Search results for "FLAVONOIDS"

showing 10 items of 213 documents

Fragmentation Pathways of Polycyclic Polyisoprenylated Benzophenones and Degradation Profile of Nemorosone by Multiple-Stage Tandem Mass Spectrometry

2009

Nemorosone is a polycyclic polyisoprenylated benzophenone (PPBs) with strong cytotoxic activity. It is the major constituent of Clusia rosea floral resin and brown Cuban propolis. Other PPBs found in Cuban propolis are oxidized and cyclized derivatives of nemorosone. The instability of PPBs carrying an enolizable 1,3-diketone system has been suggested, and the elucidation of this aspect is very fundamental for the evaluation of their biologic activity. Electrospray ionization multistage tandem mass spectrometry (ESI-MSn) was employed to shed light on the origin of these derivatives of nemorosone and to define the stability of this natural product. For this purpose, we initially performed MS…

Spectrometry Mass Electrospray IonizationElectrosprayNatural productChromatographyElectrospray ionizationFlavonoids LC-MSMass spectrometryTandem mass spectrometryTerpenoidMassBenzophenoneschemistry.chemical_compoundModels ChemicalchemistryStructural BiologyLiquid chromatography–mass spectrometrySpectroscopy Fourier Transform InfraredOrganic chemistryComputer SimulationPolycyclic CompoundsSpectroscopy
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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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The chemical composition of the aerial parts of Stachys spreitzenhoferi (Lamiaceae) growing in Kythira Island (Greece), and their antioxidant, antimi…

2022

The Stachys L. genus has been used in traditional medicine to treat skin inflammations, stomach disorders, and stress. The aim of this study was to investigate the chemical profile and biological activity of the methanolic extract of Stachys spreitzenhoferi Heldr. (Lamiaceae) aerial parts, collected on the island of Kythira, South Greece. The analysis by liquid chromatography coupled with electrospray ionization and high-resolution mass spectrometry [LC-(-)ESI/HRMSn] of the methanol extract revealed the occurrence of thirty-six compounds - flavonoids, phenylethanoid glycosides, iridoids, quinic acid derivatives, aliphatic alcohol glycosides, and oligosaccharides - highlighting the substanti…

Staphylococcus aureusQuinic AcidPlant ScienceAntiproliferative activityHorticultureAntimicrobial activityBiochemistryAntioxidantsAntimicrobial activity; Antioxidant effects; Antiproliferative activity; LC-(−)ESI/HRMS(n); Lamiaceae; Stachys spreitzenhoferi Heldr.; Anti-Bacterial Agents; Antioxidants; Flavonoids; Glycosides; Greece; Humans; Iridoids; Methanol; Plant Components Aerial; Plant Extracts; Quinic Acid; Reactive Oxygen Species; Staphylococcus aureus; Superoxide Dismutase; U937 Cells; Anti-Infective Agents; Lamiaceae; StachysAnti-Infective AgentsHumansIridoidsStachys spreitzenhoferi HeldrGlycosidesMolecular BiologyFlavonoidsLamiaceaeGreecePlant ExtractsSuperoxide DismutaseMethanolStachys spreitzenhoferi Heldr.LC-(−)ESI/HRMS(n)AerialGeneral MedicineU937 CellsAntioxidant effectPlant Components AerialAnti-Bacterial AgentsAntioxidant effectsStachysPlant ComponentsReactive Oxygen Species
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Antibacterial Activity of Flavonoids Against Methicillin-resistant Staphylococcus aureus strains

2000

An experimental and theoretical study was performed on the anti-staphylococcal activity of 18 natural and synthetic flavonoids against methicillin-resistant Staphylococcus aureus strains. The analysed flavonoids belong to three well-differentiated structural patterns: chalcones, flavanones and flavones. The quantitative analysis of the anti-staphylococcal activity of the compounds was carried out by determining their percent inhibition degree. The hierarchical cluster analysis method was used to analyse the anti-MRSA activity of the compounds. With this methodology, the flavonoids were classified into four groups according to their anti-staphylococcal activity (high, sufficient, intermediat…

