Search results for "Enone"

showing 10 items of 320 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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Tigliane diterpenes from the latex of Euphorbia obtusifolia with inhibitory activity on the mammalian mitochondrial respiratory chain

2003

Abstract Six diterpenes isolated from the latex of Euphorbia obtusifolia Poir. (Euphorbiaceae) were evaluated for their inhibition of the NADH oxidase activity in submitochondrial particles from beef heart. 4,20-Dideoxyphorbol-12,13-bis(isobutyrate) was the most potent inhibitor and showed an inhibitory concentration with IC 50 value of 2.6±0.3 mM. In the present study, some structure–activity trends are suggested for the inhibitory activity of the mammalian mitochondrial respiratory chain of these natural product derivatives of 4-deoxyphorbol esters.

LatexStereochemistryRespiratory chainIn Vitro TechniquesMitochondria HeartElectron Transportchemistry.chemical_compoundEuphorbiaRotenoneDrug DiscoveryAnimalsNADH NADPH OxidoreductasesSubmitochondrial particlePharmacologyEuphorbiaOxidase testbiologyPlant ExtractsUncoupling AgentsEuphorbiaceaeBiological activitybiology.organism_classificationMitochondrial respiratory chainchemistryBiochemistryCattleDiterpenesDiterpeneJournal of Ethnopharmacology
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Effects of PPARγ agonists on the expression of leptin and vascular endothelial growth factor in breast cancer cells.

2013

The obesity hormone leptin has been implicated in breast cancer development. Breast cancer cells express the leptin receptor and are able to synthesize leptin in response to obesity-related stimuli. Furthermore, leptin is a positive regulator of vascular endothelial growth factor (VEGF) and high levels of both proteins are associated with worse prognosis in breast cancer patients. Peroxisome proliferator-activated receptor γ (PPARγ) ligands are therapeutic agents used in patient with Type 2 diabetes and obesity which have recently been studied for their potential anti-tumor effect. Here, we studied if these compounds, ciglitazone and GW1929, can affect the expression of leptin and VEGF in b…

LeptinVascular Endothelial Growth Factor APhysiologySettore MED/06 - Oncologia MedicaClinical BiochemistryLigandschemistry.chemical_compoundCell MovementPromoter Regions Geneticskin and connective tissue diseasesReceptorGENE-EXPRESSIONLeptindigestive oral and skin physiologyVEGFGene Expression Regulation NeoplasticVascular endothelial growth factorROSIGLITAZONEACTIVATED-RECEPTOR-GAMMAMCF-7 CellsPIOGLITAZONEFemalemedicine.medical_specialtyCell SurvivalSp1 Transcription FactorBLADDER-CANCERBreast NeoplasmsBiologyBenzophenonesBreast cancerCiglitazoneInternal medicinemedicineHumansRNA MessengerViability assayBinding SitesLeptin receptorDose-Response Relationship DrugCell BiologyIN-VITROmedicine.diseaseTRANSACTIVATIONDIABETIC-PATIENTSPPAR gammaEndocrinologychemistryTyrosineTHIAZOLIDINEDIONESACTIVATED-RECEPTOR-GAMMA; BLADDER-CANCER; IN-VITRO; DIABETIC-PATIENTS; GENE-EXPRESSION; VEGF; PIOGLITAZONE; THIAZOLIDINEDIONES; TRANSACTIVATION; ROSIGLITAZONEHormone
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Chiral complexes of titanium containing a linked amido-cyclopentadienyl ligand: synthesis, structure, and asymmetric imine hydrogenation catalysis

2000

Abstract A series of mono- and disubstituted derivatives (−)-(S)-Ti(η5:η1-C5Me4SiMe2NCHMePh)(X)Cl (X=CH2SiMe3, BH4) and (−)-(S)-Ti(η5:η1-C5Me4SiMe2NCHMePh)X2 (X=OSO2CF3, OiPr, Me, CH2Ph) was prepared from (−)-(S)-Ti(η5:η1-C5Me4SiMe2NCHMePh)Cl2 without significant racemization at the stereogenic center. The monosubstituted complexes are formed as mixtures of diastereomers. One diastereomeric monoalkyl (STi, SC)-Ti(η5:η1-C5Me4SiMe2NCHMePh)(CH2SiMe3)Cl was characterized by X-ray single crystal structure analysis. When the (−)-(S)-NCHMePh group is attached to planar chiral ring moieties 3-tBuC5H3, C9H6, and C9H5(SiMe3)-3 and coordinated at the titanium center, diastereomeric mixtures are formed…

