Search results for "TERPENES"

showing 10 items of 470 documents

Hirsutane-Type Sesquiterpenes with Uncommon Modifications from Three Basidiomycetes

2010

From three basidiomycetes, Xeromphalina sp., Stereum sp., and Pleurocybella porrigens, six triquinane sesquiterpenes with unprecendented modifications and a rearranged sesquiterpene related to coriolin C have been isolated. Their isolation, structure elucidation, and biological evaluation are described.

Bridged-Ring CompoundsPolycyclic SesquiterpenesAntifungal AgentsBacteriaMolecular StructurebiologyStereochemistryXeromphalinaBasidiomycotaOrganic ChemistryFungibiology.organism_classificationSesquiterpenePleurocybella porrigensTerpenoidAnti-Bacterial Agentschemistry.chemical_compoundchemistryOrganic chemistryStereumSesquiterpenesBiological evaluationThe Journal of Organic Chemistry
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Sulfated Lupane Triterpene Derivatives and a Flavone C-Glycoside from Gypsophila repens

2007

A new sulfated lupane triterpene, Gypsophilin (1), and its glucosyl ester, Gypsophilinoside (2) were isolated from the roots of Gypsophila repens whereas a new flavone C-glycoside (3) was obtained from the aerial parts. Their structures were established as (3beta)-3-O-(sulfo)lup-20(29)-en-23,28-dioic acid (1), (3beta)-3-O-(sulfo)lup-20(29)-en-23,28-dioic acid -28-O-beta-D-glucopyranosyl ester (2) and luteolin-7-O-alpha-L-arabinopyranosyl-6-C-beta-glucopyranoside (3) by spectroscopic methods such as 1D and 2D NMR, HR-ESI-MS and FAB-MS.

C glycosidesSpectrometry Mass Electrospray IonizationMagnetic Resonance SpectroscopySpectrophotometry InfraredStereochemistrySaponinCaryophyllaceaeCaryophyllaceaeSpectrometry Mass Fast Atom BombardmentSulfuric Acid EstersPlant RootsTerpeneSulfationTriterpeneDrug DiscoveryGlycosidesGypsophilinosidechemistry.chemical_classificationbiologyPlant ExtractsChemistryHydrolysisGypsophila repensGeneral ChemistryGeneral MedicineSaponinsbiology.organism_classificationTriterpenesSpectrophotometry UltravioletTwo-dimensional nuclear magnetic resonance spectroscopyGypsophilinChemical and Pharmaceutical Bulletin
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Excitotoxic Hippocampal Membrane Breakdown and its Inhibition by Bilobalide: Role of Chloride Fluxes

2003

We have previously shown that hypoxia and N-methyl-D-aspartate (NMDA) receptor activation induce breakdown of choline-containing phospholipids in rat hippocampus, a process which is mediated by calcium influx and phospholipase A (2) activation. Bilobalide, a constituent of Ginkgo biloba, inhibited this process in a potent manner (Weichel et al., Naunyn-Schmiedeberg's Arch. Pharmacol. 360, 609-615, 1999). In this study, we used fluorescence microscopy and radioactive flux measurements to show that bilobalide does not interfere with NMDA-induced calcium influx. Instead, bilobalide seems to inhibit NMDA-induced fluxes of chloride ions through ligand-operated chloride channels. In our experimen…

Calcium IsotopesMaleN-Methylaspartatemedicine.drug_classGlycineCyclopentanes44'-Diisothiocyanostilbene-22'-Disulfonic AcidIn Vitro TechniquesHippocampusChlorideCholinechemistry.chemical_compoundChloridesBilobalideFurosemideExcitatory Amino Acid AgonistsmedicineAnimalsCholineDrug InteractionsPharmacology (medical)Channel blockerRats WistarDiureticsFuransCell MembraneGeneral MedicineReceptor antagonistPyrrolidinonesRatsPsychiatry and Mental healthGinkgolidesnervous systemchemistryBiochemistryDIDSPotassiumChloride channelBiophysicsNMDA receptorCalciumDiterpenesDizocilpine MaleateExcitatory Amino Acid AntagonistsSynaptosomesmedicine.drugPharmacopsychiatry
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In human retinoblastoma Y79 cells okadaic acid-parthenolide co-treatment induces synergistic apoptotic effects, with PTEN as a key player.

