Search results for "sesquiterpenes"

showing 10 items of 110 documents

Anti-angiogenic drug loaded liposomes: Nanotherapy for early atherosclerotic lesions in mice.

2018

Este artículo se encuentra disponible en la página web de la revista en la siguiente URL: https://journals.plos.org/plosone/article?id=10.1371/journal.pone.0190540 También participan en la elaboración de este artículo científico: Aracely Calatayud-Pascual, Alicia López-Castellano, Elena P. Albelda, Enrique García-España, Luis Martí-Bonmatí, Juan C. Frias y M. Teresa Albelda. Fumagillin-loaded liposomes were injected into ApoE-KO mice. The animals were divided into several groups to test the efficacy of this anti-angiogenic drug for early treatment of atherosclerotic lesions. Statistical analysis of the lesions revealed a decrease in the lesion size after 5 weeks of treatment.

Fluorescence-lifetime imaging microscopyPathologylcsh:MedicineAngiogenesis Inhibitors02 engineering and technology030204 cardiovascular system & hematologyVascular MedicineBiochemistryArteriosclerosis - Chemotherapy.Diagnostic RadiologyAteroesclerosis - Farmacoterapia.MiceWhite Blood Cells0302 clinical medicineAnimal CellsArteriosclerosis - Farmacoterapia.Medicine and Health SciencesArteries - Diseases - Treatment.Nanotechnologylcsh:ScienceAortaPhospholipidsmedia_commonMice KnockoutLiposomeDrug CarriersMultidisciplinarymedicine.diagnostic_testRadiology and Imaging021001 nanoscience & nanotechnologyMagnetic Resonance ImagingLipidsFatty Acids UnsaturatedEngineering and Technologymedicine.symptomCellular Structures and OrganellesCellular TypesAnatomy0210 nano-technologySesquiterpenesResearch ArticleDrugmedicine.medical_specialtyImaging Techniquesmedia_common.quotation_subjectImmune CellsImmunologyLiposomes.Research and Analysis MethodsLiposomas.Lesion03 medical and health sciencesText miningApolipoproteins ECyclohexanesDiagnostic Medicinemedicine.arteryFluorescence ImagingmedicineAnimalsArterias - Enfermedades - Tratamiento.VesiclesAortaBlood Cellsbusiness.industryMacrophageslcsh:RAnti angiogenicBiology and Life SciencesMagnetic resonance imagingCell BiologyAtherosclerosisFumagillin - Therapeutic use.Atherosclerosis - Chemotherapy.Disease Models AnimalFumagilina - Uso terapéutico.LiposomesCardiovascular AnatomyNanoparticlesBlood Vesselslcsh:QbusinessPloS one
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Isolactarane and Sterpurane Sesquiterpenoids from the Basidiomycete Phlebia uda

2012

Three new sesquiterpenoids, named udasterpurenol A, udalactarane A, and udalactarane B, as well as the known compounds hyphodontal and sterpuric acid have been isolated from the basidiomycete Phlebia uda. These compounds represent the first natural products described from this species. The structures were elucidated by NMR spectroscopy and mass spectrometry. Udalactaranes A and B were isolated as mixtures with their respective epimeric acetals. These mixtures inhibited the spore germination of the plant pathogenic fungus Fusarium graminearum at 10 and 5 μg/mL, respectively, and were active against Jurkat cells with IC(50) values of 101 and 42 μM, respectively.

FusariumStereochemistryPharmaceutical ScienceMicrobial Sensitivity TestsMass spectrometryAnalytical ChemistryInhibitory Concentration 50Jurkat CellsFusariumDrug DiscoveryIc50 valuesSpore germinationHumansNuclear Magnetic Resonance BiomolecularPharmacologyMolecular StructurebiologyBasidiomycotaOrganic ChemistryBasidiomycotaNuclear magnetic resonance spectroscopyPathogenic fungusbiology.organism_classificationPhlebia udaComplementary and alternative medicineMolecular MedicineSesquiterpenesJournal of Natural Products
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Syntheses of (+)-alismoxide and (+)-4-epi-alismoxide.

