Search results for "Phytogenic"

showing 10 items of 225 documents

Ancistrocyclinones A and B, unprecedented pentacyclic N,C-coupled naphthylisoquinoline alkaloids, from the Chinese liana Ancistrocladus tectorius

2018

Two unique pentacyclic N,C-coupled naphthylisoquinolines, the ancistrocyclinones A (5) and B (6), were discovered in the Chinese liana Ancistrocladus tectorius. Furthermore, six known, likewise N,C-coupled alkaloids, viz., ancistrocladinium A (7a) and its mono- and bisphenolic analogs 8a and 9a were isolated, along with their atropo-diastereomers 7b, 8b, and 9b. The stereostructures of 5 and 6 were determined by HRESIMS, 1D and 2D NMR, oxidative degradation, and ECD calculations. The pentacyclic ancistrocyclinones A (5) and B (6) are structurally similar to berberine alkaloids - yet arising from a most different biosynthetic pathway: they are apparently formed by N,C-coupling of their polyk…

Human leukemiaOxidative degradationStereochemistryTumor cellsOxidative phosphorylation010402 general chemistry01 natural sciencesBiochemistryAlkaloidsCell Line TumorHumansPhysical and Theoretical ChemistryCell Proliferationbiology010405 organic chemistryChemistryOrganic ChemistryAncistrocladus tectoriusIsoquinolinesbiology.organism_classificationAntineoplastic Agents PhytogenicCaryophyllalesDrug Resistance Multiple0104 chemical sciencesLianaTwo-dimensional nuclear magnetic resonance spectroscopyBerberine AlkaloidsOrganic and Biomolecular Chemistry
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Cytotoxic Activity of Some Natural and Synthetic ent-Kauranes

2007

Atractyligenin (1) and several synthetic derivatives were tested and found to be active against tumor cell replication. Compound 1 was readily converted to the 2,15-diketo (3) or 15-keto (4) derivatives, which contain an alpha,beta-unsaturated ketone. Compounds 3 and 4 showed significant cytotoxic activity against all six tested cancer cell lines and were most potent against 1A9 ovarian cancer cells with EC50 values of 0.2 and 0.3 microM, respectively. These two 1-analogues are promising lead compounds for further investigation.

KetoneStereochemistryPharmaceutical ScienceAsteraceaeAtractylosideBiologyANTITUMOR AGENTSAnalytical Chemistrychemistry.chemical_compoundDrug DiscoveryTumor Cells CulturedHumansCytotoxic T cellCytotoxicityOvarian NeoplasmsPharmacologychemistry.chemical_classificationLamiaceaePlants MedicinalMolecular StructureDERIVATIVESOrganic ChemistryBiological activityAntineoplastic Agents PhytogenicTerpenoidIn vitroComplementary and alternative medicinechemistryBiochemistryCell cultureMolecular MedicineFemaleDrug Screening Assays AntitumorDiterpeneDiterpenes KauraneJournal of Natural Products
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Essential oil of Cyphostemma juttae (Vitaceae): Chemical composition and antitumor mechanism in triple negative breast cancer cells

2019

The genus Cyphostemma (Planch.) Alston (Vitaceae) includes about 150 species distrib- uted in eastern and southern Africa and Madagascar. Some species are used in traditional medicine and their biological activities, including antiproliferative effects against cancer cell lines, have been demonstrated. To date no investigations on Cyphostemma essential oils have been carried out. Essential oils, which play important roles in plant defenses have been demonstrated to be active in the treatment of several human diseases and to enhance bioavability of other drugs. The aim of this paper was to identify the chemical composition of the essential oil of the leaves of Cyphostemma juttae (Dinter &amp…

LeavesChemical CompositionTriple Negative Breast NeoplasmsPlant ScienceBiochemistryNF-κBAntioxidantsMass Spectrometrylaw.inventionAnalytical ChemistryTerpenechemistry.chemical_compound0302 clinical medicineSpectrum Analysis Techniquespro-oxidantlawBreast TumorsPlant defense against herbivoryMedicine and Health Sciencesantitumor0303 health sciencesMultidisciplinarybiologyTraditional medicineOrganic CompoundsPlant AnatomyQChromatographic TechniquesCell CycleRNF-kappa BLipidsChemistryOncologyVitaceaeCell Processes030220 oncology & carcinogenesisCyphostemmaPhysical SciencesMedicinecytotoxic effectterpenoidResearch ArticleCell SurvivalScienceVitaceaeResearch and Analysis Methodsessential oilGas Chromatography-Mass SpectrometryCell Growthphytol03 medical and health sciencesPhytolCyphostemma juttaeCell Line TumorBreast CancerOils VolatileHumansEssential oil030304 developmental biologyCell ProliferationCell growthTerpenesOrganic ChemistryChemical CompoundsBiology and Life SciencesCancers and NeoplasmsCell Biologybiology.organism_classificationAntineoplastic Agents PhytogenicPlant LeaveschemistrySettore BIO/03 - Botanica Ambientale E ApplicataSettore BIO/14 - FarmacologiaReactive Oxygen SpeciesOilsPLoS ONE
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Cytotoxicity of Endoperoxides from the Caribbean Sponge Plakortis halichondrioides towards Sensitive and Multidrug-Resistant Leukemia Cells: Acids vs…

