Search results for "triterpene"

showing 10 items of 164 documents

The triterpenoid ursolic acid ameliorates stress in Caenorhabditis elegans by affecting the depression-associated genes skn-1 and prdx2.

2021

Abstract Introduction Depression is one of the leading causes of death worldwide. Lower antioxidant concentrations and increased oxidative stress levels contribute to the development of depression. Effective and tolerable medications are urgently needed. Nrf2 and PRDX2 are promising targets in the treatment of oxidative stress and, therefore, promising for the development of novel antidepressants. Ursolic acid (UA), a natural triterpenoid found in various plants is known to exert neuroprotective and antioxidant effects. Skn-1 (which corresponds to human Nrf2) and prdx2 deficient mutants of the nematode Caenorhabditis elegans are suitable models to study the effect of UA on these targets. Ad…

Antioxidantmedicine.medical_treatmentPharmaceutical SciencePharmacologymedicine.disease_causeProtective AgentsNeuroprotectionAntioxidants03 medical and health scienceschemistry.chemical_compound0302 clinical medicineUrsolic acidStress PhysiologicalDrug DiscoveryAdaptogenmedicineAnimalsCaenorhabditis elegansCaenorhabditis elegans ProteinsCaenorhabditis elegans030304 developmental biologyPharmacologychemistry.chemical_classification0303 health sciencesReactive oxygen speciesbiologyDepressionPeroxiredoxinsbiology.organism_classificationAntidepressive AgentsTriterpenesDNA-Binding ProteinsMolecular Docking SimulationOxidative StressComplementary and alternative medicinechemistryGene Expression Regulation030220 oncology & carcinogenesisMutationMolecular MedicineReactive Oxygen SpeciesJugloneOxidative stressTranscription FactorsPhytomedicine : international journal of phytotherapy and phytopharmacology
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Identification of Bioactive Compounds in Polar and Nonpolar Extracts of Araujia sericifera

2017

Abstract Araujia sericifera is a native perennial, climbing laticiferous shrub from South America that is currently naturalized in many other countries. Previous data describe promising properties for A. sericifera, but no systematic study of its bioactive compounds and possible medicinal applications has been conducted to date. In the present study, aerial parts of A. sericifera (leaves, stems, and fruits) were explored by combining GC-MS and NMR spectroscopy analysis for both nonpolar (hexane) and polar (methanol) extracts. The hexanic extracts contained high amounts of pentacyclic triterpenes including two new metabolites, 3-tigloyl germanicol (18) and 3-tigloyl lupeol (19). The methanol…

Araujia sericiferaQuímica agrícolacancer cell linesTraditional medicinebiologyChemistryConduritol Fbiology.organism_classificationchemistry.chemical_compoundAsclepiadaceaeNMR spectroscopyTrigonellineCarcinoma CellBotanymetabolite profileGC-MSPentacyclic TriterpenesGas chromatography–mass spectrometryAraujia sericiferaPlantes medicinalsHuman colonLupeol
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Triterpenes and fatty acids from the rhyzomes of Atractylis gummifera L

1999

It is reported the investigation of the light petroleum ether extract of the rhizomes of Atractylis gummifera L. GC-MS analysis and medium pressure chromatographies afforded the presence of seven fatty acids and of the following triterpenes: lupenyl acetate, α-amyrin acetate, β-amyrin acetate, taraxasterol acetate, α-amyrin, lupeol, β-amyrin, taraxasterol, campesterol, β-sitosterol, stigmasterol, betulin, erythrodiol, uvaol, ursolic acid, oleanolic acid and betulinic acid.

Atractylis gummifera L.RhyzomesFatty acidsTriterpenes
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Natural Triterpene Glycosides for Antibody Recognition

2016

Multiple sclerosis is an autoimmune disease that affects the central nervous system. The key role of the glycosylation in disease pathogenesis has been previously studied and the synthetic N-glucosylated peptide CSF114(Glc) proved its efficiency in autoantibody recognition in the sera of multiple sclerosis patients. Herein, pure natural triterpene glycosides containing different glycosyl moieties were isolated and tested in multiple sclerosis patientsʼ sera to better understand the role of glycosylation. They were selected taking into account the nature and complexity of their osidic part. Five triterpene glycosides were isolated from several plants with more than 95 % purity. The interacti…

Autoimmune diseasechemistry.chemical_classificationGlycosylationMultiple sclerosisAutoantibodyGlycosidemacromolecular substancesBiologymedicine.diseasecarbohydrates (lipids)chemistry.chemical_compoundAntigenTriterpenechemistryBiochemistryImmunologymedicinebiology.proteinAntibodybiomarkers • autoantibody recognition autoimmune disease multiple sclerosis triterpene glycosidesPlanta Medica Letters
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The effect of spent bleaching earth ageing process on its physicochemical and microbial composition and its potential use as a source of fatty acids …