2006

The first total syntheses of (+)-alismoxide and (+)-4-epi-alismoxide are reported. Formal chemo-, regio-, and stereoselective addition of water to 10alpha-acetoxy-1alphaH,5betaH-guaia-3,6-diene afforded the target compounds after reduction. The absolute stereochemistry of (+)-alismoxide has been established. The low [alpha](D) +8.6 value indicates that significant amounts of alismoxide result from biosynthetic processes. Furthermore, the structure of the natural guaienediol isolated from Silphium perfoliatum has been corrected to (-)-alismoxide.

GuaninebiologyMolecular StructureChemistryStereochemistryOrganic ChemistryAbsolute configurationTotal synthesisRegioselectivityWaterStereoisomerismStereoisomerismAsteraceaebiology.organism_classificationChemical synthesisAzulenesSesquiterpenes GuaianeSilphium perfoliatumStereoselectivityChemoselectivityThe Journal of organic chemistry
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Constituents of leaves and flowers essential oils of Helichrysum pallasii (Spreng.) Ledeb. growing wild in Lebanon.

2009

The chemical compositions of the essential oils obtained from leaves and flowers of Helichrysum pallasii were analyzed by gas chromatography and gas chromatography-mass spectrometry. Among the 102 identified constituents, hexadecanoic acid (16.2%), (Z,Z)-9,12-octadecadienoic acid (6.8%), tetradecanoic acid (2.6%), and (Z)-caryophyllene (4.2%) were the main constituent of the oil from leaves, while in the oil from flowers hexadecanoic acid (14.7%), (Z,Z)-9,12-octadecadienoic acid (14.2%), (Z)-caryophyllene (3.6%), and delta-cadinene (3.1%) predominated. The oils were both characterized by sesquiterpenes (33.4% for leaves and 33.7% for flowers, respectively) and fatty acids and esters (30.3% …

Helichrysum pallasii (Spreng.) Ledeb.Palmitic AcidMedicine (miscellaneous)Myristic acidFlowersMyristic Acidlaw.inventionPalmitic acidMinimum inhibitory concentrationchemistry.chemical_compoundlawBotanyOils VolatileStaphylococcus epidermidisPlant OilsFood scienceLebanonEssential oilHelichrysumPolycyclic SesquiterpenesNutrition and DieteticsbiologyBacteriaPlant ExtractsAnti-Inflammatory Agents Non-SteroidalFatty AcidsEstersAsteraceaebiology.organism_classificationAnti-Bacterial AgentsPlant LeaveschemistryHelichrysumFatty Acids UnsaturatedStearic acidGas chromatographySesquiterpenesJournal of medicinal food
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20-Hydroxyecdysone-induced differentiation and apoptosis in the Drosophila cell line, l(2)mbn

2001

20-Hydroxyecdysone has an inhibitory effect on the proliferation of l(2)mbn cells, causes vacuolization and fragmentation of cells, and promotes a strong phagocytotic activity. From several lines of evidence, it can be concluded that 20-hydroxyecdysone induces apoptosis. Long-term video observations following the fate of individual cells, scanning and transmission electron microscopy reveal the typical characteristics of apoptosis: sequestration of small cellular protuberances or larger parts of the cell with nuclear fragments (apoptotic bodies), chromatin condensation, condensation and vesiculation of cytoplasm, whereas the mitochondria retain their normal appearance. The induction of apop…

HemocytesCellApoptosisBiologyIn Situ Nick-End LabelingTumor Cells CulturedmedicineAnimalsFragmentation (cell biology)TUNEL assayCell growthCell DifferentiationCell BiologyGeneral MedicineCell biologyMicroscopy ElectronEcdysteronemedicine.anatomical_structureVacuolizationCell cultureApoptosisCytoplasmVacuolesMicroscopy Electron ScanningDrosophilaSesquiterpenesCell DivisionDevelopmental BiologyTissue and Cell
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Identification of avarol derivatives as potential antipsoriatic drugs using an in vitro model for keratinocyte growth and differentiation.