2016

The 6-epimer of the plakortide H acid (1), along with the endoperoxides plakortide E (2), plakortin (3), and dihydroplakortin (4) have been isolated from a sample of the Caribbean sponge Plakortis halichondrioides. To perform a comparative study on the cytotoxicity towards the drug-sensitive leukemia CCRF-CEM cell line and its multi-drug resistant subline CEM/ADR5000, the acid of plakortin, namely plakortic acid (5), as well as the esters plakortide E methyl ester (6) and 6-epi-plakortide H (7) were synthesized by hydrolysis and Steglich esterification, respectively. The data obtained showed that the acids (1, 2, 5) exhibited potent cytotoxicity towards both cell lines, whereas the esters s…

LeukemiaCaribbean spongeplakortideEstersAntineoplastic Agents PhytogenicDrug Resistance MultipleArticle570 Life sciencesPoriferaDioxaneslcsh:Biology (General)Caribbean RegionDrug Resistance NeoplasmCell Line TumorPlakortisAnimalsHumanscytotoxicityDrug Screening Assays Antitumorlcsh:QH301-705.5Acidsendoperoxidemulti-drug resistant leukemia570 BiowissenschaftenMarine drugs
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Cytotoxicity of botanicals and isolated phytochemicals from Araliopsis soyauxii Engl. (Rutaceae) towards a panel of human cancer cells.

2020

Abstract Ethnopharmacological relevance Araliopsis soyauxii Engl. (Rutaceae) is a Cameroonian medicinal plant traditionally used to treat lung diseases, malaria, and gonorrhea. It has been demonstrated that infectious disease contribute to about 20% of all human tumours. Aims of the study (1) To perform a phytochemical investigation of the dichloromethane-methanol 1:1 extracts of the bark (ASB), roots (ASR), and leaves (ASL) from Araliopsis soyauxii; (2) to evaluate the cytotoxicity of extracts and isolated compounds; (3) to determine the mode of induction of apoptosis of ASB and kihadanin B (12). Materials and methods Fourteen constituents of the crude extracts were isolated by column chro…

LimoninsPhytochemicalsApoptosisFlow cytometry03 medical and health sciencesInhibitory Concentration 500302 clinical medicineAnnexinNeoplasmsDrug DiscoverymedicineCytotoxic T cellBenzoxepinsHumansCytotoxicityRutaceae030304 developmental biologyPharmacologychemistry.chemical_classificationMembrane Potential Mitochondrial0303 health sciencesReactive oxygen speciesmedicine.diagnostic_testDose-Response Relationship DrugChemistryPlant ExtractsCell Cycle CheckpointsHep G2 CellsCell cycleHCT116 CellsMolecular biologyAntineoplastic Agents PhytogenicMitochondriaOxidative StressPhytochemicalApoptosis030220 oncology & carcinogenesisApoptosis Regulatory ProteinsReactive Oxygen SpeciesSignal TransductionJournal of ethnopharmacology
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Resveratrol decreases the levels of miR-155 by upregulating miR-663, a microRNA targeting JunB and JunD.

2010

An inflammatory component is present in the microenvironment of most neoplastic tissues, including those not causally related to an obvious inflammatory process. Several microRNAs, and especially miR-155, play an essential role in both the innate and adaptative immune response. Resveratrol (trans-3,4#,5-trihydroxystilbene) is a natural antioxidant with anti-inflammatory properties that is currently at the stage of preclinical studies for human cancer prevention. Here, we establish that, in human THP-1 monocytic cells as well as in human blood monocytes, resveratrol upregulates miR- 663, a microRNA potentially targeting multiple genes implicated in the immune response. In THP-1 cells, miR-66…

LipopolysaccharidesCancer ResearchJUNBProto-Oncogene Proteins c-junBlotting WesternResveratrolBiologyMonocytesmiR-15503 medical and health scienceschemistry.chemical_compound0302 clinical medicineImmune systemDownregulation and upregulationRNA interferencemicroRNAStilbenesBiomarkers TumorHumans[SDV.BBM]Life Sciences [q-bio]/Biochemistry Molecular BiologyRNA MessengerLuciferases[ SDV.BBM ] Life Sciences [q-bio]/Biochemistry Molecular BiologyCells Cultured030304 developmental biologyOligonucleotide Array Sequence AnalysisCancer Biology0303 health sciencesInnate immune systemmicroRNAReverse Transcriptase Polymerase Chain ReactionGene Expression ProfilingmicroRNA; ResveratrolGeneral MedicineAntineoplastic Agents Phytogenic3. Good healthUp-RegulationTranscription Factor AP-1MicroRNAschemistryGene Expression RegulationResveratrol030220 oncology & carcinogenesisCancer research
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The cytotoxic properties of Natural Coumarins Isolated from roots of Ferulago campestris (Apiaceae) and of synthetic ester derivatives aegelinol

2010

Grandivittin (1), agasyllin (2), aegelinol benzoate (3) and felamidin (20), four natural coumarins isolated from Ferulago campestris, and several synthetic ester derivatives of aegelinol (4) were tested against four tumor cell lines. Some of them were shown to be marginally cytotoxic against the A549 lung cancer cell line.