2014

This study was aimed at investigating the physicochemical and microbiological changes that took place during the ageing process of spent bleaching earth in the presence of autochthonous microorganisms. Research material included fresh spent bleaching earth (SBE0) and the same material after 3 years of storage at the constant temperature of 20 °C, without aeration and moistening (SBE3). Changes in the chemical composition of analysed waste material were observed during its ageing process point to a spontaneous bioconversion of fat substance towards formation and/or release of free saturated fatty acids C16:0 and C18:0 (14.3 g 100 g(-1) D.M.), triterpenes (8.48 g 100 g(-1) D.M.), cholesterol …

BioconversionTime FactorsBioconversionMicroorganismHealth Toxicology and MutagenesisMicrobial ConsortiaFatty Acids MonounsaturatedMetals HeavyOrganic chemistryPlant OilsSoil PollutantsEnvironmental ChemistryFood scienceSaturated fatty acidsLipolytic microorganismsChemical compositionSoil MicrobiologyWaste ProductsChemistryFatty AcidsTemperatureGeneral MedicineMicrobial consortiumBiodegradationHydrogen-Ion ConcentrationPollutionTriterpenesRefuse DisposalBiodegradation EnvironmentalSpent bleaching earth (SBE)AgeingRapeseed OilPolandAerationSoil microbiologyResearch ArticleEnvironmental Science and Pollution Research
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Oleanonic acid, a 3-oxotriterpene from Pistacia, inhibits leukotriene synthesis and has anti-inflammatory activity.

2001

One of the best known bioactive triterpenoids is oleanolic acid, a widespread 3-hydroxy-17-carboxy oleanane-type compound. In order to determine whether further oxidation of carbon 3 affects anti-inflammatory activity in mice, different tests were carried out on oleanolic acid and its 3-oxo-analogue oleanonic acid, which was obtained from Pistacia terebinthus galls. The last one showed activity on the ear oedema induced by 12-deoxyphorbol-13-phenylacetate (DPP), the dermatitis induced by multiple applications of 12-O-tetradecanoyl-13-acetate (TPA) and the paw oedemas induced by bradykinin and phospholipase A2. The production of leukotriene B4 from rat peritoneal leukocytes was reduced by ol…

Blood PlateletsLeukotrienesLeukotriene B4medicine.drug_classNeutrophilsBradykininTetrazolium SaltsIn Vitro TechniquesLeukotriene B4Anti-inflammatorychemistry.chemical_compoundMiceStructure-Activity RelationshipPhospholipase A2medicineAnimalsEdemaHumansCyclooxygenase InhibitorsHypersensitivity DelayedEar ExternalOleanolic AcidOleanolic acidPeroxidasePharmacologyInflammationLeukotrienebiologyFootAnti-Inflammatory Agents Non-SteroidalBiological activityTriterpenesRatsThiazoleschemistryBiochemistryArachidonate 5-lipoxygenasePistaciabiology.proteinFemaleDrug Screening Assays AntitumorOxidation-ReductionEuropean journal of pharmacology
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Sulfated Lupane Triterpene Derivatives and a Flavone C-Glycoside from Gypsophila repens

2007

A new sulfated lupane triterpene, Gypsophilin (1), and its glucosyl ester, Gypsophilinoside (2) were isolated from the roots of Gypsophila repens whereas a new flavone C-glycoside (3) was obtained from the aerial parts. Their structures were established as (3beta)-3-O-(sulfo)lup-20(29)-en-23,28-dioic acid (1), (3beta)-3-O-(sulfo)lup-20(29)-en-23,28-dioic acid -28-O-beta-D-glucopyranosyl ester (2) and luteolin-7-O-alpha-L-arabinopyranosyl-6-C-beta-glucopyranoside (3) by spectroscopic methods such as 1D and 2D NMR, HR-ESI-MS and FAB-MS.

