Search results for "Cyclohexenes"

showing 10 items of 21 documents

Polyoxygenated Cyclohexenes and Other Constituents of Cleistochlamys kirkii Leaves.

2016

Thirteen new metabolites, including the polyoxygenated cyclohexene derivatives cleistodiendiol (1), cleistodienol B (3), cleistenechlorohydrins A (4) and B (5), cleistenediols A-F (6-11), cleistenonal (12), and the butenolide cleistanolate (13), 2,5-dihydroxybenzyl benzoate (cleistophenolide, 14), and eight known compounds (2, 15-21) were isolated from a MeOH extract of the leaves of Cleistochlamys kirkii. The purified metabolites were identified by NMR spectroscopic and mass spectrometric analyses, whereas the absolute configurations of compounds 1, 17, and 19 were established by single-crystal X-ray diffraction. The configuration of the exocyclic double bond of compound 2 was revised base…

Double bondStereochemistryCyclohexenesPlasmodium falciparumCyclohexenePharmaceutical ScienceBreast Neoplasms01 natural sciencesAnalytical Chemistrychemistry.chemical_compoundAntimalarialsInhibitory Concentration 50X-Ray DiffractionDrug DiscoveryCyclohexenesHumansta116metabolitesCleistochlamys kirkiiButenolidePharmacologychemistry.chemical_classificationMolecular Structure010405 organic chemistryOrganic Chemistryspectrometric analysesMass spectrometricAntineoplastic Agents Phytogenic3. Good health0104 chemical sciencesPlant Leaves010404 medicinal & biomolecular chemistryCleistophenolideHEK293 CellsComplementary and alternative medicinechemistryMolecular MedicineJournal of natural products
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Abnormal mitotic spindle assembly and cytokinesis induced by D-Limonene in cultured mammalian cells

2013

D-Limonene is found widely in citrus and many other plant species; it is a major constituent of many essential oils and is used as a solvent for commercial purposes. With the discovery of its chemotherapeutic properties against cancer, it is important to investigate the biological effects of the exposure to D-Limonene and elucidate its, as yet unknown, mechanism of action. We reported here that D-Limonene is toxic in V79 Chinese hamster cells in a dose-dependent manner. Moreover, to determine the cellular target of D-Limonene, we performed morphological observations and immunocytochemical analysis and we showed that this drug has a direct effect on dividing cells preventing assembly of mito…

Genome instabilityCell SurvivalHealth Toxicology and MutagenesisAurora B kinaseAntineoplastic AgentsSpindle ApparatusBiologyToxicologySeptinMicrotubulesGenomic InstabilityCell LineChromosome segregationInhibitory Concentration 50MicrotubuleChromosome SegregationCricetinaeCyclohexenesGeneticsAnimalsMitosisGenetics (clinical)genomic instability damage-induced mutagenesis mitosis V79 d- LimoneneCytokinesisCell DeathTerpenesAneuploidyTubulin ModulatorsSpindle apparatusCell biologySettore BIO/18 - GeneticaDrug Screening Assays AntitumorLimoneneCytokinesis
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Identification of highly effective antitrypanosomal compounds in essential oils from the Apiaceae family

2018

The Apiaceae family encompasses aromatic plants of economic importance employed in foodstuffs, beverages, perfumery, pharmaceuticals and cosmetics. Apiaceae are rich sources of essential oils because of the wealth of secretory structures (ducts and vittae) they are endowed with. The Apiaceae essential oils are available on an industrial level because of the wide cultivation and disposability of the bulky material from which they are extracted as well as their relatively cheap price. In the fight against protozoal infections, essential oils may represent new therapeutic options. In the present work, we focused on a panel of nine Apiaceae species (Siler montamon, Sison amomum, Echinophora spi…

Human African trypanosomiasiAlkeneApiaceae; BALB/3T3; Essential oils; Human African trypanosomiasis; Trypanosoma brucei; 3T3 Cells; Alkenes; Animals; Apiaceae; Benzyl Compounds; Cyclohexenes; Dioxolanes; Inhibitory Concentration 50; Mice; Monoterpenes; Oils Volatile; Plant Oils; Pyrogallol; Terpenes; Trypanosoma brucei brucei; Trypanosomiasis; Pollution; Public Health Environmental and Occupational Health; Health Toxicology and MutagenesisHealth Toxicology and Mutagenesis[SDV]Life Sciences [q-bio]VolatileMonoterpeneAllylbenzene DerivativesPlant Oil01 natural sciencesCosmeticsEssential oilTerpenechemistry.chemical_compoundMiceTrypanosoma bruceiBALB/3T3media_commonBicyclic Monoterpenes2. Zero hungerbiologyTraditional medicineChemistryBenzyl CompoundsDioxolanesGeneral Medicine3T3 CellsPollutionHealthEssential oilsTerpeneIdentification (biology)Public HealthDioxolaneCyclohexenesmedia_common.quotation_subjectAcyclic MonoterpenesApiaceae; BALB/3T3; Essential oils; Human African trypanosomiasis; Trypanosoma brucei; 3T3 Cells; Alkenes; Animals; Apiaceae; Benzyl Compounds; Cyclohexenes; Dioxolanes; Inhibitory Concentration 50; Limonene; Mice; Monoterpenes; Oils Volatile; Plant Oils; Pyrogallol; Terpenes; Trypanosoma brucei brucei; TrypanosomiasisTrypanosoma brucei bruceiCyclohexane MonoterpenesTrypanosoma bruceiAlkenesPyrogallolInhibitory Concentration 50TrypanosomiasisBenzyl CompoundsCyclohexenesOils VolatileCyclohexeneAnimalsPlant OilsToxicology and Mutagenesis3T3 CellApiaceaeAnimal010405 organic chemistryTerpenesEnvironmental and Occupational HealthHuman African trypanosomiasisPublic Health Environmental and Occupational Healthbiology.organism_classification0104 chemical sciences010404 medicinal & biomolecular chemistryPyrogallolMonoterpenesCymenesBenzyl CompoundOilsLimoneneApiaceae
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Blocking signaling through the gp130 receptor chain by interleukin-6 and oncostatin M inhibits PC-3 cell growth and sensitizes the tumor cells to eto…

