Search results for "Glucosides"

showing 10 items of 69 documents

Structural considerations on the iridoids as anti-inflammatory agents.

1994

Abstract Twelve iridoid glycosides have been evaluated for their anti-inflammatory activity on two models: the carrageenan-induced mouse paw edema and the TPA-induced mouse ear edema. Loganic acid was the most active (44.4% edema inhibition) on the former test, whereas the catalpol derivative mixture isolated from Scrophularia, aucubin, verbenalin, and loganin, showed the highest activity (from 72.0 to 80.0% edema inhibition) on the latter. The results allowed us to establish the relationship between the structure and anti-inflammatory activity on the basis of the different patterns of substitution, particularly hydroxylation, unsaturation, and acylation.

Iridoid GlycosidesIridoidmedicine.drug_classAnti-Inflammatory AgentsPharmaceutical ScienceIridoid GlucosidesAnalytical Chemistrychemistry.chemical_compoundMiceStructure-Activity RelationshipEdemaDrug DiscoverymedicineAnimalsGlycosidesAucubinPharmacologyChemistryLoganinTerpenesOrganic ChemistryCatalpolVerbenalinComplementary and alternative medicineBiochemistryMolecular MedicineFemalemedicine.symptomPlanta medica
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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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Effects of caffeoyl conjugates of isoprenyl-hydroquinone glucoside and quinic acid on leukocyte function.

2002

The activity of three prenylhydroquinone glucosides (1-3) and four caffeoylquinic esters (4-7), obtained from Phagnalon rupestre, on elastase release, myeloperoxidase activity and superoxide and leukotriene B(4) production from polymorphonuclear leukocytes was determined. 4,5-Dicaffeoylquinic acid strongly inhibited elastase release with an IC(50) value of 4.8 microM. Methylated caffeoylquinic derivatives were the most potent inhibitors of myeloperoxidase (IC(50) near 60 microM), whereas both methylated and free carboxyl isomers inhibited superoxide production with similar potency (IC(50) between 27 and 42 microM). The monocaffeoyl conjugate of prenylhydroquinone glucoside (3), the most pot…

Leukotriene B4StereochemistryNeutrophilsQuinic AcidAsteraceaeLeukotriene B4General Biochemistry Genetics and Molecular Biologychemistry.chemical_compoundCaffeic AcidsGlucosideGlucosidesIsomerismPhenolsSuperoxidesHumansGeneral Pharmacology Toxicology and PharmaceuticsEnzyme InhibitorsCells CulturedPeroxidaseLeukotrieneHydroquinonebiologyMolecular StructurePancreatic ElastaseChemistrySuperoxidePlant ExtractsElastaseGeneral MedicineQuinic acidBiochemistryMyeloperoxidasebiology.proteinLife sciences
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The influence of stevia glycosides on the growth of Lactobacillus reuteri strains

2013

UNLABELLED Use of stevia-derived sweeteners was recently officially approved by the European Commission, and their application in the food industry has increased, especially in functional foods. However, there are scarce data about the influence of stevia on probiotic bacteria, which are important both as an inhabitant of the human gut and as a functional food additive. Taking into consideration the broad application of Lactobacillus reuteri in functional foods, the aim of the research was to evaluate the influence of stevia glycosides on its growth. Six Lact. reuteri strains were tested for their ability to grow in the presence of stevioside and rebaudioside A (0·2-2·6 g l(-1) ). The effec…

Limosilactobacillus reuterichemistry.chemical_classificationbiologyFood industrybusiness.industrydigestive oral and skin physiologyfood and beveragesGlycosidebiology.organism_classificationApplied Microbiology and BiotechnologySteviaLactobacillus reuterilaw.inventionProbioticGlucosideschemistryFunctional foodlawSweetening AgentsSteviaSteviosideFood scienceDiterpenes KauranebusinessRebaudioside ALetters in Applied Microbiology
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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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New insight into the inhibition of the inflammatory response to experimental delayed-type hypersensitivity reactions in mice by scropolioside A.