C glycosidesSpectrometry Mass Electrospray IonizationMagnetic Resonance SpectroscopySpectrophotometry InfraredStereochemistrySaponinCaryophyllaceaeCaryophyllaceaeSpectrometry Mass Fast Atom BombardmentSulfuric Acid EstersPlant RootsTerpeneSulfationTriterpeneDrug DiscoveryGlycosidesGypsophilinosidechemistry.chemical_classificationbiologyPlant ExtractsChemistryHydrolysisGypsophila repensGeneral ChemistryGeneral MedicineSaponinsbiology.organism_classificationTriterpenesSpectrophotometry UltravioletTwo-dimensional nuclear magnetic resonance spectroscopyGypsophilinChemical and Pharmaceutical Bulletin
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Quantitative Analysis of Terpenic Compounds in Microsamples of Resins by Capillary Liquid Chromatography

2019

A method has been developed for the separation and quantification of terpenic compounds typically used as markers in the chemical characterization of resins based on capillary liquid chromatography coupled to UV detection. The sample treatment, separation and detection conditions have been optimized in order to analyze compounds of different polarities and volatilities in a single chromatographic run. The monoterpene limonene and the triterpenes lupeol, lupenone, &beta

Capillary actionMonoterpenePharmaceutical Science01 natural sciencesArticlecapillary liquid chromatography (Cap-LC)Analytical Chemistrylcsh:QD241-441Terpenechemistry.chemical_compoundlcsh:Organic chemistryLimit of DetectiontriterpenesDrug DiscoveryTree resinPhysical and Theoretical ChemistryLupeolDetection limitLimoneneChromatographymicrosamplesMolecular Structure010405 organic chemistryTerpenes010401 analytical chemistryOrganic Chemistry0104 chemical scienceschemistryresinsChemistry (miscellaneous)Molecular MedicinelimoneneQuantitative analysis (chemistry)Resins PlantChromatography LiquidMolecules
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Cytotoxicity of oleanolic and ursolic acid derivatives toward hepatocellular carcinoma and evaluation of NF-κB involvement.

2019

Oleanolic and ursolic acids are two ubiquitous isomeric triterpene phytochemicals known for their anticancer activity. A set of derivatives of the two compounds with a modified oxidation state and lipophylicity at C-3 and C-28 positions, were prepared and tested as anticancer agents versus the lines HepG2, Hep3B and HA22T/VGH of hepatocarcinoma, a strongly aggressive tumor that is not responsive toward the standard therapies. New derivatives containing a three carbons side chain on the C-3 position were synthetized in both stereoisomeric forms by the Barbier-Grignard procedure and three of them were found to be active toward all of the three targets. The implication of the transcriptional n…

Carcinoma HepatocellularApoptosis01 natural sciencesBiochemistrychemistry.chemical_compoundUrsolic acid Oleanolic acid HepG2 Hep3B HA22T/VGH Antitumor activity NF−κBUrsolic acidTriterpeneOleaDrug DiscoverymedicineTumor Cells CulturedHumansSettore BIO/15 - Biologia FarmaceuticaOleanolic AcidCytotoxicityMolecular BiologyCell Proliferationchemistry.chemical_classification010405 organic chemistryPlant ExtractsOrganic ChemistryLiver NeoplasmsNF-kappa BNF-κBSettore CHIM/06 - Chimica Organicamedicine.diseaseAntineoplastic Agents Phytogenicdigestive system diseasesTriterpenes0104 chemical sciences010404 medicinal & biomolecular chemistrychemistryMechanism of actionHepatocellular carcinomaMalusSettore BIO/14 - FarmacologiaCancer researchmedicine.symptomBioorganic chemistry
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Synthesis, In Vitro and In Silico Analysis of New Oleanolic Acid and Lupeol Derivatives against Leukemia Cell Lines: Involvement of the NF-κB Pathway

2022

Oleanolic acid (OA) and Lupeol (LU) belong to the class of natural triterpenes and are endowed with a wide range of biological activities, including cytotoxicity toward several cancer cell lines. In this context, we investigated a set of compounds obtained from the two natural precursors for the cytotoxicity against leukemia HL60 cells and the multidrug-resistant (MDR) variant HL60R. Six new semi-synthetic triterpenes have been synthetized, fully characterized, and were investigated together with other triterpenes compounds for their pharmacological mechanism of action. The interaction of the more cytotoxic compounds with the nuclear factor kappa B (NF-κB) pathway has been also evalua…

CatalysisCell LineInorganic ChemistryNeoplasmsHumansantitumor activityNF-kBPhysical and Theoretical ChemistryMolecular BiologySpectroscopyLeukemiaHL60ROrganic ChemistryNF-kappa BLupeolOleanolic acidSettore CHIM/06 - Chimica OrganicaGeneral MedicineSettore CHIM/08 - Chimica FarmaceuticaTriterpenesComputer Science ApplicationsOleanolic acid; Lupeol; HL60; HL60R; antitumor activity; NF-κB; dockingHL60dockingSettore BIO/14 - FarmacologiaPentacyclic TriterpenesInternational Journal of Molecular Sciences
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