Search results for "Spirostans"

showing 5 items of 5 documents

Cytotoxicity of a naturally occuring spirostanol saponin, progenin III, towards a broad range of cancer cell lines by induction of apoptosis, autopha…

2020

Abstract This study was aimed to investigate the cytotoxic potential of a natural compound, progenin III on a broad range of cancer cell lines, including various sensitive and drug-resistant phenotypes. The cytotoxicity, progenin III-induced autophagic, ferroptotic and necroptotic cell death were evaluated by the resazurin reduction assay (RRA). Spectrophotometric analysis of caspases activity was performed using caspase-Glo assay. Flow cytometry was applied for cell cycle analysis (PI staining), apoptosis (annexin V/PI staining), mitochondrial membrane potential (MMP) (JC-1) and reactive oxygen species (ROS) (H2DCFH-DA). Progenin III and the reference molecule, doxorubicin exerted cytotoxi…

0301 basic medicineProgrammed cell deathNecroptosisMelanoma ExperimentalApoptosisToxicologyFlow cytometry03 medical and health sciences0302 clinical medicineAnnexinCell Line TumorAutophagySpirostansmedicineHumansCytotoxic T cellCytotoxicityCaspaseMembrane Potential MitochondrialCell Deathmedicine.diagnostic_testbiologyPlant ExtractsChemistryCell CycleHep G2 CellsGeneral MedicineSaponinsHCT116 CellsAntineoplastic Agents PhytogenicMolecular biology030104 developmental biologyDoxorubicinDrug Resistance NeoplasmApoptosisCaspases030220 oncology & carcinogenesisNecroptosisbiology.proteinReactive Oxygen SpeciesChemico-Biological Interactions
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Cytotoxic Spirostane-Type Saponins from the Roots of Chlorophytum borivilianum

2009

Four new spirostane-type saponins named borivilianosides E-H (1-4) were isolated from an ethanol extract of the roots of Chlorophytum borivilianum together with two known steroid saponins (5 and 6). The structures of 1-4 were elucidated using mainly 2D NMR spectroscopic techniques and mass spectrometry. The cytotoxicity of borivilianosides F (2), G (3), and H (4) and three known compounds was evaluated using two human colon cancer cell lines (HT-29 and HCT 116).

Chemical structureIndiaPharmaceutical SciencePharmacologyPlant RootsAnalytical ChemistrySteroid SaponinsDrug DiscoverySpirostansHumansCytotoxic T cellMedicinal plantsCytotoxicityNuclear Magnetic Resonance BiomolecularAsparagaceaePharmacologyPlants MedicinalMolecular StructurebiologyTraditional medicineChemistryOrganic ChemistrySaponinsbiology.organism_classificationAntineoplastic Agents PhytogenicHuman colon cancerComplementary and alternative medicineChlorophytum borivilianumMolecular MedicineDrug Screening Assays AntitumorTwo-dimensional nuclear magnetic resonance spectroscopyJournal of Natural Products
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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
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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
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Steroidal saponins from Chlorophytum orchidastrum.

2009

Six new spirostane-type saponins (1−6), named orchidastrosides A−F, and chloromaloside D were isolated from an ethanol extract of the roots of Chlorophytum orchidastrum. The saponins have neotigogenin or neogitogenin as the aglycon and oligosaccharidic chains possessing seven to nine sugar units. Their structures were elucidated mainly by 2D NMR spectroscopic analyses (COSY, TOCSY, NOESY, HSQC, and HMBC) and FABMS and HRESIMS. Compounds 1−6 were tested for cytotoxicity against two human colon cancer cell lines, HCT 116 and HT-29.

Stereochemistrymedicine.medical_treatmentChemical structureSaponinPharmaceutical SciencePharmacognosyPlant RootsAnalytical ChemistrySteroidchemistry.chemical_compoundDrug DiscoverymedicineLiliaceaeSpirostansHumansPharmacologychemistry.chemical_classificationMolecular StructureOrganic ChemistryAcetalGlycosideOligosaccharideSaponinsHCT116 CellsAntineoplastic Agents PhytogenicComplementary and alternative medicinechemistryMolecular MedicineFranceDrug Screening Assays AntitumorTwo-dimensional nuclear magnetic resonance spectroscopyHT29 CellsJournal of natural products
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