Statistics and ProbabilityStaphylococcus aureusChalconeStereochemistryFlavonoidMicrobial Sensitivity Testsmedicine.disease_causeFlavonesGeneral Biochemistry Genetics and Molecular BiologyStructure-Activity Relationshipchemistry.chemical_compoundChalconemedicineAnimalsCluster AnalysisHumansStructure–activity relationshipFlavonoidschemistry.chemical_classificationGeneral Immunology and MicrobiologyApplied MathematicsGeneral MedicineStaphylococcal InfectionsMethicillin-resistant Staphylococcus aureusAnti-Bacterial AgentschemistryBiochemistryStaphylococcus aureusModeling and SimulationMethicillin ResistanceGeneral Agricultural and Biological SciencesAntibacterial activityQuantitative analysis (chemistry)Journal of Theoretical Biology
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Classification of flavonoid compounds by using entropy of information theory

2013

A total of 74 flavonoid compounds are classified into a periodic table by using an algorithm based on the entropy of information theory. Seven features in hierarchical order are used to classify structurally the flavonoids. From these features, the first three mark the group or column, while the last four are used to indicate the row or period in a table of periodic classification. Those flavonoids in the same group and period are suggested to show maximum similarity in properties. Furthermore, those with only the same group will present moderate similarity. In this report, the flavonoid compounds in the table, whose experimental data in bioactivity and antioxidant properties have been prev…

StereochemistryEntropyFlavonoidInformation TheoryPlant ScienceHorticultureInformation theoryBiochemistryAntioxidantsMolecular classificationEntropy (information theory)heterocyclic compoundsMolecular BiologyFlavonoidschemistry.chemical_classificationPrincipal Component AnalysisMolecular Structurebusiness.industryfungifood and beveragesPattern recognitionGeneral MedicinechemistryArtificial intelligencebusinessAlgorithmsPhytochemistry
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Furoquinolines and dihydrooxazole alkaloids with cytotoxic activity from the stem bark of Araliopsis soyauxii.

2018

Abstract Two new furoquinoline alkaloids, maculine B (1) and kokusaginine B (2) and one new dihydrooxazole alkaloid, veprisazole (3), along with four known compounds namely, N13-methyl-3-methoxyrutaecarpine (4), flindersiamine (5), skimmianine (6) and tilianin (7) were isolated from the methanol extract of the stem bark of Araliopsis soyauxii Engl. by various chromatographic methods. Their structures were determined using spectrometry and spectroscopic techniques including NMR and MS. The cytotoxicity of the new compounds compared to that of doxorubicin, the reference anticancer compound, was determined on a panel of nine cancer cell lines including sensitive and drug resistant phenotypes. …

StereochemistryPhytochemicalsDioxoles01 natural sciencesAlkaloidsCell Line TumorDrug DiscoverymedicineCytotoxic T cellHumansDoxorubicinCameroonGlycosidesMedicinal plantsCytotoxicityFuransIC50RutaceaePharmacologyFlavonoidsMolecular Structure010405 organic chemistryChemistryAlkaloidGeneral MedicineAntineoplastic Agents PhytogenicDrug Resistance Multiple0104 chemical sciences010404 medicinal & biomolecular chemistryCell cultureDrug Resistance Neoplasmvisual_artvisual_art.visual_art_mediumPlant BarkQuinolinesBarkmedicine.drugFitoterapia
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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
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Sorbitol-penetration enhancer containing vesicles loaded with baicalin for the protection and regeneration of skin injured by oxidative stress and UV…

