIPY. The standard four-steps BODIPY synthesis was applied to the BODIPY-pyrene dyad 3 starting from pyrenecarbaldehyde and dimethylpyrrole. H-1, C-13, F-19, (BNMR)-B-11, ICP, MS, and UV/Vis spectroscopic analyses demonstra…

Boron CompoundsIndolesFluorescence cellular imagingClinical BiochemistryPharmaceutical ScienceSonogashira couplingIsoindoles010402 general chemistryPhotochemistry01 natural sciencesBiochemistrylaw.inventionPhthalocyanine-BODIPYMicechemistry.chemical_compoundDyad/pentad synthesesConfocal microscopylawBODIPY-pyreneDyads[SDV.IDA]Life Sciences [q-bio]/Food engineeringDrug DiscoveryTumor Cells CulturedAnimalsMelanoma-cells[SDV.BBM]Life Sciences [q-bio]/Biochemistry Molecular BiologyPhthalocyanine-pyreneMelanoma[ SDV.BBM ] Life Sciences [q-bio]/Biochemistry Molecular BiologyMolecular BiologyFluorescent DyesPyrenesMolecular Structure010405 organic chemistryChemistry[CHIM.ORGA]Chemical Sciences/Organic chemistryOrganic Chemistry[ SDV.IDA ] Life Sciences [q-bio]/Food engineeringFluorescenceAcceptorSpectral properties0104 chemical sciencesMembraneEnergy transferPhthalocyanineMolecular MedicinePyreneBODIPYSpectrofluorimetry
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Photoreduction of carbon dioxide to formic acid in aqueous suspension: a comparison between phthalocyanine/TiO2 and porphyrin/TiO2 catalysed processes

2014

Composite materials prepared by loading polycrystalline TiO2 powders with lipophilic highly branched Cu(II)- and metal-free phthalocyanines or porphyrins, which have been used in the past as photocatalysts for photodegradative processes, have been successfully tested for the efficient photoreduction of carbon dioxide in aqueous suspension affording significant amounts of formic acid. The results indicated that the presence of the sensitizers is beneficial for the photoactivity, confirming the important role of Cu(II) co-ordinated in the middle of the macrocycles. A comparison between Cu(II) phthalocyanines and Cu(II) porphyrins indicated that the Cu(II)- phthalocyanine sensitizer was more e…

CO<sub>2</sub>IndolesPorphyrinsFormatesFormic acidPharmaceutical Sciencechemistry.chemical_elementIsoindolesphthalocyaninesPhotochemistryCatalysisArticleGas Chromatography-Mass SpectrometryAnalytical ChemistryCatalysisCatalysilcsh:QD241-441Porphyrinchemistry.chemical_compoundPhotochemical Processelcsh:Organic chemistryDrug Discoveryphoto-reductionTiO2Physical and Theoretical ChemistryTitaniumOrganic ChemistryWaterphthalocyanines/porphyrinsCarbon DioxideHydrogen-Ion ConcentrationPhotochemical ProcessesFormateAqueous suspensionPorphyrinheterogeneous photocatalysischemistryChemistry (miscellaneous)IndoleCarbon dioxidePhthalocyanineMolecular MedicineCO2Spectrophotometry UltravioletCrystalliteTiO<sub>2</sub>Oxidation-ReductionTitanium
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Evaluation of [1,2]oxazolo[5,4-e]isoindoles in lymphoma cells

2020

Anti-tubulin agents are important chemotherapeutics. Combretastatin A-4 (CA-4) emerged as lead compound for the design of new tubulin-binding agents. Its analogues 4,5-diarylisoxazoles, containing the [1,2]oxazole ring as linker of two aryl moieties, displayed higher antitubulin activity than CA-4. [1,2]oxazolo[5,4-e]isoindoles also gave excellent results reducing cell growth of NCI-60 tumor cell lines and diffuse malignant peritoneal mesothelioma (DMPM) cells. Selected derivatives showed in vivo antitumor activity at well-tolerated doses in a DMPM xenograft model. [1,2]oxazolo[5,4-e]isoindoles were screened in four lymphoma histotypes: germinal center B-cell and activated diffuse large B c…

Cancer ResearchOncologyIsoindolesChemistryCancer researchmedicineanti-tubulin agent[12]oxazolo[54-e]isoindolelymphoma histotypemedicine.diseaseSettore CHIM/08 - Chimica FarmaceuticaLymphomaEuropean Journal of Cancer
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