2006

Scropolioside A, an iridoid isolated from Scrophularia auriculata ssp. pseudoauriculata, showed anti-inflammatory properties against different experimental models of delayed-type hypersensitivity. This iridoid reduced the oedema induced by oxazolone by 79% (72 h) at 0.5 mg/ear while reducing that induced by sheep red blood cells by 47% (18 h), 45% (24 h) and 36% (48 h) at 10 mg/kg. In vivo it reduced both oedema formation and cell infiltration whereas in vitro it reduced the proliferation of activated T-lymphocytes (IC50 of 67.74 microM). Treatment with scropolioside A (100 microM) 18 and 24 h after phytohemagglutinin stimulation increased the number of cells arrested in the subG(0) phase w…

LipopolysaccharidesNecrosisErythrocytesLeukotriene B4NeutrophilsT-LymphocytesAnti-Inflammatory AgentsStimulationInflammationApoptosisLymphocyte proliferationPharmacologyBiologyLeukotriene B4DinoprostoneNitric oxideCell LineOxazolonechemistry.chemical_compoundMiceGlucosidesmedicineAnimalsEdemaHumansHypersensitivity DelayedPyransPharmacologySheepPancreatic ElastaseCaspase 3MacrophagesOxazoloneEarAllergenschemistryDelayed hypersensitivityImmunologyCytokinesFemalemedicine.symptomEuropean journal of pharmacology
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In vivo monitoring of alkaloid metabolism in hybrid plant cell cultures by 2D cryo-NMR without labelling

2003

Non-invasive measurements of alkaloid metabolism in plant cell suspension cultures of a somatic hybrid from Rauvolfia serpentina Benth. ex Kurz and Rhazya stricta Decaisne were carried out. When cell samples were taken sequentially from a stock feeding experiment, measuring times for in vivo NMR of 40 min were sufficient for following conversions of alkaloids at the natural abundance of 13C. Degradation of ajmaline added to the cells at 1.6 mM concentration to raumacline could be monitored after 96 h on a standard 800 MHz NMR instrument (Avance 800). Feeding vinorine an intermediate of ajmaline biosynthesis at 1.8 mM showed with a 500 MHz CryoProbe that the alkaloid enters two metabolic rou…

Magnetic Resonance SpectroscopyTime FactorsClinical BiochemistryCell Culture TechniquesPharmaceutical ScienceHybrid CellsRhazya strictaBiochemistryRauwolfiaIndole AlkaloidsHydroxylationchemistry.chemical_compoundGlucosidesGlucosideRauvolfia serpentinaFreezingDrug Discoverymedicineheterocyclic compoundsMolecular BiologyAjmalineCarbon IsotopesMolecular StructurebiologyApocynaceaeAlkaloidOrganic Chemistrybiology.organism_classificationSecologanin Tryptamine AlkaloidsAjmalinechemistryBiochemistryVomilenineMolecular Medicinemedicine.drugBioorganic & Medicinal Chemistry
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Phytochemistry and molecular systematics of Triaenophora rupestris and Oreosolen Wattii (Scrophulariaceae)

2008

The relationships between the genera Triaenophora, Oreosolen and Rehmannia were investigated. All three genera were previously included in tribe Veroniceae which was part of Scrophulariaceae but which is now included in Plantaginaceae. With regard to the content of iridoid glucosides, Triaenophora rupestris and the much-investigated Rehmannia were almost identical in containing catalpol, ajugol and 6-feruloylajugol. Oreosolen wattii was rather different in having compounds typical for the tribe Scrophularieae (Scrophulariaceae), namely aucubin, harpagide, harpagoside as well as two diesters of rhamnopyranosylcatalpol, one of which, here named oreosolenoside, had not previously been describe…

Magnetic Resonance SpectroscopybiologyPhylogenetic treeMolecular StructureScrophulariaceaeIridoid GlucosidesPlant ScienceGeneral MedicineHorticulturebiology.organism_classificationBiochemistryCatalpolchemistry.chemical_compoundchemistryBotanyMolecular phylogeneticsFernsPlantaginaceaeMolecular BiologyRehmanniaScrophulariaceaeAucubinPhylogeny
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The SGLT2 inhibitor empagliflozin improves the primary diabetic complications in ZDF rats

2017

Hyperglycemia associated with inflammation and oxidative stress is a major cause of vascular dysfunction and cardiovascular disease in diabetes. Recent data reports that a selective sodium-glucose co-transporter 2 inhibitor (SGLT2i), empagliflozin (Jardiance®), ameliorates glucotoxicity via excretion of excess glucose in urine (glucosuria) and significantly improves cardiovascular mortality in type 2 diabetes mellitus (T2DM). The overarching hypothesis is that hyperglycemia and glucotoxicity are upstream of all other complications seen in diabetes. The aim of this study was to investigate effects of empagliflozin on glucotoxicity, β-cell function, inflammation, oxidative stress and endothel…

