Search results for "TERPENES"

showing 10 items of 470 documents

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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Complete 1H and 13C NMR assignments of clerodane diterpenoids of Salvia splendens.

2006

Unambiguous and complete assignments of 1H and 13C NMR chemical shifts for five clerodane diterpenes, four of them isolated from Salvia splendens (salviarin, splendidin and splenolides A and B) and one obtained by acetylation of splenolide A, are presented. The assignments are based on 2D shift-correlated [1H,1H–COSY, 1H,13C-gHSQC–1J(C,H) and 1H,13C-gHMBC-nJ(C,H) (n = 2 and 3)] and nuclear Overhauser effect (NOE) experiments. The conformation of the rings of these compounds is supported by the 3J(H,H) values and NOE results. Copyright © 2006 John Wiley & Sons, Ltd.

Carbon IsotopesMagnetic Resonance SpectroscopybiologyStereochemistryChemistryChemical shiftAcetylationGeneral ChemistryNuclear Overhauser effectCarbon-13 NMRSalviabiology.organism_classificationDiterpenes ClerodaneUnambiguous and complete assignments of 1H and 13C NMR chemical shifts for five clerodane diterpenes four of them isolated from Salvia splendens (salviarin splendidin and splenolides A and B) and one obtained by acetylation of splenolide A are presented. The assignments are based on 2D shiftcorrelated [1H1H–COSY 1H13C-gHSQC–1J(CH) and 1H13C-gHMBC-nJ(CH) (n = 2 and 3)] and nuclear Overhauser effect (NOE) experiments. The conformation of the rings of these compounds is supported by the 3J(HH) values and NOE results. Copyright  2006 John Wiley & Sons LtdClerodane DiterpenesProton NMRGeneral Materials ScienceSalviaHydrogenMagnetic resonance in chemistry : MRC
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Analysis of Organic Aerosols Using a Micro-Orifice Volatilization Impactor Coupled to an Atmospheric-Pressure Chemical Ionization Mass Spectrometer

2014

We present the development and characterization of a combination of a micro-orifice volatilization impactor (MOVI) and an ion trap mass spectrometer (IT/MS) with an atmospheric-pressure chemical ionization (APCI) source. The MOVI is a multi-jet impactor with 100 nozzles, allowing the collection of aerosol particles by inertial impaction on a deposition plate. The pressure drop behind the nozzles is approximately 5%, resulting in a pressure of 96 kPa on the collection surface for ambient pressures of 101.3 kPa. The cut-point diameter (diameter of 50% collection efficiency) is at 0.13 μm for a sampling flow rate of 10 L min–1. After the collection step, aerosol particles are evaporated by he…

Carboxylic AcidsAnalytical chemistryAtmospheric-pressure chemical ionizationMass spectrometryMass SpectrometryOzoneHumansRelative humiditySpectroscopyBicyclic MonoterpenesAerosolsIonsChemical ionizationChromatographyTerpenesChemistryGeneral MedicineAtomic and Molecular Physics and OpticsAerosolAtmospheric PressureDeposition (aerosol physics)MonoterpenesAerosol mass spectrometryIon trapVolatilizationOxidation-ReductionEuropean Journal of Mass Spectrometry
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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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Study on carvacrol and cinnamaldehyde polymeric films: mechanical properties, release kinetics and antibacterial and antibiofilm activities.

2012

Polyethylene-co-vinylacetate (EVA) films with different concentrations (3.5 wt% and 7 wt%) of essential oil constituents, carvacrol or cinnamaldehyde, were prepared and characterized by mechanical, antibacterial and antibiofilm properties. The incorporation of the compounds into copolymer films affected their elastic modulus, tensile stress and elongation at break. Carvacrol and cinnamaldehyde act as plasticizers which reduce the intermolecular forces of polymer chains, thus improving the flexibility and extensibility of the film. The analysis of the surface characteristics demonstrated that essential oil constituents lowered the contact angle values without causing any remarkable variation…

Carvacrol Cinnamaldehyde Polymeric film Mechanical properties Release kinetic BiofilmStaphylococcus aureusPolymersMechanical propertiesBacterial growthEscherichia coli O157Applied Microbiology and BiotechnologyCinnamaldehydelaw.inventionContact anglechemistry.chemical_compoundlawCarvacrolOrganic chemistryCarvacrolAcroleinEssential oilchemistry.chemical_classificationBiofilmBiofilmPlasticizerFood PackagingGeneral MedicinePolymerListeria monocytogenesAnti-Bacterial AgentsRelease kineticKineticsPolymeric filmchemistryBiofilmsMonoterpenesCymenesCarvacrol; Cinnamaldehyde; Polymeric film; Mechanical properties; Release kinetic; BiofilmCinnamaldehydeBiotechnologyNuclear chemistryApplied microbiology and biotechnology
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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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Saponins-mediated potentiation of cisplatin accumulation and cytotoxicity in human colon cancer cells.

2002

The triterpene saponins jenisseensosides A, B, C, D were found to increase the accumulation and cytotoxicity of the anticancer agent cisplatin in human colon tumor cells. These compounds are glycosides of quillaic acid whose fucose residue was acylated by a trans- or cis-p methoxycinnamic acid. In contrarst, other saponins derivatives without this acyl moiety were not found to potentiate the accumulation and cytotoxicity of cisplatin. These results suggested the importance of the acyl moiety for activity.