2006

Contains fulltext : 49512schalkwijk.pdf (Publisher’s version ) (Closed access) Avarol, a marine sesquiterpenoid hydroquinone, and 14 avarol derivatives have shown interesting anti-inflammatory properties in previous studies. In this study, avarol and derivatives were evaluated in high-throughput keratinocyte culture models using cytokeratin 10 and SKALP/Elafin expression as markers for respectively normal and psoriatic differentiation. Avarol and five of its derivatives (5, 10, 13, 14 and 15) were selected for further study. Only 10, 13, 14 and 15 were able to inhibit keratinocyte cell growth. Changes in expression levels of 22 genes were assessed by quantitative real time PCR (qPCR). From …

KeratinocytesDrug Evaluation PreclinicalAntineoplastic AgentsEnzyme-Linked Immunosorbent AssayIn Vitro TechniquesBiologyGeneral Biochemistry Genetics and Molecular BiologyDownregulation and upregulationTranslational research [ONCOL 3]DysideaGene expressionDithranolmedicineAnimalsHumansPsoriasisRNA MessengerGeneral Pharmacology Toxicology and PharmaceuticsCells CulturedCell ProliferationChronic inflammation and autoimmunity [UMCN 4.2]Messenger RNATumor Necrosis Factor-alphaCell growthInterleukin-8Membrane ProteinsCell DifferentiationGeneral MedicineMolecular biologyElafinPathogenesis and modulation of inflammation [N4i 1]medicine.anatomical_structureMechanism of actionCyclooxygenase 2KeratinsClinical Pharmacology and physiology [CTR 2]medicine.symptomKeratinocyteSesquiterpenesInfection and autoimmunity [NCMLS 1]Elafinmedicine.drug
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Potential Antipsoriatic Avarol Derivatives as Antioxidants and Inhibitors of PGE2 Generation and Proliferation in the HaCaT Cell Line

2004

The synthesis and structure-activity relationships for a series of 14 new avarol derivatives as antioxidants and inhibitors of cell proliferation and PGE(2) generation in human keratinocytes are described. Compound 6 (thiosalicylic derivative) was the most potent inhibitor of superoxide generation in human neutrophils and also potently inhibited PGE(2) generation in the human keratinocyte HaCaT cell line. Compound 7(3'-methylaminoavarone) presented the best antiproliferative profile, by the inhibition of (3)H-thymidine incorporation in HaCaT cells, with potency similar to the reference compound anthralin. None of the avarol derivatives showed any sign of cytotoxicity measured as LDH release…

KeratinocytesPharmaceutical ScienceAntioxidantsDinoprostoneAnalytical ChemistryInhibitory Concentration 50Structure-Activity Relationshipchemistry.chemical_compoundDrug DiscoverymedicineHumansStructure–activity relationshipCytotoxicityPharmacologyL-Lactate DehydrogenaseSuperoxideCell growthOrganic ChemistryFree Radical ScavengersSalicylatesIn vitroHaCaTmedicine.anatomical_structureItalyComplementary and alternative medicinechemistryBiochemistryCell cultureMolecular MedicineKeratinocyteSesquiterpenesJournal of Natural Products
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Avarol inhibits TNF-a generation and NF-kB activation in human cells and in animal models

