Search results for " Synthesis"

showing 10 items of 1625 documents

Synthesis, configuration, and calcium modulatory properties of enantiomerically pure 5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylates.

1992

Enantiomerically pure hexahydroquinolinones of the structural type 9 were prepared by a variation of the Hantzsch synthesis in which an optically active acetoacetate served as a chiral auxiliary reagent. Determinations of the de and ee values are described. The absolute configurations of the optically pure products were characterized by single-crystal X-ray analysis. The antipodes 9a and 9b exhibited calcium antagonistic activities on smooth musculature; the (S)-(-)-enantiomer 9b was the more potent compound with regard to the EC50 values which differed by a factor of 100; the intrinsic activity of 9b was 1.2, compared with a value of 0.54 for 9a. On the other hand, R-(+)-9a exerted positiv…

MaleIntrinsic activityGuinea PigsMolecular Conformationchemistry.chemical_elementCalciumQuinolonesMedicinal chemistrychemistry.chemical_compoundX-Ray DiffractionIleumDrug DiscoveryAnimalsHeart AtriaAortaChiral auxiliaryBicyclic moleculeMolecular StructureEnantioselective synthesisAbsolute configurationBiological activityStereoisomerismPapillary MusclesAtrial FunctionCalcium Channel BlockersElectric StimulationchemistryReagentMolecular MedicineFemaleMuscle ContractionJournal of medicinal chemistry
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Specific stabilization of the 4F7 molecule on dendritic cells by contact allergens.

1996

Our laboratory has recently developed the monoclonal antibody 4F7 which recognizes a molecule on dendritic cells in the dermis of mice that is upregulated after application of contact allergens in vivo. Furthermore, this antibody detects an antigen on dendritic cells in spleen, lymph nodes and colon. In order to study the influence of contact allergens on the surface expression of the 4F7 molecules on dendritic cells, FACScan analysis of splenic dendritic cells was carried out after in vitro application of contact allergens. Freshly isolated splenic dendritic cells were found to be positive for 4F7, 33D1, N418 (CD11c) and MHC class II. After overnight culture the expression of the dendritic…

MaleLangerhans cellCD11cDown-RegulationDermatologyCycloheximideAntigen-Antibody Reactionschemistry.chemical_compoundMiceAntigenmedicineAnimalsCycloheximideMonensinCells CulturedProtein Synthesis InhibitorsMHC class IIMice Inbred BALB CbiologyIonophoresImmunomagnetic SeparationAntibodies MonoclonalGeneral MedicineDendritic cellDendritic CellsAllergensMolecular biologyIn vitromedicine.anatomical_structurechemistryBiochemistryCell cultureAntigens Surfacebiology.proteinFemaleSpleenArchives of dermatological research
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Toxicological profile of cereulide, the Bacillus cereus emetic toxin, in functional assays with human, animal and bacterial cells

2007

International audience; Some strains of the endospore-forming bacterium Bacillus cereus produce a heat-stable ionophoric peptide, cereulide, of high human toxicity. We assessed cell toxicity of cereulide by measuring the toxicities of crude extracts of cereulide producing and non-producing strains of B. cereus, and of pure cereulide, using cells of human, animal and bacterial origins. Hepatic cell lines and boar sperm, with cytotoxicity and sperm motility, respectively, as the end points, were inhibited by <= 1 nM of cereulide present as B. cereus extract. RNA synthesis and cell proliferation in HepG2 cells was inhibited by 2 nM of cereulide. These toxic effects were explainable by the acti…

MaleLuminescenceSwineCytotoxicityBacillus cereusCYP1A1Toxicologymedicine.disease_causeHepa-1Ames testPotassium carrierchemistry.chemical_compoundMiceDepsipeptidesBioassayRNA Neoplasm0303 health sciencesbiologyMotilityAliivibrio fischeriSpermatozoaAmes testCereusBiochemistry[SDV.TOX]Life Sciences [q-bio]/ToxicologySperm MotilityBiological AssayERODBioluminescenceHepG2CereulideCell SurvivalBacterial ToxinsVibrio fischeriHEp-2Microbiology03 medical and health sciencesBacillus cereusCell Line TumorIonophoremedicineAnimalsHumansRNA synthesis030304 developmental biologyCell ProliferationDose-Response Relationship Drug030306 microbiologyToxinMutagenicity TestsfungiMicronucleus assayCereulidecomet test (SCG)biology.organism_classificationComet assaychemistryHepatocytesbacteriaBoar spermGenotoxicityGenotoxicity
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Synthesis and pharmacological study of ethyl 1-methyl-5-(substituted 3,4-dihydro-4-oxoquinazolin-3-yl)-1H-pyrazole-4-acetates

2001

Several new ethyl 1-methyl-5-(substituted 3,4-dihydro-4-oxoquinazolin-3-yl)-1H-pyrazole-4-acetates 2, substituted at 2 and, alternatively at, 6, 7 or 8 positions of the quinazolinone nucleus, were synthesised. The compounds were screened for their analgesic and antiinflammatory activities, acute toxicity and ulcerogenic effect. Substitution in the benzene moiety of the quinazolinone ring did not show any advantage for the analgesic activity, whereas it improved in some cases the antiinflammatory activity. Some compounds showed appreciable antiinflammatory activity and, at the same time, very low ulcerogenic index.

