Search results for "cyclic"

showing 10 items of 2439 documents

[(11)C]PR04.MZ, a promising DAT ligand for low concentration imaging: Synthesis, efficient (11)C-O-methylation and initial small animal PET studies.

2009

PR04.MZ was designed as a highly selective dopamine transporter inhibitor, derived from natural cocaine. Its binding profile indicates that [{sup 11}C]PR04.MZ may be suited as a PET radioligand for the non-invasive exploration of striatal and extrastriatal DAT populations. As a key feature, its structural design facilitates both, labelling with fluorine-18 at its terminally fluorinated butynyl moiety and carbon-11 at its methyl ester function. The present report concerns the efficient [{sup 11}C]MeI mediated synthesis of [{sup 11}C]PR04.MZ from an O-desmethyl precursor trifluoroacetic acid salt with Rb{sub 2}CO{sub 3} in DMF in up to 95 {+-} 5% labelling yield. A preliminary {mu}PET-experim…

MaleBiodistributionFluorine RadioisotopesTime FactorsStereochemistryClinical BiochemistryPharmaceutical ScienceBiochemistryChemical synthesisMethylationRats Sprague-Dawleychemistry.chemical_compoundRadioligand AssayDrug DiscoveryRadioligandTrifluoroacetic acidMoietyAnimalsMolecular BiologyDopamine transporterCarbon IsotopesDopamine Plasma Membrane Transport ProteinsbiologyBicyclic moleculeOrganic ChemistryBrainLigand (biochemistry)Magnetic Resonance ImagingRatschemistryModels ChemicalDrug DesignPositron-Emission Tomographybiology.proteinMolecular MedicineAzabicyclo CompoundsTropanesBioorganicmedicinal chemistry letters
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Scandium(III) complexes of monophosphorus acid DOTA analogues: a thermodynamic and radiolabelling study with 44 Sc from cyclotron and from a 44 Ti/ 4…

2015

International audience; The complexation ability of DOTA analogs bearing one methylenephosphonic (DO3AP) or methylene-phosphinic (DO3AP PrA and DO3AP ABn) acid pendant arm toward scandium was evaluated. Stability constants of their scandium(III) complexes were determined by potentiometry combined with 45 Sc NMR spectroscopy. The stability constants of the monophosphinate analogues are somewhat lower than that of the Sc–DOTA complex. The phosphorus acid moiety interacts with trivalent scandium even in very acidic solutions forming out-of-cage complexes; the strong affinity of the phosphonate group to Sc(III) precludes stability constant determination of the Sc–DO3AP complex. These results we…

MaleBiodistributionMagnetic Resonance SpectroscopyPhosphorous AcidsInorganic chemistrychemistry.chemical_elementPhosphorus acid[SDV.CAN]Life Sciences [q-bio]/Cancer010402 general chemistryLigands01 natural sciencesInorganic Chemistrychemistry.chemical_compoundHeterocyclic Compounds 1-Ring[SDV.CAN] Life Sciences [q-bio]/CancerOrganometallic CompoundsDOTAAnimalsScandiumPhosphorous acidRats WistarRadioisotopesTitaniumMolecular Structure010405 organic chemistryNuclear magnetic resonance spectroscopyPhosphonate0104 chemical sciencesRatschemistryStability constants of complexesPotentiometryThermodynamicsScandium
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44Sc-DOTA-BN[2-14]NH2 in comparison to 68Ga-DOTA-BN[2-14]NH2 in pre-clinical investigation. Is 44Sc a potential radionuclide for PET?