Male0301 basic medicineendocrine system diseasesDiabetic CardiomyopathiesFPS-ZM1 RAGE inhibitorClinical BiochemistryAorta ThoracicRAGE receptor for AGEICAM-1 intercellular adhesion molecule-1ECL enhanced chemiluminescence030204 cardiovascular system & hematologyDPP-4 dipeptidyl peptidase-4medicine.disease_causeTNF-α tumor necrosis factor-αBiochemistryeNOS endothelial •NO synthase (type 3)0302 clinical medicineGlucosidesecSOD extracellular superoxide dismutaseInsulin-Secreting CellsCCL-2 see MCP-1HyperlipidemiaHyperinsulinemiaGTN glyceryl trinitrate (nitroglycerin)IFN-γ interferon-γDHE dihydroethidineEndothelial dysfunctionEndothelial dysfunctionIL-6 interleukin-6lcsh:QH301-705.5HO-1 heme oxygenase-1lcsh:R5-920ICAM-1NG normoglycemiaDiabetesNox catalytic subunit of NADPH oxidaseSGLT2 inhibitorβ-cell contentL-012 8-amino-5-chloro-7-phenylpyrido[34-d]pyridazine-14-(2H3H)dione sodium saltChIP chromatin immunoprecipitationC-Reactive ProteinCRP C-reactive proteinAGE advanced glycation end productsHbA1c glycohemoglobinlcsh:Medicine (General)Research PaperZucker diabetic fatty ratsmedicine.medical_specialtyDMSO dimethylsulfoxideMCP-1 monocyte-chemoattractant-protein-1qRT-PCR quantitative reverse transcription polymerase chain reactionZDF Zucker diabetic fatty (rat)Low-grade inflammation03 medical and health sciencesROS reactive oxygen speciesSodium-Glucose Transporter 2Physiology (medical)Internal medicineDiabetes mellitusPKC protein kinase CEmpagliflozinmedicineAnimalsHypoglycemic AgentsBenzhydryl CompoundsCOX2 cyclooxygenase-2SGLT2i SGLT2 inhibitorSodium-Glucose Transporter 2 InhibitorsGlycated HemoglobinACh acetylcholinebusiness.industryOrganic Chemistrynutritional and metabolic diseasesType 2 Diabetes Mellitusmedicine.diseaseH2K9me2 histone3 lysine9 dimethylationRatsRats ZuckerDHFR dihydrofolate reductaseSGLT2 sodium-glucose co-transporter-2Oxidative StresssGC soluable guanylyl cyclaseGlucose030104 developmental biologyEndocrinologylcsh:Biology (General)ALDH-2 mitochondrial aldehyde dehydrogenaseEndothelium VascularAGE/RAGE signalingHG hyperglycemiabusinessOxidative stressRedox Biology
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Chronic social stress-induced hyperglycemia in mice couples individual stress susceptibility to impaired spatial memory

2018

Significance Stress-associated mental disorders and diabetes pose an enormous socio-economic burden. Glucose dysregulation occurs with both psychosocial and metabolic stress. While cognitive impairments are common in metabolic disorders such as diabetes and are accompanied by hyperglycemia, a causal role for glucose has not been established. We show that chronic social defeat (CSD) stress induces lasting peripheral and central hyperglycemia and impaired glucose metabolism in a subgroup of mice. Animals exhibiting hyperglycemia early post-CSD display spatial memory impairments that can be rescued by the antidiabetic empagliflozin. We demonstrate that individual stress vulnerability to glucos…

Male0301 basic medicinemedicine.medical_specialtybrainCarbohydrate metabolismSocial defeatMice03 medical and health sciences0302 clinical medicineGlucosidesSocial DesirabilityDiabetes mellitusInternal medicineEmpagliflozinmedicineAnimalsGlucose homeostasisChronic stressBenzhydryl CompoundsresilienceSpatial MemorySocial stressMemory DisordersMultidisciplinaryBehavior Animalbusiness.industrychronic social stressBiological Sciencesmedicine.diseaseMice Inbred C57BLGlucose030104 developmental biologyEndocrinologyPNAS PlusHyperglycemiaChronic Diseasebrain ; resilience ; metabolism ; chronic social stress ; glucoseBlood sugar regulationbusinessmetabolismStress Psychological030217 neurology & neurosurgeryNeuroscience
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