MaleMagnetic Resonance SpectroscopySpectrophotometry InfraredStereochemistryAnalgesicAnti-Inflammatory AgentsPeritonitisPyrazoleChemical synthesisLethal Dose 50Rats Sprague-DawleyMicechemistry.chemical_compoundDrug DiscoveryBenzoquinonesAnimalsEdemaMoietyStomach UlcerQuinazolinonePharmacologyAnalgesicsBicyclic moleculeOrganic ChemistryGeneral MedicineAcute toxicityRatschemistryQuinazolinesLactamPyrazolesEuropean Journal of Medicinal Chemistry
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Dietary habits of adolescents living in North America, Europe or Oceania: A review on fruit, vegetable and legume consumption, sodium intake, and adh…

2019

Abstract Aims This review aimed at investigating fruit, vegetable and legume consumption, salt/sodium intake, and the adherence to the Mediterranean dietary pattern in adolescents, three key aspects towards the adoption of a healthy diet. Data synthesis Three separate searches were carried out on PubMed and Scopus, using the same procedure, searching for studies published in the previous decade with data on fruit and/or vegetable or legume consumption, salt or sodium intake, and adherence to the Mediterranean Diet assessed using the KIDMED questionnaire. The review included a total of 58 papers, which describe original investigations on healthy adolescents (10–19 years old) living in North …

MaleMediterranean climateAdolescentMediterranean dietAdolescent Nutritional Physiological PhenomenaEndocrinology Diabetes and MetabolismSaltOceaniaChild BehaviorNutritional StatusMedicine (miscellaneous)030209 endocrinology & metabolism030204 cardiovascular system & hematologyBiologyDiet MediterraneanRecommended Dietary AllowancesYoung Adult03 medical and health sciences0302 clinical medicineEnvironmental healthVegetablesAdolescence; Fruit & vegetable; Legume; Mediterranean Diet; SaltHumansChildLegumeConsumption (economics)Nutrition and DieteticsMediterranean DietFruit & vegetableData synthesisAge FactorsBehavioural interventionFabaceaeSodium DietaryFeeding BehaviorHealthy dietAdolescenceLegumeSodium intakeEuropeAdolescent BehaviorFruitNorth AmericaFemaleDiet HealthyCardiology and Cardiovascular MedicineNutrition, Metabolism and Cardiovascular Diseases
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Synthesis, resolution, stereochemistry, and molecular modeling of (R)- and (S)-2-acetyl-1-(4’-chlorophenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinol…

2007

Abstract Recently we identified ( R , S )-2-acetyl-1-(4′-chlorophenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline ( 6 ) as a potent non-competitive AMPA receptor antagonist able to prevent epileptic seizures. We report here the optimized synthesis of compound 6 , its resolution by chiral preparative HPLC, and the absolute configuration of ( R )-enantiomer established by X-ray diffractometry. The biological tests of the single enantiomers revealed that higher anticonvulsant and antagonistic effects reside in ( R )-enantiomer as also suggested by molecular modeling studies.

MaleModels MolecularMolecular modelStereochemistryClinical BiochemistryPharmaceutical ScienceConvulsantsAMPA receptorCrystallography X-RayBiochemistryChemical synthesisMicrowave-assisted synthesisEnantiomeric resolutionchemistry.chemical_compoundMiceSeizuresTetrahydroisoquinolinesTetrahydroisoquinolineDrug DiscoveryAnticonvulsantAnimalsMolecular BiologyMolecular StructureTetrahydroisoquinolineOrganic ChemistryAntagonistAbsolute configurationTetrahydroisoquinoline; Microwave-assisted synthesis; Enantiomeric resolution; AnticonvulsantBiological activityStereoisomerismRatschemistryReceptors GlutamateMolecular MedicineEnantiomerExcitatory Amino Acid Antagonists
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Induction of the fatty acid transport protein 1 and acyl-CoA synthase genes by dimer-selective rexinoids suggests that the peroxisome proliferator-ac…

2000

The intracellular fatty acid content of insulin-sensitive target tissues determines in part their insulin sensitivity. Uptake of fatty acids into cells is a controlled process determined in part by a regulated import/export system that is controlled at least by two key groups of proteins, i.e. the fatty acid transport protein (FATP) and acyl-CoA synthetase (ACS), which facilitate, respectively, the transport of fatty acids across the cell membrane and catalyze their esterification to prevent their efflux. Previously it was shown that the expression of the FATP-1 and ACS genes was controlled by insulin and by peroxisome proliferator-activated receptor (PPAR) agonists in liver or in adipose t…

