Search results for "Neoplastic"

showing 10 items of 2901 documents

Phytochemical Profile and Apoptotic Activity of Onopordum cynarocephalum.

2012

A phytochemical investigation of acetone and chloroform extracts of the aerial parts of Onopordum cynarocephalum Boiss. et Blanche was carried out. It led to the isolation of two new sesquiterpenes, the elemane aldehyde (2) and the eudesmane (11), together with 15 known compounds: two lignans (1 and 15) and 13 sesquiterpenes (3–10, 12–14, 16, 17). The structures were elucidated by spectroscopic analyses, especially 1D and 2D NMR spectra. The anti-growth effect against three human melanoma cell lines, M14, A375, and A2058, of the different extracts and compounds of O. cynarocephalum was also investigated. Among them, the chloroform extract exhibited the strongest biological activity, while t…

StereochemistryPharmaceutical ScienceApoptosisDNA FragmentationLignansAnalytical Chemistrychemistry.chemical_compoundInhibitory Concentration 50cytotoxic activity Onopordum cynarocephalum Boiss. et BlancheCell Line TumorDrug DiscoveryHumansSesquiterpenes EudesmaneHSP70 Heat-Shock ProteinsFuransArctigeninCell ProliferationPharmacologyLignanChloroformPlants MedicinalbiologyDose-Response Relationship DrugMolecular StructureCaspase 3Plant ExtractsOrganic ChemistryOnopordumPTEN PhosphohydrolaseBiological activityPlant Components AerialAntineoplastic Agents PhytogenicEnzyme assayMonocyclic SesquiterpenesComplementary and alternative medicinePhytochemicalchemistryApoptosisbiology.proteinMolecular MedicineDNA fragmentationSesquiterpenes
researchProduct

Cytotoxicity and modes of action of four naturally occuring benzophenones: 2,2′,5,6′-Tetrahydroxybenzophenone, guttiferone E, isogarcinol and isoxant…

2012

Abstract Introduction The emergence of drug-resistant cancer cells drastically reduces the efficacy of many antineoplasic agents and, consequently, increases the frequency of therapeutic failure. Benzophenones are known to display many pharmacological properties including cytotoxic activities. The present study was aimed at investigating the cytotoxicity and the modes of action of four naturally occurring benzophenones 2,2′,5,6′-tetrahydroxybenzophenone ( 1 ), isogarcinol ( 2 ), isoxanthochymol ( 3 ) and guttiferone E ( 4 ) on a panel of eleven cancer cell lines including various sensitive and drug-resistant phenotypes. Methods The cytotoxicity of the compounds was determined using a resazu…

StereochemistryPharmaceutical ScienceApoptosisHL-60 CellsPharmacologyCaspase 8BenzophenonesInhibitory Concentration 50NeoplasmsDrug DiscoveryHumansCytotoxic T cellCytotoxicityCaspaseCell ProliferationPharmacologyCaspase-9LeukemiabiologyPlant ExtractsChemistryCarcinomaHCT116 CellsAntineoplastic Agents PhytogenicMatrix MetalloproteinasesPhenotypeComplementary and alternative medicineDoxorubicinDrug Resistance NeoplasmApoptosisCell cultureCaspasesColonic NeoplasmsCancer cellbiology.proteinMolecular MedicineReactive Oxygen SpeciesPhytotherapyPhytomedicine
researchProduct

Furoquinolines and dihydrooxazole alkaloids with cytotoxic activity from the stem bark of Araliopsis soyauxii.

2018

Abstract Two new furoquinoline alkaloids, maculine B (1) and kokusaginine B (2) and one new dihydrooxazole alkaloid, veprisazole (3), along with four known compounds namely, N13-methyl-3-methoxyrutaecarpine (4), flindersiamine (5), skimmianine (6) and tilianin (7) were isolated from the methanol extract of the stem bark of Araliopsis soyauxii Engl. by various chromatographic methods. Their structures were determined using spectrometry and spectroscopic techniques including NMR and MS. The cytotoxicity of the new compounds compared to that of doxorubicin, the reference anticancer compound, was determined on a panel of nine cancer cell lines including sensitive and drug resistant phenotypes. …

StereochemistryPhytochemicalsDioxoles01 natural sciencesAlkaloidsCell Line TumorDrug DiscoverymedicineCytotoxic T cellHumansDoxorubicinCameroonGlycosidesMedicinal plantsCytotoxicityFuransIC50RutaceaePharmacologyFlavonoidsMolecular Structure010405 organic chemistryChemistryAlkaloidGeneral MedicineAntineoplastic Agents PhytogenicDrug Resistance Multiple0104 chemical sciences010404 medicinal & biomolecular chemistryCell cultureDrug Resistance Neoplasmvisual_artvisual_art.visual_art_mediumPlant BarkQuinolinesBarkmedicine.drugFitoterapia
researchProduct

Steroidal saponins from Chlorophytum deistelianum.

