Search results for "Flavanones"

showing 7 items of 17 documents

Antimutagenic effects of flavonoids, chalcones and structurally related compounds on the activity of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) and…

1993

Abstract Sixty-four flavonoids were tested for their antimutagenic potencies with respect to IQ in Salmonella typhimurium TA98 and in part also towards MeIQ, MeIQx, Trp-P-2, and Glu-P-1 and in S. typhimurium TA100. Antimutagenic potencies were quantified by the inhibitory dose for 50% reduction of mutagenic activity (ID 50 ). A carbonyl function at C-4 of the flavane nucleus seems to be essential for antimutagenicity: two flavanols and four anthocyanidines were inactive. Again, five isoflavons, except biochanin A, were inactive. Within the other groups of 21 flavones, 16 flavonols and 16 flavanones the parent compounds flavone, flavonol, and flavonone possessed the highest antimutagenic pot…

MaleStereochemistryHealth Toxicology and MutagenesisFlavonoidFlavonesRats Sprague-Dawleychemistry.chemical_compoundStructure-Activity RelationshipFlavonolsChalconeGeneticsAnimalsCookingMolecular Biologychemistry.chemical_classificationFlavonoidsDose-Response Relationship DrugMutagenicity TestsAntimutagenic AgentsRatschemistryBiochemistryApigeninFlavanonesQuinolinesKaempferolLuteolinFlavanoneAntimutagenMutagensMutation research
researchProduct

Dynamic Effects on Reaction Rates in a Michael Addition Catalyzed by Chalcone Isomerase. Beyond the Frozen Environment Approach

2008

We present a detailed microscopic study of the dynamics of the Michael addition reaction leading from 6'-deoxychalcone to the corresponding flavanone. The reaction dynamics are analyzed for both the uncatalyzed reaction in aqueous solution and the reaction catalyzed by Chalcone Isomerase. By means of rare event simulations of trajectories started at the transition state, we have computed the transmission coefficients, obtaining 0.76 +/- 0.04 and 0.87 +/- 0.03, in water and in the enzyme, respectively. According to these simulations, the Michael addition can be seen as a formation of a new intramolecular carbon-oxygen bond accompanied by a charge transfer essentially taking place from the nu…

Models MolecularReaction ratesMechanicsBiochemistryChemical reactionCatalysisReaction coordinateReaction rateMolecular dynamicsCharge transferChalconesColloid and Surface ChemistryNucleophileComputational chemistryChemical reactionsFreezingIntramolecular LyasesReaction kineticsFourier AnalysisChemistryIntermolecular forceWaterGeneral ChemistryCarbonDynamicsKineticsModels ChemicalReaction dynamicsChemical physicsIntramolecular forceFlavanonesQuantum TheoryThermodynamicsIon exchangeJournal of the American Chemical Society
researchProduct

Phenylpropanoid and phenylisoprenoid metabolites from Asteraceae species as inhibitors of protein carbonylation.

2011

Abstract Three phenolic antioxidant and anti-inflammatory compounds: 7-methylaromadendrin, isoprenylhydroquinone glucoside, and 3.5-dicaffeoylquinic acid methyl ester, all isolated from Western Mediterranean Asteraceae species, have been studied for their inhibitory activity against protein carbonylation, a harmful post-translational modification of peptide chains associated with degenerative diseases. All compounds have proven to be effective, with 50% inhibitory concentration (IC 50 ) values in the micromolar range, against bovine serum albumin carbonylation caused by hypochlorite, peroxynitrite, and phorbol ester-induced leukocyte oxidative burst.

NeutrophilsProtein CarbonylationLeukocyte oxidative burstHypochloritePlant ScienceHorticultureAsteraceaeBiochemistryAntioxidantsProtein Carbonylationchemistry.chemical_compoundInhibitory Concentration 50GlucosideGlucosidesPhenolsPeroxynitrous AcidPhorbol EstersHumansBovine serum albuminMolecular BiologyRespiratory BurstFlavonoidsbiologyPhenylpropanoidCell-Free SystemSerum Albumin BovineGeneral MedicineHydroquinonesHypochlorous AcidchemistryBiochemistryFlavanonesbiology.proteinChlorogenic AcidCarbonylationProtein Processing Post-TranslationalPeroxynitritePhytochemistry
researchProduct

Biomolecular characterization of wild sicilian oregano: phytochemical screening of essential oils and extracts, and evaluation of their antioxidant a…

2013

An extensive survey of wild Sicilian oregano was made. A total of 57 samples were collected from various sites, followed by taxonomic characterization from an agronomic perspective. Based on morphological and production characteristics obtained from the 57 samples, cluster analysis was used to divide the samples into homogeneous groups, to identify the best biotypes. All samples were analyzed for their phytochemical content, applying a cascade-extraction protocol and hydrodistillation, to obtain the non volatile components and the essential oils, respectively. The extracts contained thirteen polyphenol derivatives, i.e., four flavanones, seven flavones, and two organic acids. Their qualitat…

