Search results for "Moiety"

showing 10 items of 621 documents

Concise and modular synthesis of regioisomeric haptens for the production of high-affinity and stereoselective antibodies to the strobilurin azoxystr…

2011

The immune response to regioisomeric haptens of azoxystrobin with varied derivatization sites was studied. Based on the Sonogashira and Suzuki-Miyaura couplings and following a straightforward modular design, we have synthesized four haptens with the same linker anchored through C-C bonds and located at different sites of the molecule. The most stereoselective antibodies were produced from immunogens with the spacer arm at a distal position from the β-methoxyacrylate moiety characteristic of strobilurins. Moreover, we observed that assay cross-reactivity was reliant on the functionalization site of the competitor derivative. Finally, the antibody binding site was explored using synthetic ch…

Hapten designStereochemistryChemistryImmunochemistryOrganic ChemistryC−C couplingSonogashira couplingLandsteinerBiochemistryChemical synthesisStrobilurinschemistry.chemical_compoundMolecular recognitionLinker attachment siteDrug DiscoveryMoietyMolecular recognitionDerivatizationLinkerHaptenTetrahedron
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3-Oxa-6,8-diaza-1,2:4,5-dibenzocycloocta-1,4-dien-7-one: a three-dimensional network assembled by hydrogen-bonding, pi-pi and edge-to-face interactio…

2003

The title compound, C(13)H(10)N(2)O(2), is the first structure in which the urea moiety is incorporated into an eight-membered ring. Two molecules are found in the asymmetric unit, which are almost identical in their conformation and their hydrogen-bond pattern. The carbonyl O atom acts as a double acceptor for the NH groups of two adjacent molecules. In this way, infinite tapes are formed, which are connected via pi-pi and edge-to-face interactions in the second and third dimension. This hierarchical order of interactions is confirmed by molecular mechanics calculations. Force-field and semi-empirical calculations for a single molecule did not find the envelope conformation present in the …

HydrogenHydrogen bondStereochemistryDimerchemistry.chemical_elementGeneral MedicineCrystal structureAcceptorGeneral Biochemistry Genetics and Molecular BiologyCrystalchemistry.chemical_compoundchemistryMoietyMoleculeActa crystallographica. Section C, Crystal structure communications
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A versatile methodology for the controlled synthesis of photoluminescent high-boron-content dendrimers.

2013

Fluorescent star-shaped mol- ecules and dendrimers with a 1,3,5-tri- phenylbenzene moiety as the core and 3 or 9 carborane derivatives at the pe- riphery, have been prepared in very good yields by following different ap- proaches. One procedure relies on the nucleophilic substitution of Br groups in 1,3,5-tris(4-(3-bromopropoxy)phe- nyl)benzene with the monolithium salts of methyl and phenyl-o-carborane. The second method is the hydrosilylation reactions on the peripheral allyl ether functions of 1,3,5-tris(4-allyloxy-phe- nyl)benzene and 1,3,5-tris(4-(3,4,5-tris- AAA with suitable carboranyl-silanes to produce different generations of dendrimers decorated with carboranyl fragments. This ap…

HydrosilylationOrganic ChemistrySubstituentchemistry.chemical_elementEtherGeneral ChemistryPhotochemistryCatalysischemistry.chemical_compoundchemistryDendrimerPolymer chemistryCarboraneMoietyBoronta116MacromoleculeChemistry (Weinheim an der Bergstrasse, Germany)
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Stability of different mesoporous silica particles during an in vitro digestion

2016

Mesoporous silica materials have the ability to entrap drugs, nutrients and functional biomolecules and can be able to act as smart delivery systems capable to control and target the release of their cargo in a particular part of the gastrointestinal tract when administrated orally. However, the aptness of these encapsulation supports in in vivo oral controlled release relies on their chemical stability through the digestive tube. In this context, we have evaluated the stability of four different mesoporous silica particles, frequently used as encapsulating supports, during an in vitro digestion process comprising buccal, stomach and intestinal phases. Results showed that after 4 h of diges…

INGENIERIA DE LA CONSTRUCCIONTECNOLOGIA DE ALIMENTOSNanoparticle02 engineering and technology010402 general chemistryElectron Microscopy Service of the UPV01 natural sciencesMesoporous silica particlesQUIMICA ORGANICAQUIMICA ANALITICAOrganic chemistryMoietyGeneral Materials ScienceAmine-functionalizationchemistry.chemical_classificationChemistryBiomoleculeQUIMICA INORGANICAIn vitro digestionGeneral ChemistryBuccal administrationMesoporous silica021001 nanoscience & nanotechnologyCondensed Matter PhysicsControlled release0104 chemical sciencesChemical engineeringMechanics of MaterialsSurface modificationChemical stability0210 nano-technologyStabilityMicroporous and Mesoporous Materials
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Production of specific antibodies and development of a non-isotopic immunoassay for carbamazepine by the carbonyl metallo-immunoassay (CMIA) method.

