Search results for "Diterpenes"

showing 10 items of 84 documents

A compound-based proteomic approach discloses 15-ketoatractyligenin methyl ester as a new PPARγ partial agonist with anti-proliferative ability

2017

AbstractProteomics based approaches are emerging as useful tools to identify the targets of bioactive compounds and elucidate their molecular mechanisms of action. Here, we applied a chemical proteomic strategy to identify the peroxisome proliferator-activated receptor γ (PPARγ) as a molecular target of the pro-apoptotic agent 15-ketoatractyligenin methyl ester (compound 1). We demonstrated that compound 1 interacts with PPARγ, forms a covalent bond with the thiol group of C285 and occupies the sub-pocket between helix H3 and the β-sheet of the ligand-binding domain (LBD) of the receptor by Surface Plasmon Resonance (SPR), mass spectrometry-based studies and docking experiments. 1 displayed…

Transcriptional Activation0301 basic medicinenatural productTime FactorsPeroxisome proliferator-activated receptorApoptosisLigandsPartial agonistArticleRosiglitazonePPAR_gammaJurkat Cells03 medical and health sciencesTransactivation0302 clinical medicineproteomicsHumansBinding siteReceptorMode of actionPI3K/AKT/mTOR pathwayCell Proliferationchemistry.chemical_classificationBinding SitesMultidisciplinaryProtein StabilityProtein Proliferator-Activated-Receptor PPARs Ligand-Binding Domain Chemical Proteomics Accurate Docking Pi3k/Akt Pathway Drug Discovery Anticancer compoundsReproducibility of ResultsEstersSurface Plasmon ResonanceMolecular Docking SimulationPPAR gammaKineticsHEK293 Cells030104 developmental biologychemistryBiochemistryDocking (molecular)030220 oncology & carcinogenesisThermodynamicsThiazolidinedionesproteomics PPAR_gamma natural productDiterpenes KauraneHT29 CellsScientific Reports
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Antioxidant activity and chemical composition of three Tunisian Cistus: Cistus monspeliensis Cistus villosus and Cistus libanotis

2015

The chemical composition of three rockrose Cistus species, Cistus monspeliensis, Cistus libanotis and Cistus villosus, collected in Tunisia, was studied by HPTLC, focusing on the terpenes and phenols constituents. Diterpenes of Cistus are important as the main constituents of the leaf sticky aromatic resin, known as labdanum, which are highly appreciated in perfumery. Polyphenols in the methanolic extracts of each species were identified, quantified as total and as flavonoids and tannins, and tested for antioxidant activity. Diterpenes were evident in C. libanotis and C. monspeliensis, whereas they were practically absent in C. villosus; C. libanotis had higher phenolic amount, whereas anti…

TunisiaCistus; HPTLC; antioxidant activity; terpenes; phenolsTanninDPPHantioxidant activityCistuPlant ScienceCistus libanotisBiochemistryAntioxidantsAnalytical ChemistryTerpeneHPTLCchemistry.chemical_compoundPhenolsCistusBotanyPhenolsCistus monspeliensisterpeneChromatography High Pressure LiquidFlavonoidsbiologyPhenolLabdanumOrganic ChemistryCistusbiology.organism_classificationchemistryPolyphenolFlavonoidDiterpenesAntioxidantDiterpeneTanninsterpenes
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Arthrinins A–D: Novel diterpenoids and further constituents from the sponge derived fungus Arthrinium sp.

2011

Bioassay-guided fractionation of a methanolic extract of the fungus Arthrinium sp., isolated from the Mediterranean sponge Geodia cydonium, afforded 10 natural products including five new diterpenoids, arthrinins A-D (1-4) and myrocin D (5). In addition, five known compounds were obtained, which included myrocin A (6), norlichexanthone (7), anomalin A (8), decarboxycitrinone (9) and 2,5-dimethyl-7-hydroxychromone (10). The structures of all isolated compounds were unambiguously elucidated based on extensive 1D and 2D NMR and HR-MS analyzes. The absolute configuration of arthrinins A-D (1-4) was established by the convenient Mosher method performed in NMR tubes and by interpretation of the R…

Vascular Endothelial Growth Factor AClinical BiochemistryPharmaceutical ScienceAntineoplastic AgentsBiochemistryMiceAscomycotaCell Line TumorNeoplasmsDrug DiscoveryAnimalsHumansMTT assayCytotoxicityProtein Kinase InhibitorsMolecular BiologyNeovascularization PathologicKinaseChemistryOrganic ChemistryTerpenoidIn vitroPoriferaEndothelial stem cellVascular endothelial growth factor ABiochemistryCell cultureMolecular MedicineDiterpenesProtein KinasesBioorganic & Medicinal Chemistry
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Contribution of vitamin A to the oxidation resistance of human low density lipoproteins.