2013

Retinoblastoma is the most common intraocular malignancy of childhood. In developing countries, treatment is limited, long-term survival rates are low and current chemotherapy causes significant morbidity to pediatric patients and significantly limits dosing. Therefore there is an urgent need to identify new therapeutic strategies to improve the clinical outcome of patients with retinoblastoma. here, we investigated the effects of two natural compounds okadaic acid (OKa) and parthenolide (PN) on human retinoblastoma Y79 cells. For the first time we showed that OKa/PN combination at subtoxic doses induces potent synergistic apoptotic effects accompanied by lowering in p-akt levels, increasin…

Cancer ResearchCell SurvivalGene ExpressionAntineoplastic AgentsApoptosisBiologychemistry.chemical_compoundSettore BIO/10 - BiochimicaCell Line TumorOkadaic AcidmedicinePTENCytotoxic T cellHumansParthenolideViability assayProtein kinase BCell ShapePharmacologyRetinoblastomaPTEN PhosphohydrolaseRetinoblastomaDrug SynergismProto-Oncogene Proteins c-mdm2Okadaic acidmedicine.diseaseGlutathioneOxidative StressOncologychemistryApoptosisCancer researchbiology.proteinMolecular Medicineretinoblastoma Y79 cells synergistic apoptotic effects oxidative stress natural drugs PTEN/Akt/Mdm2/p53 pathway parthenolide okadaic acid.Drug Screening Assays AntitumorTumor Suppressor Protein p53Reactive Oxygen SpeciesProtein Processing Post-TranslationalProto-Oncogene Proteins c-aktSesquiterpenesResearch PaperCancer biologytherapy
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Avarol restores the altered prostaglandin and leukotriene metabolism in monocytes infected with human immunodeficiency virus type 1

1991

Abstract Infection of monocytes with human immunodeficiency virus type 1 (HIV-1) (strain Ada-M) caused increased levels of leukotriene B 4 (LTB 4 ) and prostaglandin E 2 (PGE 2 ) in vitro. These two products result from the activities of the two enzymes cyclooxygenase and 5-lipoxygenase. The addition of the sesquiterpenoid hydroquinone Avarol, an HIV inhibitor, strongly reduced the levels of LTB 4 and PGE 2 via inhibition of both cyclooxygenase and lipoxygenase in monocytes. The 50% inhibition concentrations (IC 50 ) for the enzymes were determined to be 2.26 μM (cyclooxygenase) and 1.97 μM (lipoxygenase). A 50% reduction of the extent of PGE 2 and LTB 4 production in HIV-infected monocytes…

Cancer ResearchLeukotriene B4medicine.medical_treatmentProstaglandinBiologyAntiviral AgentsLeukotriene B4DinoprostoneMonocytesLipoxygenasechemistry.chemical_compoundVirologymedicineCyclooxygenase InhibitorsLipoxygenase InhibitorsProstaglandin E2Arachidonate 5-LipoxygenaseMonocyteMolecular biologyInfectious Diseasesmedicine.anatomical_structurechemistryBiochemistryProstaglandin-Endoperoxide SynthasesArachidonate 5-lipoxygenaseHIV-1biology.proteinCyclooxygenaseSesquiterpenesProstaglandin Emedicine.drugVirus Research
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Parthenolide generates reactive oxygen species and autophagy in MDA-MB231 cells. A soluble parthenolide analogue inhibits tumour growth and metastasi…