2011

In the present study we demonstrate the in vitro and in vivo comparison of the (44)Sc and (68)Ga labeled DOTA-BN[2-14]NH(2). (44)Sc is a positron emitter with a half life of 3.92 h. Hence it could be used for PET imaging with ligands requiring longer observation time than in the case of (68)Ga.The binding affinity of (nat)Sc-DOTA-BN[2-14]NH(2) and (nat)Ga-DOTA-BN[2-14]NH(2) to GRP receptors was studied in competition to [(125)I-Tyr(4)]-Bombesin in the human prostate cancer cell line PC-3. A preliminary biodistribution in normal rats was performed, while first microPET images were assessed in male Copenhagen rats bearing the androgen-independent Dunning R-3327-AT-1 prostate cancer tumor.The …

MaleBiodistributionmedia_common.quotation_subjectGallium Radioisotopeschemistry.chemical_compoundHeterocyclic Compounds 1-RingIn vivoProstateCell Line TumormedicineDOTAAnimalsHumansTissue DistributionInternalizationReceptorneoplasmsmedia_commonRadioisotopesRadiationChemistrybusiness.industryHalf-lifeProstatic NeoplasmsMolecular biologyRatsmedicine.anatomical_structureIsotopes of galliumGastrin-Releasing PeptidePositron-Emission TomographyBombesinRadiopharmaceuticalsNuclear medicinebusinessScandiumApplied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine
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Amylase release from streptolysin O-permeabilized pancreatic acinar cells. Effects of Ca2+, guanosine 5'-[gamma-thio]triphosphate, cyclic AMP, tetanu…

1992

The molecular requirements for amylase release and the intracellular effects of botulinum A toxin and tetanus toxin on amylase release were investigated using rat pancreatic acinar cells permeabilized with streptolysin O. Micromolar concentrations of free Ca2+ evoked amylase release from these cells. Maximal release was observed in the presence of 30 microM free Ca2+. Ca(2+)-stimulated, but not basal, amylase release was enhanced by guanosine 5′-[gamma-thio]triphosphate (GTP[S]) (3-4 fold) or cyclic AMP (1.5-2 fold). Neither the two-chain forms of botulinum A toxin and tetanus toxin, under reducing conditions, nor the light chains of tetanus toxin, inhibited amylase release triggered by Ca2…

MaleBotulinum ToxinsCell Membrane PermeabilityClostridium tetanimedicine.disease_causeBiochemistryNorepinephrineBacterial ProteinsTetanus ToxinAcinar cellmedicineCyclic AMPNeurotoxinAnimalsAmylaseMolecular BiologyPancreasbiologyToxinProteolytic enzymesRats Inbred StrainsCell BiologyRatsBiochemistryGuanosine 5'-O-(3-Thiotriphosphate)AmylasesStreptolysinsbiology.proteinClostridium botulinumStreptolysinCalciumResearch Article
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Metabolic activation of aflatoxin B1 to aflatoxin B1-8,9-epoxide in woodchucks undergoing chronic active hepatitis

1997

Chronic hepatitis B virus infection as well as consumption of food contaminated with the mycotoxin aflatoxin B1 are considered to be 2 major risk factors for the development of primary liver cancer in humans. Furthermore, epidemiological surveys indicate that hepatitis B virus and aflatoxin B1 might act synergistically to induce primary liver cancer. In the present study, we have tested the hypothesis that the metabolic activation of aflatoxin B1 to aflatoxin B1-8,9-epoxide, the ultimate mutagenic and carcinogenic mycotoxin metabolite, is enhanced in an experimental model of chronic hepatitis using woodchucks, chronically infected with the woodchuck hepatitis virus. Woodchuck liver microsom…

MaleCancer ResearchAflatoxinAflatoxin B1virusesBiologymedicine.disease_causeViruschemistry.chemical_compoundHepatitis B ChronicmedicineAnimalsHepatitis B Virus Woodchuckheterocyclic compoundsMycotoxinCarcinogenHepatitisHepatitis B virusWoodchuck hepatitis virustechnology industry and agriculturefood and beveragesCancermedicine.diseasebiology.organism_classificationVirologyOncologychemistryHepatitis Viral AnimalMarmotaMicrosomes LiverFemaleMutagensInternational Journal of Cancer
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Amide-to-triazole switch vs. in vivo NEP-inhibition approaches to promote radiopeptide targeting of GRPR-positive tumors