1995

This study investigated the antioxidant contribution of vitamin A in protecting human low density lipoprotein (LDL) against copper-stimulated oxidation. The presence of small amounts of retinol (0.033 ± 0.012 nmol/mol LDL) and retinyl palmitate (0.036 ± 0.021 nmol/mol LDL) was routinely ascertained in the LDL. A single oral supplementation with 20,000 IU vitamin A caused a two- to three-fold increase of retinol and retinyl palmitate in the LDL isolated 8 h after the supplementation. In comparison to autologous-control LDL, vitamin A-enriched LDL were more resistant to oxidation, as expressed both by a clear delay in the onset of lipid peroxidation and by a reduction of the rate of conjugate…

VitaminAdultMaleRetinyl EstersAntioxidantFree RadicalsArteriosclerosismedicine.medical_treatmentRetinyl esterIn Vitro Techniquesmedicine.disease_causeBiochemistryAntioxidantsLDLLipid peroxidationchemistry.chemical_compoundFree radicalIn vivoPhysiology (medical)Retinyl palmitatemedicineHumansVitamin ARetinolRetinolMiddle AgedLipoproteins LDLKineticsOxidative StresschemistryBiochemistryAtherosclerosiLow-density lipoproteinlipids (amino acids peptides and proteins)FemaleLipid PeroxidationAntioxidantDiterpenesOxidation-ReductionOxidative stressCopperFree radical biologymedicine
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Vitamin A in parenteral nutrition: uptake and distribution of retinyl esters after intravenous application.

1989

Short-term parenteral application of vitamin A was examined in rats. Retinyl margarinate, which is chemically similar to physiological retinyl esters, was used in vitamin A-depleted rats to study uptake, distribution, and storage of retinyl esters in tissues. Vitamin A-depleted and Vitamin A-sufficient rats were infused with a micellar suspension of retinyl margarinate for 7 h and then killed at different times. Retinyl margarinate was directly taken up by all tissues examined. It appears that infusion of retinyl esters in micellar form provides a direct way to supply vitamin A to peripheral, vitamin A-dependent tissues. Therefore, a short-term infusion of retinyl esters with an emulsifier …

VitaminMalemedicine.medical_specialtyRetinyl EstersMedicine (miscellaneous)Retinyl esterschemistry.chemical_compoundPharmacokineticsInfusion ProcedureInternal medicineTestismedicineDistribution (pharmacology)AnimalsTissue DistributionIntestinal MucosaVitamin ALungChromatography High Pressure LiquidChromatographyNutrition and Dieteticsbusiness.industryVitamin A DeficiencyRetinolMetabolismRatsTracheaEndocrinologyParenteral nutritionchemistryLiverParenteral Nutrition TotalDiterpenesbusinessSpleenThe American journal of clinical nutrition
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Long-Term Administration of High Dose Vitamin A to Rats Does Not Cause Fetal Malformations: Macroscopic, Skeletal and Physicochemical Finds

1996

A rat model was used to investigate whether high oral doses of vitamin A lead to fetal malformations and to what extent retinyl esters (RES) are transferred from the mother to the fetuses. Retinol and RES concentrations in plasma behave similarly in rats and humans. When high concentrations of vitamin A are administered, plasma retinol concentrations remain relatively constant, whereas plasma RES increased in parallel with the dose. To achieve an elevation from approximately 150 to > 1525 nmol x L(-1) in the experimental group before mating, female Ibm: RORO (spf) rats were fed a maintenance diet enriched with 15.2 x 10(3) retinol equivalents (RE) x kg(-1) at the start and increased stepwis…

VitaminRetinyl Estersmedicine.medical_specialtyChemical PhenomenaRetinoic acidMedicine (miscellaneous)Biologychemistry.chemical_compoundPregnancyOral administrationInternal medicinemedicineAnimalsVitamin AMaternal-Fetal ExchangeChromatography High Pressure LiquidFetusNutrition and DieteticsChemistry PhysicalRetinolAbnormalities Drug-InducedRetinol EquivalentEstersTeratologyRatsEndocrinologychemistryToxicityFemaleDiterpenesThe Journal of Nutrition
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Spirocurcasone, a diterpenoid with a novel carbon skeleton from Jatropha curcas.

