Search results for "decano"

showing 10 items of 161 documents

New acetophenone glucosides isolated from extracts of Helichrysum italicum with antiinflammatory activity.

2001

Three new acetophenone glucosides (4-6), three known aglycons (1-3), and a benzo-gamma-pyrone glucoside (7) were isolated from the CH(2)Cl(2), EtOAc, and BuOH extracts from the aerial parts of Helichrysum italicum. All the compounds tested showed antiinflammatory activity in a 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced mouse ear edema test, and the ID(50) value of compound 2, the most active compound, was determined.

KetoneMagnetic Resonance SpectroscopySpectrophotometry InfraredStereochemistryIndomethacinPharmaceutical SciencePharmacognosyAsteraceaeHelichrysum italicumAnalytical Chemistrychemistry.chemical_compoundMiceGlucosideGlucosidesPhenolsDrug DiscoverySpectroscopy Fourier Transform InfraredAnimalsEdemaBenzopyransPharmacologychemistry.chemical_classificationPlants MedicinalbiologyDose-Response Relationship DrugPlant Extractsbeta-GlucosidaseOrganic ChemistryAnti-Inflammatory Agents Non-SteroidalGlycosideAcetophenonesbiology.organism_classificationComplementary and alternative medicinechemistryAldoseActive compoundSpainMolecular MedicineTetradecanoylphorbol AcetateSpectrophotometry UltravioletChromatography Thin LayerAcetophenoneJournal of natural products
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A study of the novel anti-inflammatory agent florifenine topical anti-inflammatory activity and influence on arachidonic acid metabolism and neutroph…

1995

We have evaluated the effects of the novel anti-inflammatory agent florifenine, 2-(1-Pyrrolidinyl)ethyl N-[7-(trifluoromethyl)-4-quinolyl]anthranilate, on topical inflammation in mice, free radical-mediated reactions, arachidonic acid metabolism and some neutrophil functions. Topical administration of florifenine produced dose-related anti-inflammatory activity in 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced ear oedema and with a lower potency, in the response induced by arachidonic acid (AA). Florifenine also inhibited neutrophil migration and PGE2 content in the inflammed ears. In human whole blood, florifenine was a potent and selective inhibitor of TXB2 generation. This anti-infla…

Leukocyte migrationPyrrolidinesCell SurvivalNeutrophilsmedicine.drug_classAdministration TopicalAnti-Inflammatory AgentsInflammationIn Vitro TechniquesPharmacologyAntioxidantsAnti-inflammatoryMicechemistry.chemical_compoundSuperoxidesmedicineAnimalsEdemaHumansPancreatic elastasePharmacologyArachidonic AcidPancreatic ElastaseHydroxyl RadicalChemistrySuperoxideAnti-Inflammatory Agents Non-SteroidalElastaseZymosanFree Radical ScavengersGeneral MedicineRatsImmunologyAminoquinolinesEicosanoidsTetradecanoylphorbol AcetateArachidonic acidLipid Peroxidationmedicine.symptomLeukocyte ElastaseNaunyn-Schmiedeberg's Archives of Pharmacology
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Discovery of novel anti-inflammatory drug-like compounds by aligning in silico and in vivo screening: The nitroindazolinone chemotype

2011

In this report, we propose the combination of computational methods and in vivo primary screening in zebrafish larvae and confirmatory in mice models as a novel strategy to accelerate anti-inflammatory drug discovery. Initially, a database of 1213 organic chemicals with great structural variability - 587 of them anti-inflammatory agents plus 626 compounds with other clinical uses - was divided into training and test groups. Atom-based quadratic indices - a TOMOCOMD-CARDD molecular descriptors family - and linear discriminant analysis (LDA) were used to develop a total of 13 models to describe the anti-inflammatory activity. The best model (Eq. (13)) shows an accuracy of 87.70% in the traini…