2017

Abstract Introduction Radiolabeled bombesin (BBN)-analogs have been proposed for diagnosis and therapy of gastrin-releasing peptide receptor (GRPR)-expressing tumors, such as prostate, breast and lung cancer. Metabolic stability represents a crucial factor for the success of this approach by ensuring sufficient delivery of circulating radioligand to tumor sites. The amide-to-triazole switch on the backbone of DOTA-PEG 4 -[Nle 14 ]BBN(7–14) ( 1 ) was reported to improve the in vitro stability of resulting 177 Lu-radioligands. On the other hand, in-situ inhibition of neutral endopeptidase (NEP) by coinjection of phosphoramidon (PA) was shown to significantly improve the in vivo stability and …

MaleCancer ResearchBiodistributionStereochemistryPharmacology[ CHIM ] Chemical Sciences030218 nuclear medicine & medical imagingPolyethylene Glycols03 medical and health scienceschemistry.chemical_compoundHeterocyclic Compounds 1-RingMice0302 clinical medicineIn vivoCell Line TumorRadioligandAnimalsHumans[CHIM]Chemical SciencesRadiology Nuclear Medicine and imagingTissue DistributionNeprilysinTumor targeting GRPR-radioligand 177Lu-bombesin Triazolyl-bombesin NEP-inhibitionPhosphoramidonGlycopeptidesBombesinTriazolesAmidesIn vitro3. Good healthBioavailabilityReceptors Bombesinchemistry030220 oncology & carcinogenesisMolecular MedicineBombesinNeprilysin
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Biological activation of 1,3-butadiene to vinyl oxirane by rat liver microsomes and expiration of the reactive metabolite by exposed rats.

1983

When 1,3-butadiene is incubated with rat liver microsomes and NADPH both enantiomers of vinyl oxirane are formed, the amount of epoxide being dependent on incubation time, microsomal protein, and substrate concentration. Inhibition by SKF 525 A or dithiocarb as well as induction by pretreatment with phenobarbital or 20-methylcholanthrene suggest participation of cytochrome P-450 in this reaction. The amount of epoxide is enhanced by addition of 1,1,1-trichloropropene oxide and reduced by glutathione, especially in the presence of hepatic cytosol. When rats are exposed to 1,3-butadiene in a closed chamber (conditions of maximal metabolism) vinyl oxirane is exhaled and can be quantitatively d…

MaleCancer ResearchCytochromeMetaboliteEpoxideIn Vitro TechniquesAcetonechemistry.chemical_compoundEthers CyclicmedicineButadienesAnimalsBiotransformationbiology13-ButadieneRats Inbred StrainsStereoisomerismGeneral MedicineGlutathioneMetabolismRatsOncologychemistryBiochemistryMicrosomebiology.proteinMicrosomes LiverEpoxy CompoundsPhenobarbitalmedicine.drugMutagensJournal of cancer research and clinical oncology
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Betulinic acid protects against cerebral ischemia–reperfusion injury in mice by reducing oxidative and nitrosative stress

2011

Increased production of reactive oxygen and nitrogen species following cerebral ischemia-reperfusion is a major cause for neuronal injury. In hypercholesterolemic apolipoprotein E knockout (ApoE-KO) mice, 2h of middle cerebral artery (MCA) occlusion followed by 22h of reperfusion led to an enhanced expression of NADPH oxidase subunits (NOX2, NOX4 and p22phox) and isoforms of nitric oxide synthase (neuronal nNOS and inducible iNOS) in the ischemic hemisphere compared with the non-ischemic contralateral hemisphere. This was associated with elevated levels of 3-nitrotyrosine, an indicator of peroxynitrite-mediated oxidative protein modification. Pre-treatment with betulinic acid (50mg/kg/day f…

