Search results for "Flavanone"

showing 10 items of 26 documents

Mechanisms involved in the chemoprevention of flavonoids

2001

Flavonoids, widespread in edible plants, have been studied extensively for their anticarcinogenic properties. However, only few studies have been done with these constituents being administered by the dietary route. In our research, the effects of feeding rats with flavone, flavanone, tangeretin, and quercetin were investigated on two steps of aflatoxin B1 (AFB1)-induced hepatocarcinogenesis (initiation and promotion). Nonpolar flavonoids such as flavone, flavanone and tangeretin administered through the initiation period, decreased the number of -gamma-glutamyl transpeptidase-preneoplastic foci. In the same conditions of administration, quercetin, a polyhydroxylated flavonoid, showed no pr…

MaleAflatoxinAflatoxin B1[SDV]Life Sciences [q-bio]Clinical BiochemistryFlavonoidChemopreventionBiochemistryFlavones03 medical and health scienceschemistry.chemical_compoundTangeretinCytosolLiver Neoplasms Experimental0302 clinical medicineAnimalsAnticarcinogenic Agentsheterocyclic compoundsRats WistarComputingMilieux_MISCELLANEOUS030304 developmental biologyFlavonoidschemistry.chemical_classification0303 health sciencesDNAGeneral MedicineGlutathioneFlavonesGlutathioneCANCERDietRats3. Good health[SDV] Life Sciences [q-bio]LiverchemistryBiochemistryPhenobarbital030220 oncology & carcinogenesisFlavanonesCarcinogensChemoprotectiveMolecular MedicineQuercetinQuercetinFlavanoneBioFactors
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The inhibition by flavonoids of 2-amino-3-methylimidazo[4,5-f]quinoline metabolic activation to a mutagen: a structure-activity relationship study.

1997

The mutagenicity of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) in Salmonella typhimurium TA98 is inhibited by flavonoids with distinct structure-antimutagenicity relationships (Edenharder, R., I. von Petersdorff I. and R. Rauscher (1993). Antimutagenic effects of flavonoids, chalcones and structurally related compounds on the activity of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) and other heterocyclic amine mutagens from cooked food, Mutation Res., 287, 261-274). With respect to the mechanism(s) of antimutagenicity, the following results were obtained here. (1) 7-Methoxy- and 7-ethoxyresorufin-O-dealkylase activities in rat liver microsomes, linked to cytochrome P-450-dependent 1A1 and…

MaleCytochrome P-450 CYP1A2 InhibitorsHealth Toxicology and MutagenesisHydroxylationFlavonesRats Sprague-Dawleychemistry.chemical_compoundStructure-Activity RelationshipFlavonolsCytochrome P-450 Enzyme SystemGeneticsCytochrome P-450 CYP1A1AnimalsMolecular BiologyBiotransformationchemistry.chemical_classificationFlavonoidsMutagenicity Testsfood and beveragesAntimutagenic AgentsMonooxygenaseDiosmetinRatschemistryBiochemistryHydroxyquinolinesMicrosomes LiverQuinolinesOxidoreductasesAntimutagenFlavanoneLuteolinFisetinMutagensMutation research
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Differential Effects of Nonhydroxylated Flavonoids as Inducers of Cytochrome P450 1A and 2B Isozymes in Rat Liver

1996

Flavanone, flavone, and tangeretin differentially affected the activities of cytochrome P540 1A and 2B isozymes in rat liver. Flavone and, to a lesser extent, tangeretin, increased activities of ethoxyresorufin O-deethylase, methoxyresorufin O-demethylase, and pentoxyresorufin O-dealkylase (PROD), whereas flavanone mainly enhanced PROD activity. Immunoblot analysis indicated that flavone and tangeretin increased cytochrome P450 1A1, 1A2, and 2B1,2 forms, whereas flavanone only enhanced the cytochrome P450 2B isozymes. Northern blot study showed that flavone and tangeretin increased the level of the cytochrome P450 1A2 mRNAs. The concentration of the other mRNAs were slightly or not affected…

MaleCytochromeBlotting WesternMolecular Sequence Data[SDV.TOX.TCA]Life Sciences [q-bio]/Toxicology/Toxicology and food chainToxicologyFlavonesIsozymeTangeretinchemistry.chemical_compoundCytochrome P-450 Enzyme SystemAnimalsRNA MessengerRats WistarEnzyme inducerFlavonoidsPharmacologychemistry.chemical_classificationBase SequencebiologyCYP1A2Cytochrome P450Blotting NorthernFlavonesRatsIsoenzymesLiverchemistryBiochemistryEnzyme InductionFlavanonesMicrosomes Liverbiology.proteinFlavanoneToxicology and Applied Pharmacology
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Ethnobotanical survey and cytotoxicity testing of plants of South-western Nigeria used to treat cancer, with isolation of cytotoxic constituents from…

2010

Abstract Ethnopharmacological relevance There is only scant literature on the anticancer components of medicinal plants from Nigeria, yet traditional healers in the area under study claim to have been managing the disease in their patients with some success using the species studied. Aim of study To document plants commonly used to treat cancer in South-western Nigeria and to test the scientific basis of the claims using in vitro cytotoxicity tests. Methods Structured questionnaires were used to explore the ethnobotanical practices amongst the traditional healers. Methanol extracts of the most common species cited were screened for cytotoxicity using the sulforhodamine B (SRB) assay in both…

MalePycnanthus angolensisEthnobotanyNigeriaPharmacognosyCajanusCajanusCell Line TumorNeoplasmsDrug DiscoveryMedicineHumansOleanolic AcidCytotoxicityMedicinal plantsPharmacologyPlants MedicinalbiologyTraditional medicinebusiness.industryData CollectionCancerPlantsbiology.organism_classificationmedicine.diseaseSitosterolsPlant LeavesAcanthospermum hispidumCancer cellEthnopharmacologyFlavanonesbusinessJournal of ethnopharmacology
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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
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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
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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
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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
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Inhibition of the mutagenicity of 2-nitrofluorene, 3-nitrofluoranthene and 1-nitropyrene by flavonoids, coumarins, quinones and other phenolic compou…

1997

When 56 flavonoids, 32 coumarins, five naphthoquinones, 12 anthraquinones and five structurally-related compounds were tested for their antimutagenic potencies with respect to mutagenicities induced by 2-nitrofluorene (2-NF), 3-nitrofluoranthene (3-NFA) and 1-nitropyrene (1-NP) in Salmonella typhimurium TA98 distinct structure-activity relationships were detected. First, the tetracyclic nitroarenes 3-NFA and 1-NP were in general more effectively antagonized by potent antimutagenic flavonoids and coumarins than the tricyclic 2-NF, while there were only minor differences with quinones. Secondly, antimutagenicity of natural compounds of plant origin correlated with the aglyconic nature 10 of a…

Salmonella typhimuriumStereochemistryToxicologyAnthroneFlavoneschemistry.chemical_compoundFlavonolsPhenolsAnthraquinonesAnimalsOrganic chemistryBenzopyransPhenolsFlavonoidschemistry.chemical_classificationFluorenesPyrenesMutagenicity TestsPlant ExtractsChemistryAntimutagenic AgentsGeneral MedicineNaphthoquinoneAntimutagenFlavanoneMutagensFood ScienceFood and Chemical Toxicology
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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
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