Search results for "Lupeol"

showing 10 items of 22 documents

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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Betulin binds to gamma-aminobutyric acid receptors and exerts anticonvulsant action in mice.

2007

The lupane type pentacyclic triterpenes: lupeol, betulin, and betulinic acid are widely distributed natural compounds. Recently, pharmaceutical compositions from plant extracts (family Marcgraviaceae) containing betulinic acid, have been patented as anxiolytic remedies. To extend our knowledge of the CNS effects of the triterpenes, we suggest here that the chemically related lupeol, betulin and betulinic acid may interact with the brain neurotransmitter gamma-aminobutyric acid (GABA) receptors in vitro and in vivo. Using radioligand receptor-binding assay, we showed that only betulin bound to the GABA(A)-receptor sites in mice brain in vitro and antagonised the GABA(A)-receptor antagonist b…

Malemedicine.medical_treatmentClinical BiochemistryAntineoplastic AgentsFlunitrazepamPharmacologyBiologyToxicologyBicucullineBiochemistryAminobutyric acidBehavioral Neurosciencechemistry.chemical_compoundMiceReceptors GABAIn vivoSeizuresBetulinic acidmedicineAnimalsBetulinic AcidReceptorGABA ModulatorsPostural BalanceBiological Psychiatrygamma-Aminobutyric AcidLupeolPharmacologyMice Inbred ICRBetulinAnti-Inflammatory Agents Non-SteroidalTriterpenesAnticonvulsantBiochemistrychemistryMuscle TonusAnticonvulsantsPentacyclic TriterpenesPentacyclic TriterpenesPharmacology, biochemistry, and behavior
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Cytotoxic Compounds from the Fruits of Uapaca togoensis towards Multifactorial Drug-Resistant Cancer Cells

2014

Cancer cells may rapidly acquire multidrug resistance, mainly due to the presence of adenosine triphosphate-binding cassette transporters, epidermal growth factor receptor, or mutations in the p53 tumor suppressor gene. This work was designed to assess the cytotoxicity of the methanol crude extracts and compounds from the fruits of Uapaca togoensis, namely, β-amyryl acetate (1), 11-oxo-α-amyryl acetate (2), lupeol (3), pomolic acid (4), futokadsurin B (5), arborinin (6), and 3-O-β-D-glucopyranosyl sitosterol (7) against nine drug sensitive and multidrug-resistant cancer cell lines. The resazurin reduction assay was used to evaluate the cytotoxicity of the fruits of U. togoensis and compound…

Pharmaceutical ScienceBiologyLignansAnalytical ChemistryInhibitory Concentration 50chemistry.chemical_compoundCell Line TumorDrug DiscoveryHumansCytotoxic T cellOleanolic AcidCytotoxicityLupeolMembrane Potential MitochondrialPharmacologyMolecular StructurePlant ExtractsAlkaloidOrganic ChemistryEuphorbiaceaeCell cycleAntineoplastic Agents PhytogenicDrug Resistance MultipleTriterpenesComplementary and alternative medicinechemistryBiochemistryDoxorubicinDrug Resistance NeoplasmApoptosisCell cultureCancer cellAcridinesMolecular MedicineDrug Screening Assays AntitumorPentacyclic TriterpenesReactive Oxygen SpeciesPlanta Medica
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Effects of Terpenoids from Salvia Willeana in Delayed-type Hypersensitivity, Human Lymphocyte Proliferation and Cytokine Production

2008

The effect of the lipophilic extract of S. willeana and three terpenoids isolated therefrom, camphor, lupeol and oleanolic acid, on oxazolone-induced hypersensitivity was evaluated. The extract reduced the ear edema by 46% at 24 h after challenge. All three terpenoids inhibited the edema and suppressed cytokines release at different rates. Lupeol inhibited the swelling by over 50% and reduced the production of IL-1β by 62%. Camphor caused inhibition of the efferent phase (45% inhibition at 72 h) and the levels of IL-1β, IL-4 and TNF-α (around 80% inhibition). Oleanolic acid diminished moderately the reaction and the levels of IL-4 and TNF-α. We also demonstrated that the three terpenoids i…

PharmacologyHuman lymphocytebiologyChemistrymedicine.medical_treatmentfungiPlant ScienceGeneral MedicinePharmacologySalviabiology.organism_classificationTerpenoidOxazolonechemistry.chemical_compoundCamphorCytokineComplementary and alternative medicineDrug DiscoveryImmunologymedicineOleanolic acidLupeolNatural Product Communications
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Bioactivity of fractions and constituents of Piper capense fruits towards a broad panel of cancer cells.

