Search results for "Sesquiterpenes"

showing 10 items of 110 documents

Cytotoxicity of sesquiterpene alkaloids from Nuphar plants toward sensitive and drug-resistant cell lines.

2018

Multi-drug resistance (MDR) is a critical problem in cancer chemotherapy. MDR causes the overexpression of ATP-binding cassette (ABC) transporters and mutations in tumor suppressor genes and oncogenes. To tackle this issue, in this study, we focused on Nuphar plants, which have been traditionally used as food. Sesquiterpene alkaloids (1–3) were isolated from N. japonicum and dimeric sesquiterpene thioalkaloids (4–10) were isolated from N. pumilum. P-glycoprotein-overexpressing CEM/ADR5000 cells were cross-resistant to 6,6′-dihydroxythiobinupharidine (10). Using in silico molecular docking, we calculated the binding energies and simulated the interactions of these compounds with the correspo…

0301 basic medicineATP Binding Cassette Transporter Subfamily BTumor suppressor geneCell SurvivalATP-binding cassette transporterNuphar03 medical and health sciences0302 clinical medicineAlkaloidsCell Line TumorNeoplasmsATP Binding Cassette Transporter Subfamily G Member 2HumansATP Binding Cassette Transporter Subfamily B Member 1Binding siteCytotoxicityGeneOncogeneChemistryPlant ExtractsABCB5General MedicineMolecular biologyAntineoplastic Agents PhytogenicNeoplasm ProteinsGene Expression Regulation NeoplasticMolecular Docking Simulation030104 developmental biologyCell cultureDrug Resistance Neoplasm030220 oncology & carcinogenesisSesquiterpenesFood ScienceFoodfunction
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Parthenolide and DMAPT exert cytotoxic effects on breast cancer stem-like cells by inducing oxidative stress, mitochondrial dysfunction and necrosis

2016

Triple-negative breast cancers (TNBCs) are aggressive forms of breast carcinoma associated with a high rate of recidivism. In this paper, we report the production of mammospheres from three lines of TNBC cells and demonstrate that both parthenolide (PN) and its soluble analog dimethylaminoparthenolide (DMAPT) suppressed this production and induced cytotoxic effects in breast cancer stem-like cells, derived from dissociation of mammospheres. In particular, the drugs exerted a remarkable inhibitory effect on viability of stem-like cells. Such an effect was suppressed by N-acetylcysteine, suggesting a role of reactive oxygen species (ROS) generation in the cytotoxic effect. Instead z-VAD, a ge…

0301 basic medicineCancer ResearchNecrosismedicine.disease_causeCancer -- Treatmentchemistry.chemical_compoundOnium CompoundsMedicineCytotoxic T cellBreast -- CancerMembrane Potential Mitochondrialchemistry.chemical_classificationSuperoxideMitochondrial DNAMitochondriaNeoplastic Stem CellsFemaleOriginal Articlemedicine.symptomOligopeptidesSesquiterpenesCell SurvivalNF-E2-Related Factor 2ImmunologyBreast NeoplasmsReal-Time Polymerase Chain Reaction03 medical and health sciencesCellular and Molecular NeuroscienceDownregulation and upregulationCell Line TumorHumansParthenolideparthenolide cancer stem cell triple-negative breast cancer reactive oxygen species nuclear factor erythroid 2-related factor 2Fluorescent DyesReactive oxygen speciesbusiness.industryAcetophenonesNADPH OxidasesCell BiologyCell nuclei -- AbnormalitiesOxidative Stress030104 developmental biologychemistryApocyninImmunologyCancer researchReactive Oxygen SpeciesbusinessOxidative stressTranscription FactorsCell Death & Disease
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Cancer combination therapies with artemisinin-type drugs

2017

Artemisia annua L. is a Chinese medicinal plant, which is used throughout Asia and Africa as tea or press juice to treat malaria. The bioactivity of its chemical constituent, artemisinin is, however, much broader. We and others found that artemisinin and its derivatives also exert profound activity against tumor cells in vitro and in vivo. Should artemisinin-type drugs be applied routinely in clinical oncology in the future, then it should probably be as part of combination therapy regimens rather than as monotherapy. In the present review, I give a comprehensive overview on synergistic and additive effects of artemisinin-type drugs in combination with different types of cytotoxic agents an…

0301 basic medicineDrugCombination therapymedicine.medical_treatmentmedia_common.quotation_subjectArtemisia annuaDrug resistancePharmacologyBiochemistry03 medical and health scienceschemistry.chemical_compound0302 clinical medicineIn vivoCell Line TumorNeoplasmsAntineoplastic Combined Chemotherapy Protocolsparasitic diseasesmedicineAnimalsHumansDrug InteractionsArtemisininmedia_commonPharmacologyBiological ProductsChemotherapyNatural productbiologybusiness.industryDrug SynergismDrugs Investigationalbiology.organism_classificationAntineoplastic Agents PhytogenicCombined Modality TherapyArtemisininsDrug Resistance Multiple030104 developmental biologychemistryDrug Resistance Neoplasm030220 oncology & carcinogenesisChemical and Drug Induced Liver InjurybusinessSesquiterpenesmedicine.drugBiochemical Pharmacology
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Structure-Activity Relationships of Cytotoxic Lactones as Inhibitors and Mechanisms of Action.

