Search results for "stigmas"

showing 10 items of 41 documents

Two new sesquiterpene derivatives from the Tunisian endemic Ferula tunetana Pom.

2010

A new sesquiterpene ester, tunetanin A (1), a new sesquiterpene coumarin, tunetacoumarin A (2), together with eight known compounds, i.e., coladin (3), coladonin (4), isosmarcandin (5), 13-hydroxyfeselol (6), umbelliprenin (7) propiophenone (8), beta-sitosterol (9), and stigmasterol (10), were isolated from the roots of Ferula tunetana. Their structures were elucidated on the basis of extensive spectroscopic methods, including 1D- and 2D-NMR experiments and MS analysis, as well as by comparison with published data. The cytotoxicity of compounds 1-7 towards two human colon cancer cell lines, HT-29 and HCT 116, was evaluated. Compounds 3, 4, and 6 showed weak cytotoxic activities.

Magnetic Resonance SpectroscopyStereochemistryBioengineeringSesquiterpeneBiochemistryPlant Rootschemistry.chemical_compoundStructure-Activity RelationshipPropiophenoneSpecies SpecificityCoumarinsCell Line TumorHumansCytotoxicityMolecular BiologyCell ProliferationStigmasterolMs analysisGeneral ChemistryGeneral MedicineCoumarinAntineoplastic Agents PhytogenicUmbellipreninFerulachemistryFerula tunetanaMolecular MedicineDrug Screening Assays AntitumorSesquiterpenesChemistrybiodiversity
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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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Evaluation of the cytotoxic effect of 7keto-stigmasterol and 7keto-cholesterol in human intestinal (Caco-2) cells

2012

The biological implications of cholesterol oxidation products have been investigated, though research on plant sterol oxidation products is scarce and in some cases contradictory. The cytotoxicity of 7keto(k)-stigmasterol versus 7keto(k)-cholesterol at different concentrations (0-120 μM) and incubation times (4-24h), in intestinal epithelial cells (Caco-2 cells) was evaluated. The 3-[4,5-dimethylthiazol-2-yl]-2,3-diphenyl tetrazolium bromide and neutral red uptake tests, mitochondrial membrane potential (ΔΨm), and relative DNA and RNA contents in the cell cycle phases were determined. Possible interaction effects between 7k-derivatives or non-oxidized stigmasterol were monitored. Endo/lysos…

Membrane Potential Mitochondrialeducation.field_of_studyNeutral redStigmasterolCholesterolPopulationDrug Evaluation PreclinicalStigmasterolRNAGeneral MedicineBiologyToxicologyIntestineschemistry.chemical_compoundCholesterolchemistryBiochemistryCaco-2ToxicityHumansCaco-2 CellsCytotoxicityeducationFood ScienceFood and Chemical Toxicology
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Polyamine conjugates of stigmasterol.

2012

Abstract Three new polyamine conjugates with stigmasterol [(3β,22 E )-stigmasta-5,22-dien-3-ol] were synthesized and subjected to basic antimicrobial and cytotoxic tests. The conjugate derived from spermine, (3β,22 E )-stigmasta-5,22-dien-3-yl 4(12-amino-4,9-diaza-dodecylamino)-4-oxobutanoate ( 5c ), displayed considerable antimicrobial activity on Staphylococcus aureus at low concentration (50 μg mL −1 ). The cytotoxic activity was tested on cells of human T-lymfoblastic leukemia (IC 50  = 35.8 ± 10.3 μM ( 5c ) and IC 50  = 35.9 ± 5.7 μM ( 5b )) and normal human fibroblasts (IC 50  = 38.0 ± 2.8 μM ( 5c ) and IC 50  = 45.5 ± 1.9 μM ( 5b )). Conjugate 5a displayed no activity in both tests.

Models MolecularStaphylococcus aureusChemical PhenomenaStereochemistryClinical BiochemistryCarboxylic AcidsMolecular ConformationStigmasterolSpermineAntineoplastic Agentsmedicine.disease_causeBiochemistrychemistry.chemical_compoundEndocrinologyAmideCell Line TumormedicinePolyaminesCytotoxic T cellHumansta116Molecular BiologyPharmacologyStigmasterolDose-Response Relationship DrugOrganic ChemistryAntimicrobialAnti-Bacterial AgentschemistryStaphylococcus aureusDrug DesignPolyamineConjugateSteroids
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Phytosterols: to be or not to be toxic; that is the question

2008

Plant sterols (phytosterols) are membrane constituents of all plants with a structure analogous to that of cholesterol. Thus, phytosterols have either an additional methyl or ethyl group on the carbon-24 position or an additional double bond in the side chain (1) . Noteworthy, in patients with the rare inherited disease of phytosterolaemia characterized by a hyperabsorption and diminished biliary secretion of cholesterol and phytosterols as well as by tendon and tuberous xanthoma, elevated plasma concentrations of phytosterols (campesterol, sitosterol) have been shown to constitute a risk factor for premature atherosclerosis (2) . However, whether plasma concentrations of campesterol and si…

Nutrition and DieteticsStigmasterolCell DeathDose-Response Relationship DrugOxysterolEndotheliumCholesterolPhytosterolCampesterolPhytosterolsMedicine (miscellaneous)BiologyPharmacologychemistry.chemical_compoundmedicine.anatomical_structurechemistryBiochemistryLactate dehydrogenasemedicineHumansPlant OilsEndothelium VascularGrowth inhibitionBritish Journal of Nutrition
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7keto-stigmasterol and 7keto-cholesterol induce differential proteome changes to intestinal epitelial (Caco-2) cells