PolyphenolOriganum species; Essential oils; Polyphenols; Antioxidant activityAntioxidantmedicine.medical_treatmentBioengineeringBioagronomic characterizationBiochemistryFlavonesEssential oilAntioxidantsGas Chromatography-Mass SpectrometryMass Spectrometrychemistry.chemical_compoundOreganoAntioxidant activityOriganummedicineChemical groupsOils VolatileCluster AnalysisBiomassMolecular BiologyThymolSicilyChromatography High Pressure Liquidchemistry.chemical_classificationLamiaceaeChromatographyPolyphenolsGeneral ChemistryGeneral MedicineFlavonesSettore AGR/02 - Agronomia E Coltivazioni ErbaceechemistryPhytochemicalHomogeneousPolyphenolFlavanonesMolecular MedicineGas chromatography–mass spectrometryChemistrybiodiversity
researchProduct

Rapid determination of baicalin and total baicalein content in Scutellariae radix by ATR-IR and NIR spectroscopy

2013

In this study methods for the quantification of baicalin and total baicalein in Scutellariae radix with near infrared (NIR) spectroscopy and attenuated-total-reflectance mid-infrared (ATR-IR) spectroscopy in hyphenation with multivariate analysis were developed and compared. The reference analysis was performed by high performance liquid chromatography coupled to diode array detection (HPLC-DAD). Different pretreatments like standard normal variate (SNV), multiplicative scatter correction (MSC), first and second derivative Savitzky-Golay were applied on the spectra to optimize the calibrations. A principal component analysis was performed with both spectroscopic methods to distinguish wild …

Spectrophotometry InfraredATR-IRAnalytical chemistryPlant RootsHigh-performance liquid chromatographyArticleAnalytical Chemistrychemistry.chemical_compoundScutellariae radixScutellariae radixBaicalinLeast-Squares AnalysisSpectroscopySecond derivativeFlavonoidsPrincipal Component AnalysisChromatographybiologyNear-infrared spectroscopyNIRBaicaleinbiology.organism_classificationBaicaleinchemistryFlavanonesScutellaria baicalensisBaicalinScutellaria baicalensisTalanta
researchProduct

Rotenoids, Flavonoids, and Chalcones from the Root Bark of Millettia usaramensis.

2015

Five new compounds, 4-O-geranylisoliquiritigenin (1), 12-dihydrousararotenoid B (2), 12-dihydrousararotenoid C (3), 4'-O-geranyl-7-hydroxyflavanone (4), and 4'-O-geranyl-7-hydroxydihydroflavanol (5), along with 12 known natural products (6-17) were isolated from the CH2Cl2/MeOH (1:1) extract of the root bark of Millettia usaramensis ssp. usaramensis by chromatographic separation. The purified metabolites were identified by NMR spectroscopic and mass spectrometric analyses, whereas their absolute configurations were established on the basis of chiroptical data and in some cases also by X-ray crystallography. The crude extract was moderately active (IC50 = 11.63 μg/mL) against the ER-negative…

StereochemistryPlasmodium falciparumMolecular ConformationPharmaceutical Scienceroot barkCrystallography X-Ray01 natural sciencesMillettiaAnalytical ChemistryMillettia usaramensischemistry.chemical_compoundAntimalarialsChalconesDrug DiscoveryPlant BarkHumansta116IC50Nuclear Magnetic Resonance Biomolecularta317metabolitesPharmacologyFlavonoidsChromatographyNatural productbiologyMolecular Structure010405 organic chemistryChemistryPlant ExtractsOrganic ChemistryPlasmodium falciparumChloroquinebiology.organism_classification0104 chemical sciencesMillettia010404 medicinal & biomolecular chemistryChromatographic separationHEK293 CellsComplementary and alternative medicinevisual_artFlavanonesvisual_art.visual_art_mediumPlant BarkMolecular MedicineBarkrotenoidsJournal of natural products
researchProduct

Activity investigation of pinostrobin towards herpes simplex virus-1 as determined by atomic force microscopy

2009

In the present study, the antiviral activity of pinostrobin towards herpes simplex virus-1 (HSV-1) was investigated by MTT assay and atomic force microscopy. Pinostrobin can inhibit HSV-1 replication with 50% effective concentration (EC(50)) of 22.71 ± 1.72 μg/ml. MTT assay showed HSV-1 was significantly inhibited when pretreated with pinostrobin, with the inhibition of 85.69 ± 2.59%. Significant changes in morphology and size of HSV-1 were observed by atomic force microscopy (AFM) in response to pinostrobin treatment. AFM topography and phase images showed that with increasing time, the envelope was shedded and damaged, finally leading to virus inactivation. With increasing concentration, …

Virus inactivationPharmaceutical ScienceMice Inbred StrainsHerpesvirus 1 HumanMicrobial Sensitivity TestsMicroscopy Atomic Forcemedicine.disease_causePhase imageMiceIn vivoChlorocebus aethiopsDrug DiscoverymedicineAnimalsMTT assayTreatment effectVero CellsPharmacologyPlant ExtractsChemistryAtomic force microscopyHerpes SimplexVirologyHerpes simplex virusComplementary and alternative medicineFlavanonesBiophysicsVero cellMolecular MedicinePhytotherapyPhytomedicine
researchProduct