1995

Abstract As part of our ongoing work to extend the range of applications of the non-isotopic carbonyl metalloimmunoassay (CMIA), previously developed in our laboratory, we describe here the first CMIA study of carbamazepine. The CMIA method uses a metal carbonyl complex as a non-isotopic tracer, and in this case we chose to employ the dicobalt hexacarbonyl moiety (Co2(CO)6) attached to an alkyne. Two organometallic tracers, 3 and 7 , were synthesized, differentiated by the nature and length of the spacer arm of the Co2(CO)6 moiety. Two different coupling methods were subsequently used to synthesize the immunogens 1 and 2, the first one used a carbodiimide, while the second, employed dimethy…

ImmunologyAlkyneCross ReactionsBinding Competitivechemistry.chemical_compoundDimethyl AdipimidateAntibody SpecificityDibenzazepinesSpectroscopy Fourier Transform InfraredmedicineOrganometallic CompoundsImmunology and AllergyMoietyAnimalsCarbodiimidechemistry.chemical_classificationAntiserumImmunoassayChromatographymedicine.diagnostic_testCobaltTiterCarbamazepinechemistryDimethyl AdipimidateDicyclohexylcarbodiimideImmunoassayAnticonvulsantsImmunizationRabbitsQuantitative analysis (chemistry)HaptensJournal of immunological methods
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Convenient synthesis of pyrrolo[3,4-g]indazole

2013

Abstract The synthesis of a novel class of tetrahydropyrrolo[3,4-g]indazoles is reported, by annelation of the pyrazole ring on the isoindole moiety by means of 5-hydroxymethylene tetrahydroisoindole-4-ones key intermediates, with good regioselectivity. Dihydroderivatives were also obtained by oxidation with DDQ of the corresponding tetrahydropyrrolo[3,4-g]indazoles. The growth inhibitory effect was evaluated at the National Cancer Institute of Bethesda and some derivatives showed modest activity.

IndazoleAnnulationTetrahydropyrrolo[3; 4-g]indazole; Hydroxymethyleneketones; Antiproliferative activity; RegioselectivityStereochemistryTetrahydropyrrolo[3Organic ChemistryRegioselectivity4-g]indazoleGrowth inhibitoryAntiproliferative activityPyrazoleRing (chemistry)Settore CHIM/08 - Chimica FarmaceuticaBiochemistryTetrahydropyrrolo[34-g]indazole Hydroxymethyleneketones Antiproliferative activity Regioselectivitychemistry.chemical_compoundRegioselectivitychemistryHydroxymethyleneketonesDrug DiscoveryMoietyIsoindoleTetrahedron
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Synthesis and antiproliferative activity of triazenoindazoles and triazenopyrazoles: a comparative study.

2003

Several triazenoindazoles and triazenopyrazoles were prepared transforming the appropriate aminoindazoles and aminopyrazoles in the corresponding diazonium salts which were reacted with dimethylamine, diethylamine and pyrrolidine. All the triazenes were tested for their antiproliferative activity against K562, HL60, L1210 and MCF7 cell lines. The biological data showed that the benzocondensation plays a positive role on the antiproliferative activity. The (1)H-NMR spectra showed that the rotational barrier around the N(2)-N(3) bond in the triazene group can be influenced both by the position of this group in the indazole nucleus and by the substitution pattern in the benzene moiety.