2020

Background: Some lactones prevent protein Myb-dependent gene expression. Objective: The object is to calculate inhibitors of Myb-brought genetic manifestation. Methods: Linear quantitative structure–potency relations result expanded, among sesquiterpene lactones of a variety of macrocycles (pseudoguaianolides, guaianolides, eudesmanolides and germacranolides), to establish which part of the molecule constitutes their pharmacophore, and predict their inhibitory potency on Myb-reliant genetic manifestation, which may result helpful as leads for antileukaemic therapies with a new mechanism of action. Results: Several count indices are connected with structure–activity. The α-methylene-γ-lacto…

0301 basic medicineGermacranolidePaclitaxelStereochemistrySesquiterpeneRing (chemistry)Ligands030226 pharmacology & pharmacy03 medical and health scienceschemistry.chemical_compoundLactonesStructure-Activity Relationship0302 clinical medicineTubulinNeoplasmsDrug DiscoverymedicinePotencyMoleculeHumansEtoposidechemistry.chemical_classification030102 biochemistry & molecular biologyAntineoplastic Agents PhytogenicTubulin ModulatorsMolecular Docking SimulationMechanism of actionchemistryStructural Homology ProteinDrug DesignPharmacophoremedicine.symptomTopotecanSesquiterpenesLactoneCurrent drug discovery technologies
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Efficiency of Target Larvicides Is Conditioned by ABC-Mediated Transport in the Zoonotic Nematode Anisakis pegreffii

2018

Anisakiasis is among the most significant emerging foodborne parasitoses contracted through consumption of thermally unprocessed seafood harboring infective Anisakis species larvae. The efficacy of the currently applied anthelminthic therapy in humans and in model organisms has not proven sufficient, so alternative solutions employing natural compounds combined with chemical inhibitors should be explored. By testing toxicity of the natural monoterpenes nerolidol and farnesol and the conventional anthelminthics abamectin and levamisole in the presence/absence of MK-571 and Valspodar, which inhibit the ABC transporter proteins multidrug resistance protein (MRP-like) and P-glycoprotein (P-gp),…

0301 basic medicineNematodaAnisakis antiparasitic agents multidrug resistance proteinsAnisakiATP-binding cassette transporterAnisakiasisAnisakisMicrobiology03 medical and health scienceschemistry.chemical_compound0302 clinical medicineMechanisms of ResistanceTubulinSettore AGR/20 - ZoocoltureAnimalsHumansPharmacology (medical)ATP Binding Cassette Transporter Subfamily B Member 1Settore BIO/06 - Anatomia Comparata E CitologiaNerolidolPharmacologybiologyAntiparasitic AgentsTransporterFarnesolbiology.organism_classificationAnisakis030104 developmental biologyInfectious DiseasesNematodechemistryLevamisole030220 oncology & carcinogenesisLarvaAbamectinATP-Binding Cassette TransportersEffluxABC transporterSesquiterpenes
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Isopetasin and S-isopetasin as novel P-glycoprotein inhibitors against multidrug-resistant cancer cells

2019

Abstract Background A major problem of cancer treatment is the development of multidrug resistance (MDR) to chemotherapy. MDR is caused by different mechanisms such as the expression of the ABC-transporters P-glycoprotein (P-gp, MDR1, ABCB1) and breast cancer resistance protein (BCRP, ABCG2). These transporters efflux xenobiotic toxins, including chemotherapeutics, and they were found to be overexpressed in different cancer types. Purpose Identification of novel molecules that overcome MDR by targeting ABC-transporters. Methods Resazurin reduction assay was used for cytotoxicity test. AutoDock 4.2. was used for molecular docking. The function of P-gp and BCRP was tested using a doxorubicin …

ATP Binding Cassette Transporter Subfamily BAbcg2Pharmaceutical Science03 medical and health sciences0302 clinical medicineCell Line TumorDrug DiscoverymedicineHumansCytotoxic T cell030304 developmental biologyP-glycoproteinPharmacology0303 health sciencesbiologyChemistryCancermedicine.diseaseDrug Resistance MultipleNeoplasm ProteinsMolecular Docking SimulationMultiple drug resistanceComplementary and alternative medicineDrug Resistance NeoplasmApoptosis030220 oncology & carcinogenesisCancer cellbiology.proteinCancer researchMolecular MedicineEffluxSesquiterpenesPhytomedicine
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Cytotoxicity of 35 medicinal plants from Sudan towards sensitive and multidrug-resistant cancer cells