2013

Triple-negative breast cancers (TNBCs) are clinically aggressive forms associated with a poor prognosis. We evaluated the cytotoxic effect exerted on triple-negative MDA-MB231 breast cancer cells both by parthenolide and its soluble analogue dimethylamino parthenolide (DMAPT) and explored the underlying molecular mechanism. The drugs induced a dose- and time-dependent decrement in cell viability, which was not prevented by the caspase inhibitor z-VAD-fmk. In particular in the first hours of treatment (1–3 h), parthenolide and DMAPT strongly stimulated reactive oxygen species (ROS) generation. The drugs induced production of superoxide anion by activating NADPH oxidase. ROS generation caused…

Cancer ResearchautophagyCell SurvivalparthenolideFas-Associated Death Domain ProteinImmunologyCASP8 and FADD-Like Apoptosis Regulating ProteinBreast Neoplasmsparthenolide; ROS; NOX; autophagy; breast cancer xenograft.MiceCellular and Molecular Neurosciencechemistry.chemical_compoundDownregulation and upregulationCell Line TumorSettore BIO/10 - BiochimicaAnimalsHumansParthenolidePropidium iodidebreast cancer xenograftMembrane Potential Mitochondrialchemistry.chemical_classificationReactive oxygen speciesNADPH oxidasebiologybreast cancer xenograft.SuperoxideNF-kappa BRNA-Binding ProteinsROSCell BiologyNOXXenograft Model Antitumor AssaysMolecular biologyNuclear Pore Complex ProteinsVascular endothelial growth factorchemistryCell cultureCancer researchbiology.proteinCalciumFemaleOriginal ArticleReactive Oxygen SpeciesSesquiterpenes
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Geranylgeraniol - a new potential therapeutic approach to bisphosphonate associated osteonecrosis of the jaw.

2010

Bisphosphonate associated osteonecrosis of the jaw (BP-ONJ) is one of the main side effects of bisphosphonate therapy (BPT). To date, there is no effective therapy of the BP-ONJ. Nitrogen-containing bisphosphonates (N-BPs) are particularly able to inhibit pyrophosphate synthase (FPPS) in the mevalonate pathway (MVP). Consequent of decreased synthesis of the metabolite Geranylgeraniol (GGOH) is believed to largely account for the development of BP-ONJ. Negative effect of N-BPs could be shown, resulting in decreased viability and migration capacity of different cell types of hard and soft tissues such as osteoblasts, fibroblast und endothelial cells. Aim of our in vitro study was to demonstra…

Cancer Researchmedicine.medical_specialtyCell typeCellIn Vitro Techniqueschemistry.chemical_compoundGeranylgeraniolmedicineHumansFibroblastBisphosphonate-associated osteonecrosis of the jawMigration AssayOsteoblastsBone Density Conservation AgentsDiphosphonatesbusiness.industryOsteonecrosisEndothelial CellsFibroblastsmedicine.diseaseSurgerymedicine.anatomical_structureOncologychemistryCancer researchMevalonate pathwayOral SurgeryDiterpenesbusinessWound healingJaw DiseasesOral oncology
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Parthenolide induces superoxide anion production by stimulating EGF receptor in MDA-MB-231 breast cancer cells

2013

The sesquiterpene lactone parthenolide (PN) has recently attracted considerable attention because of its anti-microbial, anti-inflammatory and anticancer effects. However, the mechanism of its cytotoxic action on tumor cells remains scarcely defined. We recently provided evidence that the effect exerted by PN in MDA-MB-231 breast cancer cells was mediated by the production of reactive oxygen species (ROS). The present study shows that PN promoted the phosphorylation of EGF receptor (phospho-EGFR) at Tyr1173, an event which was observed already at 1  h of incubation with 25  µM PN and reached a peak at 8-16  h. This effect seemed to be a consequence of ROS production, because N-acetylcystein…