2020

Abstract Ethnopharmacological relevance Piper capense is a medicinal spice whose fruits are traditionally used as aqueous decoction to heal several ailments such as trypanosomiasis, helminthic infections, and cancer. Aim of the study. (1) To perform phytochemical investigation of the methanol extract of Piper capense; (2) to evaluate the cytotoxicity of botanicals (PCF, fractions PCFa-e), isolated phytochemicals on a broad panel of animal and human cancer cell lines; (3) to evaluate the induction of apoptosis of the most active samples. Material and methods Resazurin reduction assay (RRA) was used to determine the cytotoxicity of the studied samples. Cell cycle distribution (PI staining), a…

PhytochemicalsDecoctionApoptosisPharmacologyLignans03 medical and health scienceschemistry.chemical_compound0302 clinical medicineCell Line TumorDrug DiscoveryAnimalsHumansCytotoxicityOleanolic acid030304 developmental biologyLupeolPharmacologyMembrane Potential Mitochondrial0303 health sciencesNitidineValinomycinPlant ExtractsCell CycleHydrogen PeroxideAntineoplastic Agents PhytogenicchemistryPhytochemicalApoptosisDoxorubicinDrug Resistance Neoplasm030220 oncology & carcinogenesisCaspasesFruitCancer cellReactive Oxygen SpeciesPiperJournal of ethnopharmacology
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Cytotoxicity of the crude extract and constituents of the bark of Fagara tessmannii towards multi-factorial drug resistant cancer cells.

2019

Abstract Ethnopharmacological relevance Fagara tessmannii Engl. is an African medicinal plant used in Cameroonian traditional medicine to treat various types of cancers. Aim of the study This work was designed to determine the cytotoxicity of the crude extract (FTB), fractions (FTBa-d) and compounds isolated from the bark of Fagara tessmannii, namely lupeol (1), fagaramide (2), zanthoxyline (3), hesperidin (4), nitidine chloride (5), fagaridine chloride (6), and β-sitosterol-3-O-β-D-glucopyranoside (7). The study was extended to the mode of induction of apoptosis by FTB, compounds 5 and 6. Materials and methods The resazurin reduction assay was used to evaluate the cytotoxicity of samples. …

ZanthoxylumApoptosisFlow cytometry03 medical and health scienceschemistry.chemical_compoundHesperidinInhibitory Concentration 500302 clinical medicineCell Line TumorNeoplasmsDrug DiscoverymedicineHumansCytotoxicity030304 developmental biologyLupeolPharmacologychemistry.chemical_classificationMembrane Potential Mitochondrial0303 health sciencesReactive oxygen speciesmedicine.diagnostic_testPlant ExtractsCell CycleCell cycleMolecular biologyAntineoplastic Agents PhytogenicchemistryApoptosisDoxorubicinDrug Resistance Neoplasm030220 oncology & carcinogenesisCancer cellPlant BarkReactive Oxygen SpeciesJournal of ethnopharmacology
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Chemical constituents from Anthocleista liebrechtsiana De Wild & T. Durand (Loganiaceae)

2018

Abstract A new steroid derivative, (24S)-3β-hydroxy-7β-methoxyergost-5-ene (1), was isolated along with eleven known compounds: 7α-hydroxysterol (2), β-sitosterol (3), oleanolic acid (4), betulinic acid (5), lupeol (6), swertiaperennin (7), decussatin (8), tetracosanoic acid (9) β-sitosterol-3-O-β- d -glucopyranoside (10), (2R,3S)-2,3-dihydro-2-(3,4-dimethoxyphenyl)-3-hydroxymethyl-5-(2-formylvinyl)-7-hydroxybenzofuran (11) and acacetin 6-C-β- d -glucopyranoside (12) from the tree bark and leaves of Anthocleista liebrechtsiana De Wild & T. Durand. Their structures were elucidated on the basis of spectroscopic (1D and 2D NMR) and mass spectrometric data. Compounds 2 and 7–10 have already bee…