Magnetic Resonance SpectroscopyCell SurvivalCoumarinsCell Line TumorHumansApiaceae Ferulago campestris coumarins aegelinol derivatives cytotoxicitySettore CHIM/06 - Chimica OrganicaDrug Screening Assays AntitumorAntineoplastic Agents PhytogenicPlant RootsApiaceae
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Acid rearrangment of epoxy-germacranolides and absolute configuration of 1beta, 10alpha-epoxy-salonitenolide

2010

The acid-catalyzed cyclization of mono epoxides of cnicin acetonide (3) was investigated. Several 6,12-eudesmanolides were obtained, and their stereochemistry established by extensive spectroscopic analyses. Chemical correlations also led to the assignment of the absolute configuration of 1beta,10alpha-epoxy-salonitenolide (13), a previously isolated natural product. The cytotoxic activities of some compounds were determined against A549 and MCF-7 tumor cell lines. The esterified germacranolides 2-6 were selectively cytotoxic against the MCF-7 breast cancer cell line.

Magnetic Resonance SpectroscopyMolecular StructurePlant ExtractsCentaureaSettore CHIM/06 - Chimica Organicagermacranolides epoxygermacranolides cyclization eudesmanolides absolute configuration cytotoxicityAntineoplastic Agents PhytogenicSesquiterpenes GermacraneCell Line TumorHumansDrug Screening Assays AntitumorSesquiterpenesSicilyCell Proliferation
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Two new sesquiterpene derivatives from the Tunisian endemic Ferula tunetana Pom.

2010

A new sesquiterpene ester, tunetanin A (1), a new sesquiterpene coumarin, tunetacoumarin A (2), together with eight known compounds, i.e., coladin (3), coladonin (4), isosmarcandin (5), 13-hydroxyfeselol (6), umbelliprenin (7) propiophenone (8), beta-sitosterol (9), and stigmasterol (10), were isolated from the roots of Ferula tunetana. Their structures were elucidated on the basis of extensive spectroscopic methods, including 1D- and 2D-NMR experiments and MS analysis, as well as by comparison with published data. The cytotoxicity of compounds 1-7 towards two human colon cancer cell lines, HT-29 and HCT 116, was evaluated. Compounds 3, 4, and 6 showed weak cytotoxic activities.

Magnetic Resonance SpectroscopyStereochemistryBioengineeringSesquiterpeneBiochemistryPlant Rootschemistry.chemical_compoundStructure-Activity RelationshipPropiophenoneSpecies SpecificityCoumarinsCell Line TumorHumansCytotoxicityMolecular BiologyCell ProliferationStigmasterolMs analysisGeneral ChemistryGeneral MedicineCoumarinAntineoplastic Agents PhytogenicUmbellipreninFerulachemistryFerula tunetanaMolecular MedicineDrug Screening Assays AntitumorSesquiterpenesChemistrybiodiversity
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Unprecedented new nonadecylpara-hydroperoxycinnamate isolated fromErythrina excelsaand its cytotoxic activity

2014

A new unprecedented cinnamate derivative (1) was obtained from Erythrina excelsa (Leguminosae) and identified as nonadecyl para-hydroperoxycinnamate. This compound was isolated together with three known compounds, namely lupeol (2), mixture of sitosterol and stigmasterol (3), and isoneorautenol (4). Their structures were established on the basis of NMR and mass spectroscopic data in conjunction with those reported in the literature. Compound 1 was evaluated for its capability of inhibiting cancer cell lines and growth of a panel of microbial strains. It turned out that 1 is moderately to significantly cytotoxic against six cancer cell lines and shows weak to no antimicrobial activity.

Magnetic Resonance SpectroscopyStereochemistryPlant ScienceBiochemistryMass SpectrometryAnalytical Chemistrychemistry.chemical_compoundCell Line TumorHumansIsoneorautenolCytotoxic T cellErythrinaErythrinaLupeolStigmasterolMolecular StructurebiologyPlant ExtractsOrganic ChemistryFabaceaeAntimicrobialbiology.organism_classificationAntineoplastic Agents PhytogenicAnti-Bacterial AgentschemistryCinnamatesPlant BarkDrug Screening Assays AntitumorDerivative (chemistry)Natural Product Research
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