1999

BACKGROUND The mechanisms of drug resistance associated with advanced, hormone-independent prostate carcinoma are poorly understood. The human prostate carcinoma PC-3 cell line, derived from a metastatic tumor and lacking androgen receptors, represents a useful model to investigate drug resistance. METHODS The effects of oncostatin M (OM), antiinterleukin-6 (IL-6) treatment, or interference with the gp130-mediated signaling on etoposide- or cisplatin-mediated cytotoxicity were investigated. RESULTS Both endogenous and exogenous IL-6 and exogenous OM up-regulated cell growth and enhanced resistance of PC-3 tumor cells to both etoposide and cisplatin. The influence of IL-6 is controlled by tr…

MaleCancer Researchmedicine.drug_classAntineoplastic AgentsOncostatin MBiologyCell surface receptorAntigens CDCyclohexenesmedicineCytokine Receptor gp130Tumor Cells CulturedHumansReceptorEtoposideEtoposideMembrane GlycoproteinsCell growthInterleukin-6TerpenesOncostatin MProstatic NeoplasmsGlycoprotein 130Receptor antagonistAntineoplastic Agents PhytogenicGenisteinOncologyDrug Resistance NeoplasmCancer researchbiology.proteinMonoterpenesSignal transductionCisplatinPeptidesmedicine.drugSignal Transduction
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Cytostatic Activity of Aeroplysinin-1 against Lymphoma and Epithelioma Cells

1989

(±)-Aeroplysinin-1, an optically active 1.2-dihydroarene-1.2-diol. was isolated from the marine sponges Verongia aerophoba (+-isomer) and lanthella ardis (--isomer). For the experiments presented we used the +-isomer from Verongia aerophoba. Here we describe the hitherto unknown biological and pharmacological property of this compound to display pronounced anticancer activity against L5178y mouse lymphoma cells (ED50: 0.5 μm). Friend erythroleukemia cells (ED50: 0.7μm) , human mamma carcinoma cells (ED50: 0.3μm) and human colon carcinoma cells (ED50: 3.0 μm) in vitro. Furthermore, aeroplysinin caused a preferential inhibition of [3H]thymidine (dThd) incorporation rates in L5178y mouse lymph…

MaleSalmonella typhimuriumAcetonitrilesCell SurvivalCellAntineoplastic AgentsMice Inbred StrainsBiologyGeneral Biochemistry Genetics and Molecular BiologyCell LineMicechemistry.chemical_compoundIn vivoCyclohexenesTumor Cells CulturedmedicineCarcinomaAnimalsHumansLeukemia L5178ED50Leukemia ExperimentalMutagenicity TestsMelanomaCarcinomamedicine.diseaseVirologyMolecular biologyIn vitroLymphomamedicine.anatomical_structurechemistryDrug Screening Assays AntitumorThymidineZeitschrift für Naturforschung C
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Inhibition of intrinsic protein tyrosine kinase activity of EGF-receptor kinase complex from human breast cancer cells by the marine sponge metabolit…

1990

1. (+)-Aeroplysinin-1, a naturally occurring tyrosine metabolite from the marine sponge Verongia aerophoba, was found to inhibit the phosphorylation of lipocortin-like proteins by a highly purified preparation of the epidermal growth factor (EGF) receptor-tyrosine protein kinase complex from MCF-7 breast carcinoma cells. 2. (+)-Aeroplysinin-1 blocked the EGF-dependent proliferation of both MCF-7 and ZR-75-1 human breast cancer cells and inhibited the ligand-induced endocytosis of the EGF receptor in vitro. 3. Treatment with aeroplysinin-1 in the concentration range at 0.25-0.5 microM resulted in a time- and dose-dependent total tumor cell death in vitro. 4. At a 10-fold higher concentration…