Cell SurvivalSaponinPharmaceutical SciencePlant RootsFucoseAnalytical Chemistrychemistry.chemical_compoundStructure-Activity RelationshipTriterpeneDrug DiscoverymedicineMoietyHumansOleanolic AcidCytotoxicitySilenePlatinumPharmacologychemistry.chemical_classificationCisplatinDose-Response Relationship DrugPlant ExtractsOrganic ChemistryGlycosideBiological activityDrug SynergismSaponinsTriterpenesComplementary and alternative medicinechemistryBiochemistryMolecular Medicinelipids (amino acids peptides and proteins)CisplatinHT29 Cellsmedicine.drugPlanta medica
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From anti-fouling to biofilm inhibition: New cytotoxic secondary metabolites from two Indonesian Agelas sponges

2010

Chemical investigation of Indonesian marine sponges Agelas linnaei and A. nakamurai afforded 24 alkaloid derivatives representing either bromopyrrole or diterpene alkaloids. A. linnaei yielded 16 bromopyrrole alkaloids including 11 new natural products with the latter exhibiting unusual functionalities. The new compounds include the first iodinated tyramine-unit bearing pyrrole alkaloids, agelanesins A-D. These compounds exhibited cytotoxic activity against L5178Y mouse lymphoma cells with IC(50) values between 9.25 and 16.76 muM. Further new compounds include taurine acid substituted bromopyrrole alkaloids and a new dibromophakellin derivative. A. nakamurai yielded eight alkaloids among th…

Cell SurvivalStereochemistryMetaboliteClinical BiochemistryPharmaceutical ScienceAgelasineBiochemistryBromine CompoundsMicechemistry.chemical_compoundAlkaloidsCell Line TumorDrug DiscoveryStaphylococcus epidermidisAnimalsOrganic chemistryPyrrolesheterocyclic compoundsMolecular BiologybiologyCytotoxinsAlkaloidThoracicaOrganic ChemistryBiofilmBiological activitybiology.organism_classificationOximeAnti-Bacterial AgentsAgelaschemistryIndonesiaAgelasBiofilmsLarvaMolecular MedicineDiterpenesDiterpeneBioorganic & Medicinal Chemistry
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Study of the cytotoxic activity of beauvericin and fusaproliferin and bioavailability in vitro on Caco-2 cells.

2010

Abstract Beauvericin (BEA) is a cyclohexadepsipeptide mycotoxin which has insecticidal properties and produces cytotoxic effects in mammalian cells. Fusaproliferin (FUS) is a mycotoxin that has toxic activity against brine shrimp, insect cells, and teratogenic effects on chicken embryos. The aim of this study was to determine the cytotoxicity of BEA and FUS in human epithelial colorectal adenocarcinoma HT-29 and Caco-2 cells, the transepithelial transport and the bioavailability using Caco-2 cells as a simulated in vitro gastrointestinal model of the human intestinal epithelium. The inhibitory concentration (IC 50 ) evidenced by BEA in the Caco-2 cells was 24.6 and 12.7 μM at 24 and 48 h ex…

Cell SurvivalTerpenesBiological AvailabilityGeneral MedicinePharmacologyBiologyToxicologyIntestinal epitheliumIn vitroBeauvericinBioavailabilitychemistry.chemical_compoundInhibitory Concentration 50chemistryCaco-2DepsipeptidesCytotoxic T cellHumansCaco-2 CellsDrug Screening Assays AntitumorCytotoxicityMycotoxinFood ScienceChromatography LiquidFood and chemical toxicology : an international journal published for the British Industrial Biological Research Association
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Powerful tumor cell growth-inhibiting activity of a synthetic derivative of atractyligenin: Involvement of PI3K/Akt pathway and thioredoxin system

2014

The semi-synthetic ent-kaurane 15-ketoatractyligenin methyl ester (SC2017) has been previously reported to possess high antiproliferative activity against several solid tumor-derived cell lines. Our study was aimed at investigating SC2017 tumor growth-inhibiting activity and the underlying mechanisms in Jurkat cells (T-cell leukemia) and xenograft tumor models. METHODS: Cell viability was evaluated by MTT assay. Cell cycle progression, reactive oxygen species (ROS) elevation and apoptotic hallmarks were monitored by flow cytometry. Inhibition of thioredoxin reductase (TrxR) by biochemical assays. Levels and/or activation status of signaling proteins were assessed by western blotting. Xenogr…

CellBiophysicsAntineoplastic AgentsApoptosisAtractylosideBiologyCell cycleBiochemistryJurkat cellsMicePhosphatidylinositol 3-KinasesThioredoxinsTumor Cells CulturedmedicineAnimalsHumansMTT assayViability assaySettore BIO/15 - Biologia FarmaceuticaMolecular BiologyProtein kinase BPI3K/AKT/mTOR pathwayCell ProliferationPI3K/AktHCT 116 xenograftCytochromes cApoptosiThioredoxin systemSettore CHIM/06 - Chimica OrganicaCell cycleXenograft Model Antitumor AssaysCell biologymedicine.anatomical_structureCaspasesCancer researchThioredoxinDiterpenes KauraneProto-Oncogene Proteins c-aktEnt-kaurane
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