Leukocyte migrationQuantitative structure–activity relationshipIndazolesmedicine.drug_classStereochemistryAnti-Inflammatory AgentsQuantitative Structure-Activity RelationshipPharmacologyModels BiologicalAnti-inflammatoryMiceCell MovementIn vivoMolecular descriptorDrug DiscoveryLeukocytesmedicineAnimalsEdemaCytotoxicityZebrafishPharmacologyChemistryOrganic ChemistryDiscriminant AnalysisEarGeneral MedicineDrug DesignLarvaTetradecanoylphorbol AcetateToxicityEuropean Journal of Medicinal Chemistry
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Isolation of two triterpenoids and a biflavanone with anti-Inflammatory activity from Schinus molle fruits.

2003

Three compounds with anti-inflammatory activity were isolated from Schinus molle fruits. Two of the compounds were identified as 3- epi-isomasticadienolalic acid ( 1), isomasticadienonalic acid ( 2) and chamaejasmin ( 3). Triterpenes 1 and 2, and biflavanone 3 were tested on two models of mice paw inflammation: one of acute inflammation, induced by subcutaneous injection of either phospholipase A (2) (PLA (2)) or carrageenan in the paws of mice, and one of chronic inflammation in the form of eczema, provoked by repeated administration of TPA to the ears of mice. On the PLA (2)-induced mouse paw oedema, only 2 was active (30 mg/kg, 66 % inhibition at 60 min), whereas all compounds reduced th…

Leukotriene B4medicine.drug_classNeutrophilsAnacardiaceaePharmaceutical SciencePharmacologyCarrageenanAnti-inflammatoryPhospholipases AAnalytical ChemistrySchinus molleSubcutaneous injectionchemistry.chemical_compoundInhibitory Concentration 50MicePhospholipase A2TriterpeneDrug DiscoverymedicineAnimalsEdemaPharmacologychemistry.chemical_classificationFlavonoidsbiologyPlant ExtractsOrganic ChemistryAnti-Inflammatory Agents Non-Steroidalbiology.organism_classificationTriterpenesCarrageenanComplementary and alternative medicinechemistryBiochemistryFruitToxicitybiology.proteinMolecular MedicineTetradecanoylphorbol AcetateFemalePhytotherapyPlanta medica
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Anti-inflammatory activity of berenjenol and related compounds.

2008

Berenjenol ( 1), isolated from OXANDRA cf. XYLOPIOIDES (Annonaceae), was tested on two different experimental models of inflammation. The compound showed anti-inflammatory activity in the test of acute mouse ear edema induced by TPA (54 % inhibition, 1 μmol/ear) as well as in the test of subchronic inflammation induced by repeated application of TPA (57 % inhibition, 7 × 1 μmol/ear). Moreover, while it reduced the expression of both COX-2 (65 % inhibition at 50 μM) and iNOS (80 % inhibition at 50 μM), it was not active against TNF- α and IL-1 β in murine macrophages (RAW 264.7) stimulated with LPS. Structural modification of 1 gave two derivatives, berenjenol acetate ( 2) and 3-oxo-berenjen…

Lipopolysaccharidemedicine.drug_classInterleukin-1betaAnti-Inflammatory AgentsPharmaceutical ScienceAnnonaceaeGene ExpressionNitric Oxide Synthase Type IIPharmacologyAnti-inflammatoryAnalytical Chemistrychemistry.chemical_compoundMiceDrug DiscoverymedicineAnimalsEdemaProtein kinase CPharmacologybiologyDimethyl sulfoxideTumor Necrosis Factor-alphaMacrophagesOrganic ChemistryTriterpenesNitric oxide synthaseComplementary and alternative medicinechemistryBiochemistryCyclooxygenase 2biology.proteinMolecular MedicineTetradecanoylphorbol AcetateTumor necrosis factor alphaFemaleCyclooxygenaseFetal bovine serumPlanta medica
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Modulation of protein tyrosine nitration and inflammatory mediators by isoprenylhydroquinone glucoside.