biologyAcacetin010405 organic chemistryStereochemistryAnthocleistaLoganiaceaebiology.organism_classificationAntimicrobial01 natural sciencesBiochemistry0104 chemical sciences010404 medicinal & biomolecular chemistrychemistry.chemical_compoundchemistryBetulinic acidOleanolic acidEcology Evolution Behavior and SystematicsDerivative (chemistry)LupeolBiochemical Systematics and Ecology
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Cytotoxicity of fagaramide derivative and canthin-6-one from Zanthoxylum (Rutaceae) species against multidrug resistant leukemia cells

2019

In our continuous search for cytotoxic compounds from the genus Zanthoxylum, chromatographic separation of the MeOH/CH2Cl2 (1:1) extract of Z. chalybeum yielded one new alkamide; 4-(isoprenyloxy)-3-methoxy-3,4-deoxymethylenedioxyfagaramide (1) and a known one; fagaramide (2). Similarly, from the MeOH/CH2Cl2 (1:1) extract of the stem bark of Z. parachanthum four known compounds; canthin-6-one (3), dihydrochelerythrine (4), lupeol (5) and sesamin (6) were isolated. Characterization of the structures of these compounds was achieved using spectroscopic techniques (NMR and MS). Using resazurin reduction assay 1, 3 and 6 displayed moderate cytotoxicity with IC50 values below 50 μM against the dru…

biologyOrganic ChemistryResazurinPlant Sciencemedicine.diseasebiology.organism_classificationBiochemistryMolecular biologyAnalytical ChemistryMultiple drug resistanceLeukemiachemistry.chemical_compoundchemistryZanthoxylumSesaminmedicineCytotoxic T cellCytotoxicityLupeol
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A new dibenzofuran and other constituents from Ligularia caloxantha, a Chinese medicinal plant.

2008

A new dibenzofuran named 1,2,4-trimethyl-7,8-dimethoxy-dibenzofuran (1), together with seven known compounds, euparin (2), 2,5-diacetyl-6-hydroxy-benzofuran (3), 2-acetyl-5,6-dimethoxy-benzofuran (4), gummosogenin (5), lupeol (6), stigmasterol (7) and (E)-2,5-dihydroxy-cinnamic acid (8), were isolated from the roots of Ligularia caloxantha, a Chinese medicinal plant. The structures of the compounds were elucidated by spectroscopic methods.

chemistry.chemical_classificationStigmasterolMolecular StructureChemistryOrganic ChemistryPlant ScienceLigularia caloxanthaAsteraceaeBiochemistryPlant RootsAnalytical ChemistryDibenzofuranchemistry.chemical_compoundTriterpeneOrganic chemistryBenzofuranLupeolBenzofuransDrugs Chinese HerbalNatural product research
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Mimonoside D: a new triterpenoid saponin from Mimosa diplotricha Sauvalle (Fabaceae)

2021

A new triterpenoid saponin (Mimonoside D: 3-O-��-L-arabinopyranosyl-3��-hydroxyolean-12-en-28-oic acid 28-O-��-D-xylopyranosyl-(1���2)-��-D- glucopyranoside ester (1)) was isolated from the aerial parts of Mimosa diplotricha Sauvalle together with nine known compounds: 7,4���-dihydroxyflavone (2), kaempferol (3), lupeol (4), betulinic acid (5), ��-sitosterol (6), ��-sitosterol-3-O-��-D-glucopyranoside (7), lutein (8), 5,2���-dihydroxy-7,4���,5���-trimethoxyflavone (9) and vitexin (10). Their structures were elucidated on the basis of spectroscopic (1 D and 2 D nuclear magnetic resonance) and high-resolution mass spectrometric data as well as by comparison of their spectral data with those o…

chemistry.chemical_classificationbiologyOrganic ChemistryVitexinPlant ScienceFabaceaebiology.organism_classificationBiochemistryProteus mirabilisAnalytical Chemistrychemistry.chemical_compoundchemistryBetulinic acidKaempferolMimosa diplotrichaLupeolNuclear chemistryTriterpenoid saponin
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