Search results for "Heterocyclic compound"

showing 10 items of 382 documents

Interspecies differences in cancer susceptibility and toxicity.

1999

One of the most complex challenges to the toxicologist represents extrapolation from laboratory animals to humans. In this article, we review interspecies differences in metabolism and toxicity of heterocyclic amines, aflatoxin B1, 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD), and related compounds, endocrine disrupters, polycyclic aromatic hydrocarbons, tamoxifen, and digitoxin. As far as possible, extrapolations to human toxicity and carcinogenicity are performed. Humans may be more susceptible to the carcinogenic effect of heterocyclic amines than monkeys, rats, and mice. Especially, individuals with high CYP1A2 and 3A4 activities and the rapid acetylator phenotype may be expected to have …

MaleAflatoxinAflatoxin B1Cardiotonic AgentsPolychlorinated DibenzodioxinsAntineoplastic Agents HormonalHamsterEndocrine SystemPharmacologyToxicologychemistry.chemical_compoundMiceDigitoxinSpecies SpecificityHeterocyclic CompoundsCricetinaeNeoplasmsBenzo(a)pyreneAnimalsHumansPharmacology (medical)General Pharmacology Toxicology and PharmaceuticsCarcinogenCYP1A2EstrogensGlutathioneAntiestrogenRatsTamoxifenBenzo(a)pyrenechemistryToxicityMicrosomes LiverFemaleDisease SusceptibilityRabbitsDrug metabolism reviews
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Mechanisms involved in the chemoprevention of flavonoids

2001

Flavonoids, widespread in edible plants, have been studied extensively for their anticarcinogenic properties. However, only few studies have been done with these constituents being administered by the dietary route. In our research, the effects of feeding rats with flavone, flavanone, tangeretin, and quercetin were investigated on two steps of aflatoxin B1 (AFB1)-induced hepatocarcinogenesis (initiation and promotion). Nonpolar flavonoids such as flavone, flavanone and tangeretin administered through the initiation period, decreased the number of -gamma-glutamyl transpeptidase-preneoplastic foci. In the same conditions of administration, quercetin, a polyhydroxylated flavonoid, showed no pr…

MaleAflatoxinAflatoxin B1[SDV]Life Sciences [q-bio]Clinical BiochemistryFlavonoidChemopreventionBiochemistryFlavones03 medical and health scienceschemistry.chemical_compoundTangeretinCytosolLiver Neoplasms Experimental0302 clinical medicineAnimalsAnticarcinogenic Agentsheterocyclic compoundsRats WistarComputingMilieux_MISCELLANEOUS030304 developmental biologyFlavonoidschemistry.chemical_classification0303 health sciencesDNAGeneral MedicineGlutathioneFlavonesGlutathioneCANCERDietRats3. Good health[SDV] Life Sciences [q-bio]LiverchemistryBiochemistryPhenobarbital030220 oncology & carcinogenesisFlavanonesCarcinogensChemoprotectiveMolecular MedicineQuercetinQuercetinFlavanoneBioFactors
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The nutrigenetic influence of the interaction between dietary vitamin E and TXN and COMT gene polymorphisms on waist circumference: a case control st…

2015

Background Abdominal obesity (AO) is a common modifiable risk factor for certain non-communicable diseases associated with enhanced oxidative stress (OS). The objective of this work was to investigate whether the interaction between antioxidant vitamin intake and OS-related polymorphisms modulates gene-associated anthropometry in a Spanish population. Methods A total of 246 subjects with AO, and 492 age and gender matched non-AO subjects were included in the study. Anthropometric, biochemical, and OS parameters, and antioxidant dietary intake data were assessed using validated procedures. DNA from white blood cells was isolated and the genotype of seven polymorphisms from genes involved in …