2015

Abstract Background Cancer is a complex disease with multiple genetic and epigenetic alterations. Since decades, the hallmark of cancer therapy is chemotherapy. Cytotoxic drugs erase rapidly dividing cells without sufficient differentiation between normal and cancerous cells resulting in severe side effects in normal tissues. Recently, strategies for cancer treatment focused on targeting specific proteins involved in tumor growth and progression. The present study was designed to investigate the cytotoxicity of 65 crude extracts from 35 Sudanese medicinal plants towards various cancer cell lines expressing molecular mechanisms of resistance towards classical chemotherapeutics (two ATP-bindi…

ATP Binding Cassette Transporter Subfamily BCytoskeleton organizationCell SurvivalDNA repairBiologyPharmacologySudanSesquiterpenes GuaianeImmune systemCell Line TumorOxazinesDrug DiscoveryHumansATP Binding Cassette Transporter Subfamily B Member 1EpigeneticsCytotoxicityPharmacologyPlants MedicinalComputational BiologyAntineoplastic Agents PhytogenicDrug Resistance MultipleGene expression profilingXanthenesDrug Resistance NeoplasmPharmacogeneticsCell cultureCancer cellCancer researchIndicators and ReagentsTumor Suppressor Protein p53SesquiterpenesJournal of Ethnopharmacology
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Total synthesis and biological evaluation of the natural product (−)-cyclonerodiol, a new inhibitor of IL-4 signaling

2014

In a screening program of natural compounds from fungi, the known cyclopentanoid sesquiterpene (-)-cyclonerodiol was identified as a specific inhibitor of the IL-4 induced STAT6 signaling pathway (IC50 = 9.7 μM) which is required for the differentiation of naive CD4 T cells to T helper type 2 (Th2) lymphocytes. As many allergic conditions, including allergic asthma and atopic diseases, are driven by an excessive Th2 response, STAT6 is a promising target for the development of new therapeutics. The compound was synthesized in six steps from (-)-linalool using an epoxide radical cyclization as the key step.

Acyclic MonoterpenesSesquiterpeneBiochemistryRadical cyclizationCell Linechemistry.chemical_compoundAnti-Allergic AgentsHumansPhysical and Theoretical ChemistryIC50Interleukin 4STAT6Natural productOrganic ChemistryTotal synthesisAsthmachemistryBiochemistryCyclizationImmunologyMonoterpenesInterleukin-4Signal transductionSTAT6 Transcription FactorSesquiterpenesSignal TransductionOrg. Biomol. Chem.
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Identification of organic hydroperoxides and hydroperoxy acids in secondary organic aerosol formed during the ozonolysis of different monoterpenes an…

2009

On-line ion trap mass spectrometry (ITMS) enables the real-time characterization of reaction products of secondary organic aerosol (SOA). The analysis was conducted by directly introducing the aerosol particles into the ion source. Positive-ion chemical ionization at atmospheric pressure (APCI(+)) ITMS was used for the characterization of constituents of biogenic SOA produced in reaction-chamber experiments. APCI in the positive-ion mode usually enables the detection of [M+H](+) ions of the individual SOA components. In this paper the identification of organic peroxides from biogenic volatile organic compounds (VOCs) by on-line APCI-ITMS is presented. Organic peroxides containing a hydroper…

AerosolsOrganic peroxideChemical ionizationAir PollutantsSpectrometry Mass Electrospray IonizationOzonolysisAtmospheric pressureOrganic ChemistryAnalytical chemistryCarboxylic AcidsAtmospheric-pressure chemical ionizationHydrogen PeroxideOnline SystemsIon sourceAnalytical ChemistryPeroxideschemistry.chemical_compoundchemistryFunctional groupMonoterpenesPressureVolatilizationHydrogen peroxideSesquiterpenesSpectroscopyRapid communications in mass spectrometry : RCM
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Changes in Terpene Content in Milk from Pasture-Fed Cows

2006

Changes of terpene content in milk from cows grazing natural diversified upland pasture were examined in this observational trial. A homogeneous plot divided into 2 subplots was used from May 31 to July 1, 2003 (first growth) and again from October 1 to October 7, 2003 (vegetative regrowth). Each subplot was grazed by 6 dairy cows in 2 ways: strip grazing (SG), with new allocations of pasture strips at 2-d intervals, and paddock grazing (PG). The PG subplot was divided into 3 paddocks and the cows were moved to a new paddock on June 13 and June 24, 2003. Milk from the 6 cows was collected twice a week, pooled, and used for terpene analyses by dynamic headspace gas chromatography-mass spectr…

Animal feedPoaceaePastureGas Chromatography-Mass SpectrometryFatsTerpeneMagnoliopsidachemistry.chemical_compound0404 agricultural biotechnologyLactationGrazingGeneticsmedicineAnimalsLactationDairy cattle2. Zero hungerLimonenegeographygeography.geographical_feature_categorybiologyTerpenes0402 animal and dairy science04 agricultural and veterinary sciencesMilk Proteinsbiology.organism_classificationAnimal Feed040401 food science040201 dairy & animal scienceDietMilkDactylis glomeratamedicine.anatomical_structurechemistryAgronomyMonoterpenesCattleFemaleAnimal Science and ZoologySeasonsSesquiterpenesFood ScienceJournal of Dairy Science
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