2007

Avarol is a marine sesquiterpenoid hydroquinone with interesting pharmacological properties including anti-inflammatory and antipsoriatic effects. In the present study we evaluated the pharmacological effect of avarol on some inflammatory parameters related to the pathogenesis of psoriasis. Avarol inhibited tumor necrosis factor-alpha (TNF-alpha) generation in stimulated human monocytes (IC(50) 1 microM) and TNF-alpha-induced activation of nuclear factor-kappaB (NF-kappaB)-DNA binding in keratinocytes. In the mouse air pouch model, administration of avarol produced a dose-dependent reduction of TNF-alpha generation (ED(50) 9.2 nmol/pouch) as well as of interleukin (IL)-1beta, prostaglandin …

Keratinocytesmedicine.medical_specialtymedicine.medical_treatmentAnti-Inflammatory AgentsAntineoplastic AgentsBiologyPharmacologyMonocytesGeneral Biochemistry Genetics and Molecular BiologyCell LineMicechemistry.chemical_compoundDownregulation and upregulationIn vivoInternal medicinemedicineAnimalsHumansPsoriasisGeneral Pharmacology Toxicology and PharmaceuticsPeroxidaseInflammationHyperplasiaDose-Response Relationship DrugTumor Necrosis Factor-alphaNF-kappa B p50 SubunitInterleukinNF-κBGeneral MedicineDisease Models AnimalEndocrinologymedicine.anatomical_structureEicosanoidchemistryTetradecanoylphorbol AcetateFemaleTumor necrosis factor alphaEpidermisInflammation MediatorsKeratinocyteSesquiterpenesProstaglandin E
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Sesquiterpenes from Centaurea aspera

2005

Abstract The aerial parts of two subspecies of Centaurea aspera L. (Asteraceae) yielded the germacranolides 1a – h , 2 , 3 , 4 and 5 , the elemane derivatives 6d and 6f , the lignan matairesinol, the degraded terpene loliolide, and the onopordopicrin–valine dimeric adduct 7 . From these, compounds 1e , 3 and 6d are natural products. The chemical composition of the two subspecies is very similar, a circumstance which does not support a taxonomic subdivision of the species.

LignanMolecular StructurebiologyStereochemistryCentaureaPlant ScienceGeneral MedicineHorticultureAsteraceaeSubspeciesSesquiterpenebiology.organism_classificationBiochemistryTerpenechemistry.chemical_compoundModels ChemicalchemistryChemotaxonomyCentaurea asperaBotanySesquiterpenesMolecular BiologyMatairesinolPhytochemistry
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Budlein A from Viguiera robusta inhibits leukocyte-endothelial cell interactions, adhesion molecule expression and inflammatory mediators release

2009

Budlein A has been reported to exert some analgesic and anti-inflammatory properties. In this study, we have evaluated its effect on LPS-induced leukocyte recruitment in vivo and the mechanisms involved in its anti-inflammatory activity. In vivo, intravital videomicroscopy was used to determine the effects of budlein A on LPS-induced leukocyte-endothelial cell interactions in the murine cremasteric microcirculation. In vitro, the effects of budlein A on LPS-induced cytokine, chemokine and nitrites release, T-cell proliferative response as well as cell adhesion molecule expression (CAM) were evaluated. In vivo, intraperitoneal administration of budlein A (2.6 mM/kg) caused a significant redu…

LipopolysaccharidesMaleChemokineT-Lymphocytesmedicine.medical_treatmentPharmaceutical ScienceLeukocyte RollingCell CommunicationAsteraceaeNitric OxideDexamethasoneCell LineLactonesMiceIn vivoDrug DiscoverymedicineAnimalsHumansLeukocyte RollingInterleukin 8NitritesCell ProliferationPharmacologyMice Inbred BALB CbiologyPlant ExtractsCell adhesion moleculeMacrophagesMicrocirculationMonocyteEndothelial CellsCell biologyMice Inbred C57BLEndothelial stem cellmedicine.anatomical_structureCytokineComplementary and alternative medicinebiology.proteinMolecular MedicineChemokinesCell Adhesion MoleculesSesquiterpenesImmunosuppressive AgentsPhytomedicine
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