MaleAntioxidantPolimorphismmedicine.medical_treatment:Chemicals and Drugs::Amino Acids Peptides and Proteins::Proteins::Thioredoxins [Medical Subject Headings]Antioxidantes:Analytical Diagnostic and Therapeutic Techniques and Equipment::Investigative Techniques::Epidemiologic Methods::Statistics as Topic::Probability::Risk::Risk Factors [Medical Subject Headings]AntioxidantsVitamin E intakeObesidad abdominalchemistry.chemical_compoundNutrigenomicsThioredoxinsPolymorphism (computer science):Anatomy::Cells::Blood Cells::Leukocytes [Medical Subject Headings]Risk FactorsGenotypeVitamin E:Chemicals and Drugs::Nucleic Acids Nucleotides and Nucleosides::Nucleosides::Deoxyribonucleosides::Deoxyguanosine [Medical Subject Headings]:Chemicals and Drugs::Chemical Actions and Uses::Pharmacologic Actions::Physiological Effects of Drugs::Growth Substances::Micronutrients::Vitamins [Medical Subject Headings]:Phenomena and Processes::Metabolic Phenomena::Metabolism::Oxidative Stress [Medical Subject Headings]Abdominal obesityNutrigenómicaMedicine(all)AnthropometryAge FactorsGeneral MedicineAbdominal obesity:Phenomena and Processes::Physiological Phenomena::Body Constitution::Body Weights and Measures::Body Size::Body Weight::Overweight::Obesity::Obesity Abdominal [Medical Subject Headings]Middle Aged:Analytical Diagnostic and Therapeutic Techniques and Equipment::Investigative Techniques::Epidemiologic Methods::Statistics as Topic::Models Statistical::Logistic Models [Medical Subject Headings]Waist circumferenceDietaFemale:Phenomena and Processes::Genetic Phenomena::Genotype [Medical Subject Headings]medicine.symptomFactores de riesgoVitaminAdultmedicine.medical_specialtyGenotypeVitamina ECatechol-O-methyltransferaseBiology:Phenomena and Processes::Physiological Phenomena::Nutritional Physiological Phenomena::Diet [Medical Subject Headings]:Phenomena and Processes::Genetic Phenomena::Genetic Structures::Genome::Genome Components::Genes::Genes Reporter [Medical Subject Headings]Catechol O-Methyltransferase:Chemicals and Drugs::Biological Factors::Pigments Biological::Carotenoids::Retinoids::Vitamin A [Medical Subject Headings]Polymorphism Single NucleotideGeneral Biochemistry Genetics and Molecular BiologySex FactorsInternal medicine:Chemicals and Drugs::Inorganic Chemicals::Oxygen Compounds::Reactive Oxygen Species [Medical Subject Headings]:Chemicals and Drugs::Chemical Actions and Uses::Pharmacologic Actions::Physiological Effects of Drugs::Protective Agents::Antioxidants [Medical Subject Headings]medicinePerímetro abdominal:Phenomena and Processes::Physiological Phenomena::Body Constitution::Body Weights and Measures::Body Size::Waist Circumference [Medical Subject Headings]:Chemicals and Drugs::Heterocyclic Compounds::Heterocyclic Compounds 2-Ring::Benzopyrans::Vitamin E [Medical Subject Headings]HumansObesityPolymorphismThioredoxinAgedCatechol-O-methyl transferaseBiochemistry Genetics and Molecular Biology(all)Vitamin EResearchCase-control studyGenes informadores:Disciplines and Occupations::Natural Science Disciplines::Biological Science Disciplines::Biology::Genetics::Genomics::Nutrigenomics [Medical Subject Headings]DietOxidative StressEndocrinologychemistrySpainOxidative stressCase-Control Studies:Chemicals and Drugs::Enzymes and Coenzymes::Enzymes::Transferases::One-Carbon Group Transferases::Methyltransferases::Catechol O-Methyltransferase [Medical Subject Headings]:Chemicals and Drugs::Nucleic Acids Nucleotides and Nucleosides::Nucleic Acids::DNA [Medical Subject Headings]Genotipo
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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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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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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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68Ga-BPAMD: PET-imaging of bone metastases with a generator based positron emitter

2012

Abstract Purpose Bone metastases are a serious aggravation for patients suffering from cancer. Therefore, early recognition of bone metastases is of great interest for further treatment of patients. Bisphosphonates are widely used for scintigraphy of bone lesions with 99m Tc. Using the 68 Ge/ 68 Ga generator together with a macroyclic bisphosphonate a comparable PET-tracer comes into focus. Procedures The bisphosphonate DOTA-conjugated ligand BPAMD was labelled with 68 Ga. [ 68 Ga]BPAMD was evaluated in vitro concerning binding to hydroxyapatite and stability. The tracer's in vivo accumulation was determined on healthy rats and bone metastases bearing animals by μ-PET. Results BPAMD was lab…

MaleCancer Researchmedicine.medical_treatmentBone NeoplasmsElectronsGallium RadioisotopesScintigraphyHeterocyclic Compounds 1-RingIn vivoCell Line TumormedicineAnimalsRadiology Nuclear Medicine and imagingRadiochemistryDiphosphonatesmedicine.diagnostic_testbusiness.industryChemistryPositron emittersCancerPet imagingBisphosphonateLigand (biochemistry)medicine.diseaseRatsDurapatiteBone lesionPositron-Emission TomographyMolecular MedicineNuclear medicinebusinessNuclear Medicine and Biology
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