2018

Abstract Aiming at improving the protective effects of baicalin on the skin, new highly-biocompatible penetration enhancer containing vesicles (PEVs) were developed by modifying the base formulation of transfersomes with sorbitol, thus obtaining sorbitol-PEVs. An extensive evaluation of the physico-chemical features of both transfersomes and sorbitol-PEVs was carried out. Transfersomes were mainly close-packed, multi-compartment vesicles, while sorbitol-PEVs appeared mostly as single, spherical, unilamellar vesicles. All the vesicles were small in size (∼128 nm) and negatively charged (∼−67 mV), without significant differences between the formulations. The in vitro delivery of baicalin to i…

SwineUltraviolet RaysChemistry PharmaceuticalCellPharmaceutical Science02 engineering and technologymedicine.disease_cause030226 pharmacology & pharmacyCell LineExcipients03 medical and health scienceschemistry.chemical_compoundMice0302 clinical medicineDrug Delivery SystemsCell MovementmedicineAnimalsHumansRegenerationSorbitolParticle SizeCell ProliferationSkinFlavonoidsWound HealingCell growthVesicleRegeneration (biology)fungi3T3 Cells021001 nanoscience & nanotechnologyIn vitroOxidative Stressmedicine.anatomical_structurechemistryBiophysicsSorbitol0210 nano-technologyBaicalinOxidative stressInternational journal of pharmaceutics
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Cytotoxic geranylflavonoids from Bonannia graeca

2011

The analysis of the aerial parts of Bonannia graeca led to the isolation and characterization of two new polar geranylated flavonoids (6 and 7). The structure elucidation was performed by extensive spectroscopic methods (1D and 2D NMR) and comparison with literature data. All natural flavonoids isolated from B. graeca (1–7) and some synthetic derivatives (8–11) were tested for cytotoxic activity against four human tumor cell lines. Preliminary structure-activity relationship correlations are discussed.

Synthetic derivativesStereochemistryChemical structurePlant ScienceHorticultureBiochemistryArticleStructure-Activity RelationshipBonannia graecaCell Line TumorHumansCytotoxic T cellStructure–activity relationshipSettore BIO/15 - Biologia FarmaceuticaGeranylflavonoidsMolecular BiologyFlavonoidsApiaceaeMolecular StructurebiologyCytotoxic activityfungiEuphorbiaceaefood and beveragesGeneral MedicineSettore CHIM/06 - Chimica OrganicaPlant Components Aerialbiology.organism_classificationAntineoplastic Agents PhytogenicHuman tumorTwo-dimensional nuclear magnetic resonance spectroscopyApiaceae
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Modulation of intracellular calcium concentrations and T cell activation by prickly pear polyphenols.

2004

Opuntia ficus indica (prickly pear) polyphenolic compounds (OFPC) triggered an increase in [Ca2+]i in human Jurkat T-cell lines. Furthermore, OFPC-induced rise in [Ca2+]i was significantly curtailed in calcium-free buffer (0% Ca2+) as compared to that in 100% Ca2+ medium. Preincubation of cells with tyrphostin A9, an inhibitor of Ca2+ release-activated Ca2+ (CRAC) channels, significantly diminished the OFPC-induced sustained response on the increases in [Ca2+]i. Lanthanum and nifedipine, the respective inhibitors of voltage-dependent and L-type calcium channels, failed to curtail significantly the OFPC-induced calcium response. As OFPC still stimulated increases in [Ca2+]i in 0% Ca2+ medium…

ThapsigarginT-LymphocytesClinical Biochemistrychemistry.chemical_elementGene ExpressionBiologyCalciumLymphocyte ActivationCalcium in biologyMembrane Potentialschemistry.chemical_compoundJurkat CellsPhenolsmedicineHumansCalcium SignalingRNA MessengerMolecular BiologyCalcium signalingCalcium metabolismFlavonoidsVoltage-dependent calcium channelDose-Response Relationship DrugPlant ExtractsReverse Transcriptase Polymerase Chain ReactionEndoplasmic reticulumOpuntiaPolyphenolsCell BiologyGeneral MedicineTyrphostinsMechanism of actionBiochemistrychemistryBiophysicsInterleukin-2ThapsigarginCalciummedicine.symptomMolecular and cellular biochemistry
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