MaleCancer ResearchPhysiologyClinical BiochemistryIschemiaPharmacologymedicine.disease_causeBiochemistryBrain IschemiaMicechemistry.chemical_compoundStress PhysiologicalEnosBetulinic acidmedicineAnimalsRNA MessengerBetulinic AcidMice KnockoutNADPH oxidasebiologyChemistryBrainNADPH Oxidasesbiology.organism_classificationmedicine.diseaseReactive Nitrogen SpeciesTriterpenesNitric oxide synthaseOxidative StressBiochemistryReperfusion Injurycardiovascular systembiology.proteinTyrosineP22phoxNitric Oxide SynthasePentacyclic TriterpenesReperfusion injuryOxidative stressNitric Oxide
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cAMP-dependent phosphorylation of CYP2B1 as a functional switch for cyclophosphamide activation and its hormonal controlin vitro andin vivo

2001

An important feature of cytochrome P450 (CYP) 2B1 is its high ability to convert the prodrug cyclophosphamide (CPA) to therapeutically cytotoxic metabolites, resulting in interstrand DNA-cross-linking and cell death. We have examined whether and how the phosphorylation of CYP2B1 influences CPA metabolic activation in vitro and in vivo. We found first that only part of the total CYP2B1 pool undergoes phosphorylation. This part is fully inactivated. Second, phosphorylation of CYP2B1 in intact hepatocytes reduced by up to 75% toxification of CPA to mutagenic metabolites (totally dependent on the same preferentially CYP2B-catalyzed 4-hydroxylation of CPA as is the generation of highly cytotoxic…

MaleCancer ResearchProgrammed cell deathTime FactorsCellRats Sprague-DawleyStructure-Activity RelationshipSex FactorsIn vivoCyclic AMPPhosphoprotein PhosphatasesSerinemedicineAnimalsCytotoxic T cellheterocyclic compoundsPhosphorylationProtein kinase AAntineoplastic Agents AlkylatingCyclophosphamideBiotransformationbiologyCytochrome P450GlucagonCyclic AMP-Dependent Protein KinasesIn vitroRatsCell biologymedicine.anatomical_structureOncologyBiochemistryCytochrome P-450 CYP2B1Hepatocytescardiovascular systembiology.proteinPhosphorylationFemaleMutagensInternational Journal of Cancer
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A DOTA based bisphosphonate with an albumin binding moiety for delayed body clearance for bone targeting

2016

Radiolabeled bisphosphonates are commonly used in the diagnosis and therapy of bone metastases. Blood clearance of bisphosphonates is usually fast and only 30%-50% of the injected activity is retained in the skeleton, while most of the activity is excreted by the urinary tract. A longer blood circulation may enhance accumulation of bisphosphonate compounds in bone metastases. Therefore, a chemically modified macrocyclic bisphosphonate derivative with an additional human albumin binding entity was synthesized and pharmacokinetics of its complex was evaluated. The DOTA-bisphosphonate conjugate BPAMD was compared against the novel DOTAGA-derived albumin-binding bisphosphonate DOTAGA(428-d-Lys)…

MaleCancer Researchmedicine.medical_specialtymedicine.medical_treatmentSerum albuminGallium RadioisotopesBone and Bones030218 nuclear medicine & medical imagingHeterocyclic Compounds 1-Ring03 medical and health scienceschemistry.chemical_compound0302 clinical medicineIn vivoInternal medicinemedicineAnimalsHumansDOTATissue DistributionRadiology Nuclear Medicine and imagingRats WistarSerum AlbuminDiphosphonatesbiologyAlbuminDiphosphonatesBisphosphonateHuman serum albuminRatsDurapatiteEndocrinologychemistryPositron-Emission Tomography030220 oncology & carcinogenesisbiology.proteinMolecular MedicineAdsorptionEx vivomedicine.drugNuclear Medicine and Biology
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