LigandStereochemistryOrganic ChemistryImineDiastereomerCrystal structureBiochemistryMedicinal chemistryStereocenterInorganic Chemistrychemistry.chemical_compoundCyclopentadienyl complexchemistryMaterials ChemistryPhysical and Theoretical ChemistryRacemizationAcetophenoneJournal of Organometallic Chemistry
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Hydrogen abstraction by photoexcited benzophenone: consequences for DNA photosensitization

2016

International audience; We report a computational investigation of the hydrogen abstraction (H-abstraction) induced by triplet benzophenone (3BP) on thymine nucleobase and backbone sugar. The chemical process is studied using both high level multiconfigurational perturbation and density functional theory. Both methods show good agreement in predicting small kinetic barriers. Furthermore the behavior of benzophenone in DNA is simulated using molecular dynamics and hybrid quantum mechanics/molecular mechanics methods. The accessibility of benzophenone to the labile hydrogens within B-DNA is demonstrated, as well as the driving force for this reaction. We evidence a strong dependence of the H-…

LightHydrogenGeneral Physics and Astronomychemistry.chemical_element02 engineering and technologyMolecular Dynamics Simulation010402 general chemistryPhotochemistryHydrogen atom abstraction01 natural sciencesMolecular mechanicsNucleobaseBenzophenoneschemistry.chemical_compoundMolecular dynamicsComputational chemistryBenzophenoneComputer Simulation[SDV.BBM]Life Sciences [q-bio]/Biochemistry Molecular BiologyPhysical and Theoretical ChemistryDNA021001 nanoscience & nanotechnology[INFO.INFO-MO]Computer Science [cs]/Modeling and Simulation0104 chemical sciencesThyminechemistryDensity functional theory0210 nano-technologyHydrogen
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ChemInform Abstract: Phenolic Glycosides from Phagnalon rupestre

2010

Analysis of the butanol-soluble fraction from the methanolic extract of the aerial parts of Phagnalon rupestre (Asteraceae) has led to the isolation of seven phenolic compounds. Three have been identified on the basis of their NMR spectra as new natural compounds: the lignan 7,7'-bis-(4-hydroxy-3,5-dimethoxyphenyl)-8,8'-dihydroxymethyl-tetrahydrofuran-4-O-beta-glucopyranoside (1), the prenylhydroquinone glycoside 1-O-beta-glucopyranosyl-1,4-dihydroxy-2-(3'-hydroxy-3'-methylbutyl) benzene (2) and the acetophenone glycoside 12-O-beta-glucopyranosyl-9beta,12-dihydroxytremetone (3). The known flavonoids apigenin-7-O-beta-glucoside, luteolin-7-O-beta-glucoside, luteolin-7-O-beta-glucuronide and …

Lignanchemistry.chemical_classificationchemistry.chemical_compoundchemistrybiologyPiceinOrganic chemistryPhagnalon rupestreGlycosideGeneral MedicineAsteraceaebiology.organism_classificationAcetophenoneChemInform
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The synthesis and effect of fluorinated chalcone derivatives on nitric oxide production

2002

Abstract Dimethoxy- and trimethoxychalcone derivatives, with various patterns of fluorination, were synthesized and evaluated for their influence on nitric oxide production. Some of them, chalcones 1 , 5 , 7 , 10 , 11 and 17 , inhibited NO production with an IC 50 in the submicromolar range; 17 is especially noteworthy because of its potency (IC 50 30 nM). These effects were not the consequence of a direct inhibitory action on enzyme activity but the inhibition of enzyme expression.

LipopolysaccharidesChalconeHydrocarbons FluorinatedClinical BiochemistryNitric Oxide Synthase Type IIPharmaceutical ScienceEtherNitric OxideBiochemistryChemical synthesisCell LineNitric oxideInhibitory Concentration 50MiceStructure-Activity Relationshipchemistry.chemical_compoundChalconeDrug DiscoveryAnimalsOrganic chemistryMolecular BiologyNitriteschemistry.chemical_classificationbiologyChemistryMacrophagesAnti-Inflammatory Agents Non-SteroidalOrganic ChemistryHaloketoneCombinatorial chemistryEnzyme assayEnzymeEnzyme Inductionbiology.proteinMolecular MedicineNitric Oxide SynthaseEnoneBioorganic & Medicinal Chemistry Letters
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Vanillin Suppresses Metastatic Potential of Human Cancer Cells through PI3K Inhibition and Decreases Angiogenesis in Vivo