2007

The nitration of tyrosine caused by peroxynitrite and other reactive nitrogen species is clearly detrimental for some physiological processes; however, its signalling role is still open to controversy. Among the natural phenolics known for their ability to oppose free tyrosine nitration, isoprenylhydroquinone glucoside is investigated due to its unusual structure, which contains a simple hydroxybenzene alkylated by a hemiterpenoid moiety. This hydroquinone was shown to be an effective inhibitor of peroxynitrite-induced protein tyrosine nitration in 3T3 fibroblasts. When tested on bovine seroalbumin nitration, however, the potency was reduced by half and the effect was almost abolished in th…

LipopolysaccharidesCell SurvivalNeutrophilsBlotting WesternInterleukin-1betaPharmaceutical ScienceNitric Oxide Synthase Type IIHemeNitric oxidechemistry.chemical_compoundMiceGlucosideGlucosidesNitrationPeroxynitrous AcidAnimalsHumansTyrosineReactive nitrogen speciesCells CulturedNitritesNitratesbiologyCell-Free SystemReverse Transcriptase Polymerase Chain ReactionRhodaminesTumor Necrosis Factor-alphaNitrotyrosineSerum Albumin Bovine3T3 CellsHydrogen PeroxideFibroblastsStimulation ChemicalHydroquinonesNitric oxide synthasechemistryBiochemistrybiology.proteinTetradecanoylphorbol AcetateTyrosineInflammation MediatorsPeroxynitriteEuropean journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences
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Solid-phase synthesis and inhibitory effects of some pyrido[1,2-c]pyrimidine derivatives on leukocyte formations and experimental inflammation.

2001

A number of pyrido[1,2-c]pyrimidines bearing a nitrogen, oxygen, or sulfur functionality at C-1 were synthesized on solid-phase using the iminophosphorane methodology and tested for their effects on leukocyte functions in vitro and antiinflammatory activity. Compound 5c was found to be a strong scavenger of superoxide anion and an inhibitor of chemiluminescence induced by 12-O-tetradecanoylphorbol 13-acetate in human neutrophils. These pyrido[1,2-c]pyrimidines inhibited the generation of PGE(2) by COX-2 in RAW 264.7 macrophages stimulated with lipopolysaccharide. Compounds 7, 5f, 6, and 8 inhibited enzyme activity, whereas the remaining compounds also acted on the induction phase. In additi…

LipopolysaccharidesLipopolysaccharideNeutrophilsChemical synthesisDinoprostoneNeutrophil Activationchemistry.chemical_compoundMiceStructure-Activity RelationshipDrug DiscoveryAnimalsEdemaHumansCells CulturedbiologyPancreatic ElastaseSuperoxideMacrophagesAnti-Inflammatory Agents Non-SteroidalMembrane ProteinsBiological activityFree Radical ScavengersIn vitroEnzyme assayCarrageenanIsoenzymesPyrimidineschemistryEicosanoidBiochemistryCyclooxygenase 2Prostaglandin-Endoperoxide SynthasesLuminescent Measurementsbiology.proteinMolecular MedicineTetradecanoylphorbol AcetateJournal of medicinal chemistry
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Interaction of dicaffeoylquinic derivatives with peroxynitrite and other reactive nitrogen species.

2008

Plant phenolic antioxidants, among them catechins and hydroxycinnamoyl conjugates, constitute a well defined class of inhibitors of reactive nitrogen species (RNS). To gain deeper insight in this field, we examined the effects of 3,5-di-O-caffeoylquinic acid (DCA), its methyl ester (DCE) and epigallocatechin gallate (EGCG) in nitrative and oxidative processes. These compounds were found to be strong inhibitors of the nitration of tyrosine residues induced by ONOO- in bovine seroalbumin, with their IC50 values (10-40 microM) notably decreasing in the presence of bicarbonate. When studied on the intracellular protein tyrosine nitration induced by ONOO- in cultured murine fibroblasts as well a…