MalePeroxisome proliferator-activated receptor gammaTime FactorsReceptors Retinoic AcidRetinoic acidReceptors Cytoplasmic and NuclearPeroxisome proliferator-activated receptorTretinoinRetinoid X receptorBiologyFatty Acid-Binding ProteinsBiochemistryMicechemistry.chemical_compoundCoenzyme A LigasesTumor Cells CulturedAnimalsHumansTissue DistributionMolecular BiologyNucleic Acid Synthesis InhibitorsCell Nucleuschemistry.chemical_classificationDose-Response Relationship DrugFatty AcidsMembrane ProteinsFatty acidMembrane Transport ProteinsSerum Albumin Bovine3T3 CellsCell BiologyFatty Acid Transport ProteinsRatsRats ZuckerRetinoic acid receptorRetinoid X ReceptorschemistryBiochemistryDactinomycinFree fatty acid receptorRNAPeroxisome proliferator-activated receptor alphaCaco-2 CellsCarrier ProteinsTranscription Factors
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Synthesis and Pharmacological Activities of Novel 3-(Isoxazol-3-yl)-quinazolin-4(3H)-one Derivatives

1999

Several new 3-(isoxazol-3-yl)-quinazolin-4(3H)-one derivatives were synthesized and tested for their analgesic and antiinflammatory activities, as well as for their acute toxicity and ulcerogenic effect. A few compounds were as active as phenylbutazone in the writhing and acetic acid peritonitis tests. They had a very low ulcerogenic effect.

MaleStereochemistryAnalgesicAnti-Inflammatory AgentsPharmaceutical ScienceChemical synthesisRats Sprague-DawleyMiceStructure-Activity Relationshipchemistry.chemical_compoundAcetic acidDrug DiscoveryPhenylbutazonemedicineAnimalsStomach UlcerNuclear Magnetic Resonance BiomolecularAnalgesicsBehavior AnimalBicyclic moleculeAcute toxicityRatschemistryToxicityQuinazolinesLactammedicine.drugArchiv der Pharmazie
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Enantioselective syntheses of dopaminergic (R)- and (S)-benzyltetrahydroisoquinolines.

2001

Optically pure (1S,R)- and (1R,S)-benzyltetrahydroisoquinolines (BTHIQs), 12a,b as the major diastereomers, were prepared by stereoselective reduction of the isoquinolinium salt possessing (R)- and (S)-phenylglycinol as the chiral auxiliary, respectively. The absolute configurations of (1S,R)-13a hydrochloride (O-debenzoylated derivative from 12a) and (1R,S)-12b diastereomers were unambiguously determined by single-crystal X-ray analysis. Reductive removal of the chiral auxiliary group, subsequent N-propylation, and cleavage of the methylenedioxy group furnished the optically active catecholamines (1S)-16a and (1R)-16b in good overall yield. We have separately prepared for the first time pa…

MaleStereochemistryHydrochlorideDopamineIn Vitro TechniquesCrystallography X-RayLigandsBinding CompetitiveMethylenedioxychemistry.chemical_compoundRadioligand AssayStructure-Activity RelationshipDrug DiscoveryBenzyl CompoundsAnimalsRats WistarChiral auxiliaryChemistryReceptors Dopamine D2Receptors Dopamine D1DopaminergicEnantioselective synthesisDiastereomerStereoisomerismBenzazepinesIsoquinolinesCorpus StriatumRatsRacloprideMolecular MedicineDopamine AntagonistsStereoselectivityEnantiomerSynaptosomes
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Synthesis and biological activity of new anti-inflammatory compounds containing the 1,4-benzodioxine and/or pyrrole system

2007

A series of substituted derivatives containing the 1,4-benzodioxine or pyrrole nucleus are described. All the newly synthesized compounds were examined for their in vitro and in vivo anti-inflammatory activity. Several derivatives, including (S)-2, 14 and 17, showed more anti-inflammatory activity in vivo in these assays (rat paw oedema induced by carrageenan) than the known classical anti-inflammatory agent ibuprofen, whereas other compounds like 1 were equipotent to ibuprofen. Compound 17 was the most outstanding derivative because of its remarkable in vivo anti-inflammatory activity. In this paper, we examine and discuss the structure-activity relationships and anti-inflammatory activiti…

MaleStereochemistrymedicine.drug_classClinical BiochemistryAnti-Inflammatory Agents14-benzodioxinePharmaceutical ScienceBiochemistryChemical synthesisAnti-inflammatorypyrrole nucleuRats Sprague-DawleyStructure-Activity Relationshipchemistry.chemical_compoundIn vivoDrug DiscoverymedicineAnimalsEdemaCyclooxygenase InhibitorsPyrrolesMolecular Biologyanti-inflammatoryPyrroleMolecular StructureOrganic ChemistryBenzeneBiological activityOxyquinolineIn vitroRatsCarrageenanchemistryCyclooxygenase 2Cyclooxygenase 1Molecular Medicine14-BenzodioxineBioorganic &amp; Medicinal Chemistry
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