Cancer Researchparthenolide epidermal growth factor receptor NADPH oxidase breast cancer cellsBreast NeoplasmsAntioxidantschemistry.chemical_compoundSuperoxidesCell Line TumorSettore BIO/10 - BiochimicaHumansParthenolideEnzyme InhibitorsPhosphorylationchemistry.chemical_classificationReactive oxygen speciesNADPH oxidasebiologySuperoxideKinaseAnti-Inflammatory Agents Non-SteroidalNF-kappa BAcetophenonesNADPH OxidasesTyrphostinsMolecular biologyAcetylcysteineErbB ReceptorsOncologychemistryApoptosisApocyninQuinazolinesbiology.proteinPhosphorylationFemaleProtein Tyrosine PhosphatasesSesquiterpenesInternational Journal of Oncology
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The oxygen radicals involved in the toxicity induced by parthenolide in MDA-MB-231 cells

2014

It has been shown that the sesquiterpene lactone parthenolide lowers the viability of MDA-MB-231 breast cancer cells, in correlation with oxidative stress. The present report examined the different radical species produced during parthenolide treatment and their possible role in the toxicity caused by the drug. Time course experiments showed that in the first phase of treatment (0-8 h), and in particular in the first 3 h, parthenolide induced dichlorofluorescein (DCF) signal in a large percentage of cells, while dihydroethidium (DHE) signal was not stimulated. Since the effect on DCF signal was suppressed by apocynin and diphenyleneiodonium (DPI), two inhibitors of NADPH oxidase (NOX), we s…

Cancer Researchparthenolide oxygen radicals NADPH oxidase breast cancer cellsCell SurvivalBreast NeoplasmsSuperoxide dismutasechemistry.chemical_compoundSuperoxide Dismutase-1DichlorofluoresceinSuperoxidesCell Line TumorSettore BIO/10 - BiochimicaHumansParthenolidechemistry.chemical_classificationReactive oxygen speciesNADPH oxidasebiologySuperoxideSuperoxide DismutaseAnti-Inflammatory Agents Non-SteroidalNADPH OxidasesGeneral MedicineHydrogen PeroxideMolecular biologyMitochondriaOncologychemistryApocyninbiology.proteinFemaleSesquiterpenesPeroxynitrite
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Efficacy of poly(lactic acid)/carvacrol electrospun membranes against Staphylococcus aureus and Candida albicans in single and mixed cultures

2018

Carvacrol (CAR) is one of the most promising essential oil components with antimicrobial activity. New technologies aimed to incorporate this active molecule into carrier matrix to improve the stability and prolong the biological activity. The goal of this study was to investigate the feasibility of incorporating CAR into electrospun membranes of poly(lactic acid) (PLA) for potential applications as active antimicrobial system. To this end, PLA membranes containing homogeneously dispersed CAR were successfully prepared and a series of systematic tests including morpho-mechanical properties, in vitro release rate, and antimicrobial/antibiofilm activities against Staphylococcus aureus and Can…

Candida albican0301 basic medicineStaphylococcus aureusPolyesters030106 microbiologyCarvacrol; PLA nanofibers; Mechanical properties; Delivery; Antimicrobial activity; Antibiofilm activity; Staphylococcus aureus; Candida albicansMechanical propertiesMicrobial Sensitivity Tests02 engineering and technologyAntimicrobial activitymedicine.disease_causeApplied Microbiology and Biotechnology03 medical and health scienceschemistry.chemical_compoundAnti-Infective AgentsCarvacrolCandida albicansmedicineCarvacrolFood scienceCandida albicansbiologyBiofilmSettore ING-IND/34 - Bioingegneria IndustrialeMembranes ArtificialGeneral Medicine021001 nanoscience & nanotechnologyAntimicrobialbiology.organism_classificationCorpus albicansLactic acidPLA nanofibersSettore ING-IND/22 - Scienza E Tecnologia Dei MaterialiMembranechemistryStaphylococcus aureusAntibiofilm activityBiofilmsStaphylococcus aureuMonoterpenesPLA nanofiberCymenes0210 nano-technologyDeliveryMechanical propertieBiotechnologyApplied Microbiology and Biotechnology
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