Search results for "Sesquiterpene lactones"

showing 7 items of 7 documents

Antiproliferative activity against leukemia cells of sesquiterpene lactones from the Turkish endemic plant Centaurea drabifolia subsp. detonsa

2017

The apolar organic extract obtained from aerial parts of Centaurea drabifolia Sibth. & Sm. subsp. detonsa (Bornm.) Wagenitz, growing wild in Turkey, was investigated for the first time for its secondary metabolite composition. Seven sesquiterpene lactones belonging to the guaiane class (1-7), including the new compound 4, along with a fatty acid lactone derivative (8), were isolated. The structures of these compounds were established by spectroscopic analysis, including 2D NMR spectroscopic techniques, with the stereostructure of the new guaiane 4 determined with the help of MTPA derivatization. Cytotoxic activities of compounds 1-7 were evaluated against two cancer cell lines, namely acute…

TurkeyCentaurea drabifoliaStereochemistryCynaropicrinCentaureaMultidrug-resistant cell lineSecondary metaboliteBiologySesquiterpene01 natural sciencesLactonesSesquiterpenes GuaianeStructure-Activity Relationshipchemistry.chemical_compoundCell Line TumorDrug DiscoverymedicineHumansDerivatizationPharmacologychemistry.chemical_classificationLeukemiaMolecular StructurePlant Extracts010405 organic chemistryFatty acidGeneral MedicinePlant Components AerialAntineoplastic Agents PhytogenicCynaropicrin0104 chemical sciences010404 medicinal & biomolecular chemistrychemistryDrug Resistance NeoplasmAntileukemic activityDrug Screening Assays AntitumorSesquiterpene lactonesSesquiterpenesTwo-dimensional nuclear magnetic resonance spectroscopyDerivative (chemistry)Lactonemedicine.drugFitoterapia
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The first example of natural cyclic carbonate in terpenoids

2006

Abstract The first natural occurring cyclic carbonate terpenoid, the guaianolide hololeucin ( 1 ), was isolated from the aerial part of Centaurea hololeuca . Its structure was elucidated on the basis of extensive proton, 13 C and two-dimensional NMR experiments, as well as by transformation in its diacetyl derivative.

StereochemistryOrganic ChemistrySESQUITERPENE LACTONESBiochemistryDiacetylTerpenoidGUAIANOLIDESchemistry.chemical_compoundchemistryDrug DiscoveryOrganic chemistryCarbonateCONSTITUENTSDerivative (chemistry)Tetrahedron Letters
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Two new sesquiterpene lactones from Montanoa tomentosa ssp. microcephala

2001

Sesquiterpene lactones Antiproliferative activitySettore BIO/14 - Farmacologia
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Inhibitory effects of cynaropicrin on human melanoma progression by targeting MAPK, NF-κB, and Nrf-2 signaling pathways in vitro

2021

Malignant melanoma is the deadliest skin cancer, due to its propensity to metastasize. MAPKs and NF-κB pathways are constitutively activated in melanoma and promote cell proliferation, cell invasion, metastasis formation, and resistance to therapeutic regimens. Thus, they represent potential targets for melanoma prevention and treatment. Phytochemicals are gaining considerable attention for the management of melanoma because of their several cellular and molecular targets. A screening of a small library of sesquiterpenes lactones selected cynaropicrin, isolated from the aerial parts of Centaurea drabifolia subsp. detonsa, for its potential anticancer effect against melanoma cells. Treatment…

MAPK/ERK pathwayApoptosisBiologymedicine.disease_causeLactones03 medical and health scienceschemistry.chemical_compound0302 clinical medicineSettore BIO/10 - Biochimicasesquiterpene lactonesmedicinemelanomaHumansoxidative stresschemopreventionTranscription factorCell ProliferationMitogen-Activated Protein Kinase KinasesPharmacology0303 health sciencesoxidative streCell growthMelanoma030302 biochemistry & molecular biologyNF-kappa BNF-κBmedicine.diseaseMAPKCynaropicrinchemistry030220 oncology & carcinogenesiscynaropicrinDisease ProgressionCancer researchSignal transductionCarcinogenesisSesquiterpenesSignal Transduction
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Evaluation of the in vitro and in vivo antineoplastic effects of Parthenolide on MDA-MB231 breast cancer cells

2012

Triple-negative breast cancer refers to an aggressive subtype of breast cancer in which the tumor cells lack receptors for estrogen, progesterone and the HER2 protein on their surfaces. This type of breast cancer does not respond to treatments such as hormone therapy, like tamoxifen and aromatase inhibitors, or drugs that target HER2, like Herceptin. It is important, therefore, the identification of new selective drugs for the treatment of these tumors. Parthenolide (PN), a sesquiterpene lactone extracted from the medical plant Tanacetum parthenium, exerts anticancer activity on several tumor cell lines in culture, acting through diverse molecular mechanisms. Our previous studies have shown…

Settore BIO/10 - BiochimicaBreast cancer cells sesquiterpene lactones parthenolide DMAPT
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Melampolides from Enydra anagallis

2001

The investigation of an Argentine collection of Enydra anagallis afforded sesquiterpene lactones of the melampolide type two of which were previously known. Their structures were elucidated by spectroscopic methods. Fil: Bardon, Alicia del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina Fil: Cardona, Luis. Universidad de Valencia; España Fil: Cartagena, Elena. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. In…

StereochemistryOtras Ciencias BiológicasCOMPOSITAEPlant ScienceHorticultureAsteraceaeSesquiterpeneBiochemistryCiencias BiológicasHeliantheaechemistry.chemical_compoundLactonesOrganic chemistryMolecular Biologychemistry.chemical_classificationbiologyChemistrySpectrum AnalysisOtras Ciencias QuímicasENYDRACiencias QuímicasSESQUITERPENE LACTONESGeneral Medicinebiology.organism_classificationAnagallisHELIANTHEAESesquiterpenesLactoneCIENCIAS NATURALES Y EXACTASMELAMPOLIDES
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Cytotoxic activity of some natural and synthetic guaianolides

2005

Several natural guaianolides and synthetic derivatives of repin (1) were tested and found to be active against tumor cell replication. Repin (1) and both mono- and di-halohydrin analogues (2, 7-9, 11, 12) showed significant antitumor potency. A more effective compound (17) was obtained by esterificating repin with the paclitaxel side chain.

PaclitaxelStereochemistryPharmaceutical ScienceEpoxideSesquiterpeneAnalytical Chemistrychemistry.chemical_compoundStructure-Activity RelationshipDrug DiscoveryTumor Cells CulturedPotencyHumansCytotoxicityPharmacologychemistry.chemical_classificationMolecular StructureChemistryOrganic ChemistrySettore CHIM/06 - Chimica OrganicaAntineoplastic Agents PhytogenicIn vitroTerpenoidCentaurea Asteraceae sesquiterpene lactonesComplementary and alternative medicinePaclitaxelMolecular MedicineDrug Screening Assays AntitumorSesquiterpenesLactone
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