IndazolesMagnetic Resonance SpectroscopyHL60StereochemistryAntineoplastic AgentsMedicinal chemistryChemical synthesisPyrrolidinechemistry.chemical_compoundInhibitory Concentration 50Structure-Activity RelationshipDrug DiscoveryTumor Cells CulturedMoietyHumansTriazeneBenzeneDimethylaminePharmacologyDiethylamineIndazoleBicyclic moleculeMolecular StructureOrganic ChemistryGeneral MedicineSettore CHIM/08 - Chimica FarmaceuticachemistryPyrazolesTriazenoindazoles Triazenopyrazoles Antiproliferative activity Hindered rotationDrug Screening Assays AntitumorTriazenesCell DivisionEuropean journal of medicinal chemistry
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Novel 4-(3-phenylpropionamido), 4-(2-phenoxyacetamido) and 4-(cinnamamido) substituted benzamides bearing the pyrazole or indazole nucleus: synthesis…

2019

Based on some common structural features of known compounds interfering with p53 pathways and our previously synthesized benzamides, we synthesized new ethyl 5-(4-substituted benzamido)-1-phenyl-1H-pyrazole-4-carboxylates 26a-c, ethyl 5-(4-substituted benzamido)-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylates 27a-c and N-(1H-indazol-6-yl)-4-substituted benzamides 31a,b bearing in the 4 position of the benzamido moiety the 2-phenylpropanamido or 2-phenoxyacetamido or cinnamamido groups. A preliminary test to evaluate the antiproliferative activity against human lung carcinoma H292 cells highlighted how compound 26c showed the best activity. This last was therefore selected for further studies wi…

IndazolesStereochemistryAntineoplastic AgentsApoptosisTRAIL-receptorPyrazole01 natural sciencesBiochemistrychemistry.chemical_compoundDownregulation and upregulationCell Line Tumor2-(3-phenylpropanamido)benzamideDrug DiscoverymedicineHumansMoietyMolecular BiologyCell ProliferationBiological evaluationP53Indazole010405 organic chemistryDrug Discovery3003 Pharmaceutical Science2-cinnamamidobenzamideOrganic ChemistryApoptosi2-(2-phenoxyacetamido)benzamide0104 chemical sciences010404 medicinal & biomolecular chemistrymedicine.anatomical_structureProto-Oncogene Proteins c-bcl-2Mechanism of actionchemistryApoptosisBenzamidesPyrazolesDrug Screening Assays Antitumormedicine.symptomNucleusBioorganic Chemistry
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Synthesis of the New Ring System 2-Oxo-[1,4]oxazino[3,2-e]indole, Heteroanalogue of Angelicin

2009

A convenient synthesis of the 2-oxo-[1,4]oxazino[3,2-e]indole ring system, an heteroanalogue of Angelicin, is reported. Our synthetic approach consisted of the annelation of the oxazine ring on the indole moiety using 4-amino-5-hydroxy indoles as building blocks. The antiproliferative activity of the new compounds either in the dark or under UVA irradiation was investigated.

Indole testAnnulationStereochemistryOrganic Chemistry1; 4-Oxazinoindoles; 1; 4-Benzoxazines; Angelicin heteroanalogue; 4-Amino-5-hydroxy indoles114-Benzoxazine14-OxazinoindoleRing (chemistry)Biochemistry4-Oxazinoindoles4-Benzoxazineschemistry.chemical_compoundAngelicinchemistryDrug DiscoveryMoiety4-Amino-5-hydroxy indolesUva irradiationAngelicin heteroanalogue
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Synthesis, labelling and evaluation of hydantoin-substituted indole carboxylic acids as potential ligands for positron emission tomography imaging of…

2011

The N-methyl- d-aspartate (NMDA) receptor as a type of ionotropic glutamatergic receptors is essential for physiological processes such as learning, memory and synaptic plasticity. A glutamate-induced overactivation of these receptors, accompanied by increased intracellular calcium concentration, causes cell injury and leads to a large number of acute or chronic neurological disorders, such as stroke, trauma, Parkinson's disease and Alzheimer's disease. In an attempt to visualise the glutamatergic neurotransmission in vivo with positron emission tomography, novel fluoroethoxy- and methoxy-substituted reference compounds based on the lead structure of a hydantoin-substituted indole-2-carboxy…

Indole testStereochemistryOrganic ChemistryRadiosynthesisHydantoinBiochemistryAnalytical Chemistrychemistry.chemical_compoundGlycine bindingchemistryDrug DiscoveryNMDA receptorMoietyRadiology Nuclear Medicine and imagingReceptorSpectroscopyIonotropic effectJournal of Labelled Compounds and Radiopharmaceuticals
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