2010

Spirocurcasone (14), a diterpenoid possessing the unprecedented "spirorhamnofolane" skeleton, was isolated from the root barks of Jatropha curcas, a plant extensively cultivated throughout the world, along with 11 known and two other new diterpenoids. The stereostructure of spirocurcasone was established using HRESIMS, NMR, and quantum mechanical calculation of the electronic circular dichroic (ECD) spectrum. Some of the isolated diterpenoids showed a potent activity against L5178Y, a mouse lymphoma cell line.

biologyPlant rootsMolecular StructureChemistryMouse LymphomaOrganic ChemistryCarbon skeletonJatrophaJatrophabiology.organism_classificationBiochemistryAntineoplastic Agents PhytogenicPlant RootsTerpenoidMicePlant BarkOrganic chemistryAnimalsPhysical and Theoretical ChemistryDiterpenesDrug Screening Assays AntitumorJatropha curcasSpirocurcasoneOrganic letters
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Synthetic studies on neoclerodane diterpenes from Salvia splendens: oxidative modifications of ring A.

2011

Salvinorin A (1), a neoclerodane diterpene from the hallucinogenic mint Salvia divinorum, is the only known naturally occurring non-nitrogenous and specific κ-opioid agonist. Some oxidative modifications of the A ring in the congeners of 1 isolated from Salvia splendens salviarin, splenolide B, splendidin and in the non-natural 8-epi-salviarin gave new derivatives, some of which were tested as agonists at opioid receptors. However, none of these compounds were active. The presence of the C-18, C-19 lactone could be at the origin of the observed lack of binding affinity.

chemistry.chemical_classificationbiologyStereochemistryOrganic ChemistryPharmacognosySalviabiology.organism_classificationBiochemistryTerpenoidSalvinorin AArticleTerpenechemistry.chemical_compoundchemistryDrug DiscoverySalvia divinorumSalvia splendens. Opioid receptors. Neoclerodane diterpenes. Semisynthetic derivativesDiterpeneLactoneTetrahedron
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The impact of coffee on health

2013

Abstract Objective Coffee is a beverage used worldwide. It includes a wide array of components that can have potential implication on health. We have reviewed publications on the impact of coffee on a series of health outcomes. Methods Articles published between January 1990 and December 2012 were selected after crossing coffee or caffeine with a list of keywords representative of the most relevant health areas potentially affected by coffee intake. Results Caffeine, chlorogenic acids and diterpenes are important components of coffee. Tolerance often acts as a modulator of the biological actions of coffee. There is a significant impact of coffee on the cardiovascular system, and on the meta…

media_common.quotation_subjectDiseaseCardiovascular SystemCoffeeGeneral Biochemistry Genetics and Molecular Biologychemistry.chemical_compoundOptimismCaffeineEnvironmental healthDiabetes mellitusAnimalsHumansMedicineHomocysteinemedia_commonbusiness.industryIncidence (epidemiology)Obstetrics and GynecologyDrug ToleranceLipid Metabolismmedicine.diseaseHeart insufficiencyBiotechnologychemistryCarbohydrate MetabolismCentral Nervous System StimulantsObservational studyChlorogenic AcidDiterpenesbusinessCaffeineCancer riskMaturitas
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Analysis of Rabbit Vascular Responses to DBI, an Ingol Derivative Isolated from Euphorbia canariensis

1997

Abstract We have analysed the effects of 7,12-O-diacetyl-8-O-benzoil-2,3-diepiingol (DBI), an ingol derivative isolated from E. canariensis, on isometric tension developed by isolated rabbit basilar and carotid arteries. Concentration-response curves to DBI (10−8 - 3 × 10−5 m) were obtained cumulatively in both arteries at resting tension and active tone (KC1, 50 mm). At resting tension, DBI induced a concentration-dependent contraction, which was not inhibited in Ca2+-free medium. H7 (1-(5-isoquinoline sulphonyl)-2-methylpiperazine dichloride) (10−4 m) inhibited the DBI-induced contraction both in basilar and in carotid arteries. Calmidazolium (10−4 m) inhibited the maximum contraction of …

medicine.medical_specialtyContraction (grammar)LatexCarotid Artery CommonMuscle RelaxationPharmaceutical ScienceProstacyclinNitric OxideNitroarginineMuscle Smooth VascularEuphorbia canariensisCalmodulin1-(5-Isoquinolinesulfonyl)-2-MethylpiperazineInternal medicinemedicine.arterymedicineBasilar arteryAnimalsEnzyme InhibitorsProtein Kinase CPharmacologyPlants MedicinalLagomorphabiologyPlant Extractsbiology.organism_classificationEpoprostenolEndocrinologymedicine.anatomical_structureBasilar ArteryCirculatory systemcardiovascular systemCalciumRabbitsDiterpenesMuscle Contractionmedicine.drugBlood vesselArteryJournal of Pharmacy and Pharmacology
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