2015

Abstract Recent studies have expanded the appreciation of the roles of oxysterols triggering inflammatory, immune cytotoxic and apoptotic processes, but have not been considered for proteome analysis. A comparative proteomic study in intestinal epithelial cell cultures incubated (60 μM/24 h) with 7keto-cholesterol or 7keto-stigmasterol was performed. The influence of both compounds was studied following the nLC-TripleTOF analysis. Findings were compared to results for control cultures. In the principal component analysis (PCA) of proteome patterns, two components were extracted accounting for 99.8% of the variance in the protein expression. PCA analysis clearly discriminated between the per…

ProteomeStigmasterolInflammationBiologyToxicologyPeptide MappingImmune systemmedicineHumansRNA MessengerKetocholesterolsTranscription factorPrincipal Component AnalysisCell growthGene Expression ProfilingGeneral MedicineOxidantsCell biologyEnterocytesGene Expression RegulationBiochemistryCell cultureApoptosisProteomeMacrophage migration inhibitory factorCaco-2 Cellsmedicine.symptomFood ScienceFood and Chemical Toxicology
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CCDC 777362: Experimental Crystal Structure Determination

2012

Related Article: S.Ikonen, O.Jurcek, Z.Wimmer, P.Drasar, E.Kolehmainen|2012|J.Mol.Struct.|1011|25|doi:10.1016/j.molstruc.2011.12.016

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters26-Di-t-butyl-4-((2-((35-di-t-butyl-4-hydroxyphenyl)sulfanyl)propan-2-yl)sulfanyl)phenyl stigmast-5-en-3-yl succinateExperimental 3D Coordinates
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Contribution à l’étude de la fraction insaponifiable de trois huiles d’olive issues des variétés Guasto, Rougette et Blanquette plantés dans l’est al…

2010

The sterol profile of three Algerian virgin olive oils produced from Guasto, Blanquette and Rougette cultivar’s, varieties grown in the East of the country, was established by gas chromatography using a flame ionization detector and coupled to mass spectrometry. Four sterol compounds were identified and characterized in the three oils which are, sitosterol always predominant (43-66%), delta 5-avenasterol (8-13%), stigmasterol (≤ 1,5%) and campesterol (1-2%); one methyl sterol (4-methylsterol) : citrostadienol (4-7%) and two triterpenic alcohols : 24-methylene cycloartanol (10-33%) and cycloartenol (3-13%). These results vary according to campany and variety. Our study shows that most of the…

StigmasterolChromatographyCampesterolphytosterolslcsh:TP670-699Mass spectrometryolive oilBiochemistrySterollaw.inventionchemistry.chemical_compoundchemistrylawCycloartenolcultivarsFlame ionization detectorCultivarGas chromatographylcsh:Oils fats and waxesOlea europaeaFood ScienceOléagineux, Corps gras, Lipides
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Sterol Composition in Infant Formulas and Estimated Intake.

2015

Sterol contents in infant formulas (IFs) from the European market were determined, and their intakes by infants between 0 and 6 months were evaluated. Total animal sterols (mg/100 mL) ranged from 1.71 to 5.46, cholesterol being the main animal sterol (1.46-5.1). In general, cholesterol and desmosterol were lower than the human milk (HM) values indicated by other authors. Total plant sterol (mg/100 mL) ranged from 3.1 to 5.0. β-Sitosterol, the most abundant phytosterol, ranged from 1.82 to 3.01, followed by campesterol (0.72-1.15), stigmasterol (0.27-0.53), and brassicasterol (0.14-0.28). Cholesterol intake (mg/day) ranged from 9 to 51 and plant sterol intake (mg/day) from 19 to 50. The ster…

StigmasterolMolecular StructureCholesterolCampesterolPhytosterolInfantGeneral ChemistryBrassicasterolBiologySterolInfant Formulachemistry.chemical_compoundSterolschemistryInfant formulaDesmosterolAnimalsHumanslipids (amino acids peptides and proteins)CattleFood scienceGeneral Agricultural and Biological SciencesJournal of agricultural and food chemistry
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ChemInform Abstract: Two New Sesquiterpene Derivatives from the Tunisian Endemic Ferula tunetana Pom.

2010

A new sesquiterpene ester, tunetanin A (1), a new sesquiterpene coumarin, tunetacoumarin A (2), together with eight known compounds, i.e., coladin (3), coladonin (4), isosmarcandin (5), 13-hydroxyfeselol (6), umbelliprenin (7) propiophenone (8), beta-sitosterol (9), and stigmasterol (10), were isolated from the roots of Ferula tunetana. Their structures were elucidated on the basis of extensive spectroscopic methods, including 1D- and 2D-NMR experiments and MS analysis, as well as by comparison with published data. The cytotoxicity of compounds 1-7 towards two human colon cancer cell lines, HT-29 and HCT 116, was evaluated. Compounds 3, 4, and 6 showed weak cytotoxic activities.

Terpenechemistry.chemical_compoundStigmasterolchemistryPropiophenoneStereochemistryFerula tunetanaGeneral MedicineSesquiterpeneCytotoxicityCoumarinUmbellipreninChemInform
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