2016

Abstract Phytochemical investigation of the aerial parts of Chlorophytum deistelianum led to the isolation of four previously undescribed steroidal saponins called chlorodeistelianosides A–D with five known ones. Their structures were established mainly by extensive 1D and 2D NMR spectroscopic techniques and mass spectrometry as (25R)-3β-[(β- d -glucopyranosyl-(1 → 3)-[α- l -rhamnopyranosyl-(1 → 4)]-β- d -xylopyranosyl-(1 → 3)-[β- d -glucopyranosyl-(1 → 2)]-β- d -glucopyranosyl-(1 → 4)-β- d -galactopyranosyl)oxy]-5α-spirostan-12-one, (24S,25S)-24-[(β- d -glucopyranosyl)oxy]-3β-[(β- d -glucopyranosyl-(1 → 2)-[β- d -xylopyranosyl-(1 → 3)]-β- d -glucopyranosyl-(1 → 4)-β- d -galactopyranosyl)ox…

StereochemistryPlant ScienceHorticulture01 natural sciencesBiochemistryLiliaceaeSpirostansAnimalsHumansCameroonMolecular BiologyNuclear Magnetic Resonance Biomolecularchemistry.chemical_classificationbiologyMolecular Structure010405 organic chemistryGlycosidePhytosterolsStereoisomerismGeneral MedicineSaponinsbiology.organism_classificationAntineoplastic Agents Phytogenic0104 chemical sciencesRats010404 medicinal & biomolecular chemistrychemistryDrug Screening Assays AntitumorChlorophytumTwo-dimensional nuclear magnetic resonance spectroscopyHuman cancerPhytochemistry
researchProduct

Triterpenoid saponins from Hydrocotyle bonariensis Lam

2011

Abstract Phytochemical investigation of the under-ground parts of Hydrocotyle bonariensis led to the isolation of five oleanane-type triterpenoid saponins, 3- O -{β- d -glucopyranosyl-(1 → 2)-[α- l -arabinopyranosyl-(1 → 3)]-β- d -glucuronopyranosyl}-21- O -(2-methylbutyroyl)-22- O -acetyl-R 1 -barrigenol, 3- O -{β- d -glucopyranosyl-(1 → 2)-[α- l -arabinopyranosyl-(1 → 3)]-β- d -glucuronopyranosyl}-21- O -(2-methylbutyroyl)-28- O -acetyl-R 1 -barrigenol, 3- O -{β- d -glucopyranosyl-(1 → 2)-[α- l -arabinopyranosyl-(1 → 3)]-β- d -glucuronopyranosyl}-21- O -acetyl-R 1 -barrigenol, 3- O -{β- d -glucopyranosyl-(1 → 2)-[α- l -arabinopyranosyl-(1 → 3)]-β- d -glucuronopyranosyl}-R 1 -barrigenol, a…

StereochemistryPlant ScienceHorticultureBiochemistryHydrocotyle bonariensisTriterpenoidHumansCameroonNuclear Magnetic Resonance BiomolecularMolecular BiologyMolecular StructurebiologyChemistryStereoisomerismGeneral MedicineSaponinsHCT116 Cellsbiology.organism_classificationAntineoplastic Agents PhytogenicTriterpenesHuman colon cancerDrug Screening Assays AntitumorHT29 CellsTwo-dimensional nuclear magnetic resonance spectroscopyRhizomeApiaceaePhytochemistry
researchProduct

Joziknipholones A and B: The First Dimeric Phenylanthraquinones, from the Roots ofBulbine frutescens

2007

From the roots of the African plant Bulbine frutescens (Asphodelaceae), two unprecedented novel dimeric phenylanthraquinones, named joziknipholones A and B, possessing axial and centrochirality, were isolated, together with six known compounds. Structural elucidation of the new metabolites was achieved by spectroscopic and chiroptical methods, by reductive cleavage of the central bond between the monomeric phenylanthraquinone and -anthrone portions with sodium dithionite, and by quantum chemical CD calculations. Based on the recently revised absolute axial configuration of the parent phenylanthraquinones, knipholone and knipholone anthrone, the new dimers were attributed to possess the P-co…

StereochemistryPlasmodium falciparumDrug ResistanceAnthraquinonesStereoisomerismPlant RootsAnthroneAnthraquinoneCatalysisSodium dithioniteAntimalarialsMicechemistry.chemical_compoundCell Line TumorLiliaceaeAnimalsAsphodelaceaeLeukemia L5178Plants MedicinalMolecular StructurebiologySpectrum AnalysisOrganic ChemistryDithioniteChloroquineStereoisomerismPlasmodium falciparumGeneral Chemistrybiology.organism_classificationAntineoplastic Agents PhytogenicRatschemistryQuantum TheoryBulbine frutescensChirality (chemistry)DimerizationAlgorithmsChemistry - A European Journal
researchProduct

Solanum incanum and S. heteracanthum as sources of biologically active steroid glycosides: Confirmation of their synonymy