2009

Vanillin, a food flavoring agent, has been shown to suppress cancer cell migration and metastasis in a mouse model, but its mechanism of action is unknown. In this report, we have examined the antimetastatic potential of vanillin and its structurally related compounds, vanillic acid, vanillyl alcohol, and apocynin on hepatocyte growth factor (HGF)-induced migration of human lung cancer cells by the Transwell assay. Vanillin and apocynin could inhibit cell migration, and both compounds selectively inhibited Akt phosphorylation of HGF signaling, without affecting phosphorylation of Met and Erk. Vanillin and apocynin could inhibit the enzymatic activity of phosphoinositide 3-kinase (PI3K), as …

Lung NeoplasmsAngiogenesisAdenocarcinomaPharmacologyVanillyl alcoholchemistry.chemical_compoundCell MovementCell Line TumormedicineVanillic acidHumansEnzyme InhibitorsNeoplasm MetastasisPhosphoinositide-3 Kinase InhibitorsNeovascularization PathologicHepatocyte Growth FactorKinaseVanillinAcetophenonesGeneral ChemistrychemistryMechanism of actionBiochemistryBenzaldehydesApocyninHepatocyte growth factormedicine.symptomGeneral Agricultural and Biological SciencesSignal Transductionmedicine.drugJournal of Agricultural and Food Chemistry
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Machine learning approach for predicting Fusarium culmorum and F. proliferatum growth and mycotoxin production in treatments with ethylene-vinyl alco…

2020

Fusarium culmorum and F. proliferatum can grow and produce, respectively, zearalenone (ZEA) and fumonisins (FUM) in different points of the food chain. Application of antifungal chemicals to control these fungi and mycotoxins increases the risk of toxic residues in foods and feeds, and induces fungal resistances. In this study, a new and multidisciplinary approach based on the use of bioactive ethylene-vinyl alcohol copolymer (EVOH) films containing pure components of essential oils (EOCs) and machine learning (ML) methods is evaluated. Bioactive EVOH-EOC films were made incorporating cinnamaldehyde (CINHO), citral (CIT), isoeugenol (IEG) or linalool (LIN). Several ML methods (neural networ…

Machine learning methodsAntifungal AgentsWater activityFusarium proliferatumCitralMachine learningcomputer.software_genreMicrobiologyFumonisinsMachine Learning03 medical and health scienceschemistry.chemical_compoundLinaloolFusariumFusarium culmorumOils VolatileFusarium culmorumMycotoxinZearalenone030304 developmental biology0303 health sciencesbiologyFusarium proliferatum030306 microbiologybusiness.industryGeneral MedicineMycotoxinsbiology.organism_classificationIsoeugenolchemistryBioactive EVOH-filmsFood MicrobiologyZearalenonePolyvinylsArtificial intelligencebusinesscomputerFood Science
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MK801 blocks hypoxic blood-brain-barrier disruption and leukocyte adhesion.

2008

The aim of the present study was to examine the signaling pathways of hypoxia followed by reoxygenation (H/R)-induced disruption of the blood-brain-barrier (BBB) in a co-culture of astrocytes and brain endothelial cells (BEC) in vitro. We analyzed the possible stabilizing effect of MK801, a highly selective N-methyl-d-aspartate receptor (NMDAR) antagonist, on BBB integrity. Levels of reactive oxygen species (ROS), glutamate (Glut) release and monocyte adhesion were measured under normoxia and H/R. BBB integrity was monitored measuring the trans-endothelial electrical resistance (TEER). TEER values dropped under H/R conditions which was abolished by MK801. Glut release from astrocytes, but n…

Macrocyclic CompoundsSwineGlutamic AcidBiologyBlood–brain barrierchemistry.chemical_compoundmedicineExtracellularCell AdhesionElectric ImpedanceLeukocytesAnimalsEnzyme InhibitorsOxazolesCells Culturedchemistry.chemical_classificationReactive oxygen speciesRyanodine receptorRyanodineGeneral NeuroscienceEndoplasmic reticulumGlutamate receptorAcetophenonesBrainEndothelial CellsCell HypoxiaCoculture TechniquesCell biologyOxygenmedicine.anatomical_structurechemistryBlood-Brain BarrierAstrocytesApocyninCalciumNAD+ kinaseDizocilpine MaleateReactive Oxygen SpeciesExcitatory Amino Acid AntagonistsNeuroscience letters
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