LipopolysaccharidesNeutrophilsBicarbonateBiophysicsQuinic AcidNitric Oxide Synthase Type IIEpigallocatechin gallateBiochemistryCatechinNitric oxidechemistry.chemical_compoundInhibitory Concentration 50MiceNitrationPeroxynitrous AcidAnimalsHumansTyrosineMolecular BiologyReactive nitrogen speciesNitritesNitratesNitrotyrosineMacrophagesSerum Albumin BovineFibroblastsReactive Nitrogen SpeciesStimulation ChemicalBicarbonateschemistryBiochemistryTetradecanoylphorbol AcetateTyrosineCattleOxidation-ReductionPeroxynitriteArchives of biochemistry and biophysics
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Rho protein inhibition blocks protein kinase C translocation and activation.

1998

Small GTP-binding proteins of the Ras and Rho family participate in various important signalling pathways. Large clostridial cytotoxins inactivate GTPases by UDP-glucosylation. Using Clostridium difficile toxin B-10463 (TcdB) for inactivation of Rho proteins (RhoA/Rac/Cdc42) and Clostridium sordellii lethal toxin-1522 (TcsL) for inactivation of Ras-proteins (Ras/Rac/Ral, Rap) the role of these GTPases in protein kinase C (PKC) stimulation was studied. Phorbol-myristate-acetate (PMA) induced a rapid PKC translocation to and activation in the particulate cell fraction as determined by PKC-activity measurements and Western blots for PKC alpha. These effects were blocked by TcdB inhibiting Rho …

LipopolysaccharidesRHOASwineBiophysicsClostridium difficile toxin ABronchiCell Cycle ProteinsGTPaseCDC42PKC alphaBiochemistryGTP-Binding ProteinsRHO protein GDP dissociation inhibitorAnimalsHumanscdc42 GTP-Binding ProteinMolecular BiologyProtein kinase CCells CulturedProtein Kinase CbiologyEpithelial CellsCell BiologyMolecular biologyCell biologyEnzyme ActivationCdc42 GTP-Binding Proteinbiology.proteinras ProteinsTetradecanoylphorbol AcetateEndothelium VascularrhoA GTP-Binding ProteinBiochemical and biophysical research communications
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Application of X-ray microanalysis to study of the expression of endothelial adhesion molecules on human umbilical vein endothelial cells in vitro

1994

A semi-quantitative procedure is described, which allows the evaluation of expression levels of endothelial adhesion molecules on cultured human umbilical vein endothelial cells (HUVEC) using energy dispersive X-ray microanalysis (EDX). As a model two adhesion molecules, E-selection (CD62E; ELAM-1/endothelial leukocyte adhesion molecule-1) and ICAM-1 (intercellular adhesion molecule-1; CD54), were localized by the use of the silver-enhancement colloidal gold method after stimulation of HUVEC with endotoxin lipopolysaccharide (LPS), tumour necrosis factor (TNF) or a phorbol ester (PMA). The analysis was performed in a scanning electron microscope (SEM) at an accelerating voltage of 15 kV wit…

LipopolysaccharidesUmbilical VeinsHistologyEndotheliumEnzyme-Linked Immunosorbent AssayIn Vitro TechniquesUmbilical veinE-selectinmedicineHumansMolecular BiologyCells CulturedbiologyTumor Necrosis Factor-alphaChemistryCell adhesion moleculeCell BiologyGeneral MedicineImmunogold labellingAdhesionIntercellular Adhesion Molecule-1ImmunohistochemistryMolecular biologyStimulation ChemicalIn vitroMedical Laboratory Technologymedicine.anatomical_structurebiology.proteinTetradecanoylphorbol AcetateTumor necrosis factor alphaEndothelium VascularAnatomyE-SelectinGeneral Agricultural and Biological SciencesCell Adhesion MoleculesElectron Probe MicroanalysisHistochemistry
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