2012

A new spirostanol saponin (1), along with four known saponins, dioscin (2), protodioscin (3), methyl-protodioscin (4), and indioside D (5), and one known steroid glycoalkaloid solamargine (6) were isolated from the two synonymous species, Solanum incanum and S. heteracanthum. The structure of the new saponin was established as (23S,25R)-spirost-5-en-3β,23-diol 3-O-{β-D-xylopyranosyl-(1→2)-O-α-L-rhamnopyranosyl-(1→4)-[O-α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranoside}, by using a combination of 1D and 2D NMR techniques including (1)H, (13)C, COSY, TOCSY, NOESY, HSQC and HMBC experiments and by mass spectrometry. The compounds 1, 3, 4 and 5 were evaluated for cytotoxicity against five cancer c…

StereochemistryProtodioscinSaponinDiosgeninSolanumSolanaceous AlkaloidsAntioxidantsMicechemistry.chemical_compoundSpecies SpecificityGlycoalkaloidCell Line TumorNeoplasmsDrug DiscoverySpirostansAnimalsHumansSolanum incanumGlycosidesPharmacologychemistry.chemical_classificationSolamargineMolecular StructurebiologyPlant ExtractsGlycosideGeneral MedicineDiosgeninSaponinsbiology.organism_classificationAntineoplastic Agents PhytogenicchemistrySteroidsSolanumPhytotherapyFitoterapia
researchProduct

Specific interactions of monotetrahydrofuranic annonaceous acetogenins as inhibitors of mitochondrial complex I.

2000

Annonaceous acetogenins (ACG) are a wide group of cytotoxic compounds isolated from plants of the Annonaceae family. Some of them are promising candidates to be a future new generation of antitumor drugs due to the ability to inhibit the NADH:ubiquinone oxidoreductase of the respiratory chain (mitochondrial complex I), main gate of the energy production in the cell. ACG are currently being tested on standard antitumor trials although little is known about the structure activity relationship at the molecular level. On recent studies, the relevance of several parts of the molecule for the inhibitory potency has been evaluated. Due to the great diversity of skeletons included in this family of…

StereochemistryRespiratory chainHerb-Drug InteractionsToxicologyMitochondria HeartLactonesOxidoreductaseMultienzyme ComplexesMoleculeMoietyStructure–activity relationshipAnimalsDrug InteractionsNADH NADPH OxidoreductasesEnzyme InhibitorsFuransAlkylChromatography High Pressure Liquidchemistry.chemical_classificationElectron Transport Complex IbiologyPlant ExtractsGeneral Medicinebiology.organism_classificationAntineoplastic Agents PhytogenicchemistryElectron Transport Complex IBiochemistryAnnonaceaeSeedsCattlePhytotherapyChemico-biological interactions
researchProduct

Cytotoxic Isomalabaricane Triterpenes from the Marine Sponge Rhabdastrella globostellata

2006

Fourteen isomalabaricane triterpenes were isolated from the marine sponge Rhabdastrella globostellata. In addition to the known compounds globostellatic acids A (1) and D (4) and stelliferin riboside (13), 11 of the compounds were new natural products, which included globostelletin (3), eight new globostellatic acid congeners, F to M (2, 5-11), and two new stelliferin ribosides (12 and 14). The isolated compounds were tested against three different cancer cell lines, L5178Y (mouse lymphoma), HeLa (human cervix carcinoma), and PC-12 (rat pheochromocytoma). The isomalabaricane derivatives were found to be selectively active toward the mouse lymphoma cell line L5178Y. The structures were deter…

StereochemistryRhabdastrella globostellataPharmaceutical ScienceAntineoplastic AgentsPharmacognosyPC12 CellsAnalytical ChemistryHeLaTerpeneMiceTriterpeneDrug DiscoveryTumor Cells CulturedAnimalsHumansPharmacologychemistry.chemical_classificationMolecular StructurebiologyOrganic ChemistryBiological activitybiology.organism_classificationTriterpenesTerpenoidPoriferaRatsSpongeComplementary and alternative medicinechemistryIndonesiaMolecular MedicineDrug Screening Assays AntitumorHeLa CellsJournal of Natural Products
researchProduct

Stereoselective synthesis and determination of the cytotoxic properties of spicigerolide and three of its stereoisomers.

2003

Stereoselective syntheses of the naturally occurring, cytotoxic lactone spicigerolide and three nonnatural stereoisomers thereof are described. The commercially available sugar l-rhamnose was in all cases the chiral starting material. Key steps in each of these syntheses were asymmetric Brown allylations and ring-closing metatheses. The cytotoxic activities of the four lactones against a range of tumoral lines were then determined.

StereochemistryRhamnoseStereoisomerismAntineoplastic AgentsMetathesisChemical synthesisRhamnosechemistry.chemical_compoundLactonesStructure-Activity RelationshipCell Line TumorCytotoxic T cellStructure–activity relationshipOrganic chemistryHumanschemistry.chemical_classificationCell DeathChemistryorganic chemicalsOrganic ChemistryStereoisomerismGeneral MedicineSpicigerolideAldoseCyclizationOrgan SpecificityStereoselectivityLactoneThe Journal of organic chemistry
researchProduct