Protein kinase complexAcetonitrilesTime FactorsPhysiologyBlotting WesternBreast NeoplasmsBiologyBiochemistrySubstrate SpecificityMiceEpidermal growth factorCyclohexenesTumor Cells CulturedAnimalsHumansPhosphorylationTyrosineMolecular BiologyDose-Response Relationship DrugKinaseGeneral MedicineProtein-Tyrosine KinasesMolecular biologyPoriferaErbB ReceptorsBiochemistryCell cultureCancer cellPhosphorylationCalciumTyrosine kinaseCell DivisionComparative Biochemistry and Physiology Part B: Comparative Biochemistry
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Combination strategies for enhancing transdermal absorption of sumatriptan through skin

2006

The aim of the present work was to characterize in vitro sumatriptan transdermal absorption through human skin and to investigate the effect of chemical enhancers and iontophoresis applied both individually and in combination. A secondary objective was to compare the results obtained with those in porcine skin under the same conditions, in order to characterize the relationship between the two skin models and validate the porcine model for further research use. Transdermal flux of sumatriptan was determined in different situations: (a) after pre-treatment of human skin with ethanol, Azone (1-dodecyl-azacycloheptan-2-one), polyethylene glycol 600 and R-(+)-limonene, (b) under iontophoresis a…

Skin AbsorptionSus scrofaPharmaceutical ScienceHuman skinPolyethylene glycolAbsorption (skin)In Vitro TechniquesPharmacologyAdministration CutaneousPolyethylene Glycolschemistry.chemical_compoundSumatriptan SuccinateCyclohexenesmedicineAnimalsHumansAdjuvants PharmaceuticSkinTransdermalEthanolintegumentary systemIontophoresisSumatriptanTerpenesAzepinesIontophoresisSerotonin Receptor AgonistsSumatriptanchemistryLimoneneAzoneBiomedical engineeringmedicine.drugInternational Journal of Pharmaceutics
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Development of antimigraine transdermal delivery systems of pizotifen malate.

2015

Abstract The aim of this study was to develop and evaluate a transdermal delivery system of pizotifen malate. Pizotifen is frequently used in the preventive treatment of migraine, but is also indicated in eating disorders. In the course of the project, the effects of chemical enhancers such as ethanol, 1,8-cineole, limonene, azone and different fatty acids (decanoic, decenoic, dodecanoic, linoleic and oleic acids) were determined, first using a pizotifen solution. Steady state flux, diffusion and partition parameters were estimated by fitting the Scheuplein equation to the data obtained. Among the chemical enhancers studied, decenoic acid showed the highest enhancement activity, which seeme…

SwineMigraine DisordersSkin AbsorptionPharmaceutical ScienceAbsorption (skin)PizotifenIn Vitro TechniquesAdministration Cutaneouschemistry.chemical_compoundDrug Delivery SystemsCyclohexenesmedicineOrganic chemistryAnimalsTransdermalDegree of unsaturationPizotylineEucalyptolIontophoresisEthanolTerpenesFatty AcidsAzepinesAnalgesics Non-NarcoticIontophoresisCyclohexanolsOleic acidchemistryMonoterpenesDecenoic AcidAzoneLimonenemedicine.drugInternational journal of pharmaceutics
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Flavour retention and release from protein solutions

2006

International audience; This paper briefly presents the main results obtained up to now on protein–flavour binding and release in relation with flavour perception. Among the food proteins, β-lactoglobulin is the most extensively studied for its binding properties, which involve both hydrophobic and hydrogen binding. Recent developments using molecular modelling and Quantitative Structure–Activity Relationship confirmed the existence of two different binding sites for flavour compounds on β-lactoglobulin. During the aroma release process in the mouth, not only free aroma compounds are released but also those reversibly bound by the protein, pointing out the fact that flavour perception is on…

[SDV.BIO]Life Sciences [q-bio]/BiotechnologyPROTEINSFlavourBioengineeringLactoglobulins01 natural sciencesApplied Microbiology and Biotechnology0404 agricultural biotechnologyComputational chemistryCyclohexenesHumansBinding siteAromaStrong bindingFlavorBinding SitesbiologyFLAVOUR RELEASETerpenesChemistry010401 analytical chemistryBinding propertiesfood and beveragesSerum Albumin Bovine04 agricultural and veterinary sciencesHydrogen-Ion ConcentrationMilk Proteinsbiology.organism_classification040401 food science0104 chemical sciences[SDV.BIO] Life Sciences [q-bio]/BiotechnologyFlavoring AgentsBiochemistryBenzaldehydesTasteFLAVOUR BINDINGSoybean ProteinsFood TechnologyLimoneneProtein BindingBiotechnology
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Fluorine-Containing Functionalized Cyclopentene Scaffolds Through Ring Contraction and Deoxofluorination of Various Substituted Cyclohexenes

2018

chemistry.chemical_classificationContraction (grammar)010405 organic chemistryCyclohexenesOrganic Chemistrychemistry.chemical_elementFluorine containing010402 general chemistry01 natural sciences0104 chemical sciencesAmino acidchemistry.chemical_compoundAldol reactionchemistryPolymer chemistryFluorineCyclopentenePhysical and Theoretical ChemistryEuropean Journal of Organic Chemistry
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