Search results for "lactone"

showing 10 items of 335 documents

Understanding the role of graphene oxide in the capture and eradication of circulating tumor cells

2016

The capture of circulating cancer cells on functional biomaterials is expected to control metastatic spread of a tumor, which is related to good probability containing the progression of disease burden. (1) The physicochemical characteristics of a biomaterial surface highly affect cell recruitment and adhesion, which is of great importance in such applications. Here, we designed a poly(caprolactone)-based nanocompsite scaffold, henceforth PCLMF-GO, to simultaneously recruit and kill circulating cancer cells by tuning physicochemical features of the scaffold surface through nitrogen plasma activation and hetero-phase graphene oxide (GO) covalent functionalization. Nitrogen plasma activation …

Graphene Oxide Cancer cells recruitment Cancer therapy Polycaprolactone
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New approach for synthesis of poly(ethylglyoxylate) using Maghnite-H + , an Algerian proton exchanged montmorillonite clay, as an eco-catalyst

2017

International audience; In this works, we have explored a new method for a green synthesis of poly(ethylglyoxylate) (PEtG). This method consists on using a montmorillonite clay called Maghnite-H+ as an eco-catalyst to replace triethylamine which is toxic. Cationic polymerization experiments are performed in bulk conditions at three temperatures (-40 degrees C, 25 degrees C, 80 degrees C) and in THF solutions at room temperature (25 degrees C). At 25 degrees C, an optimum ratio of 5 wt% of catalyst leads to molar masses up to 22000 g/mol in THF solutions. Polymerizations in bulk conditions lead to slightly lower masses than experiments conducted in THF solutions. However, bulk polymerization…

Green chemistryThermogravimetric analysisMaterials scienceepsilon-caprolactonePolymers and PlasticsBulk polymerizationMaghnite-H+ring-opening polymerization02 engineering and technologyEthylglyoxylate010402 general chemistry7. Clean energy01 natural sciencesalcoholschemistry.chemical_compoundbiodegradable plasticsMaterials Chemistrycationic polymerizationionic polymerizationsThermal stabilityComposite materialsheet silicatespoly(methyl glyoxylate)degradationchemistry.chemical_classificationMolar masscopolymergreen chemistrybis-macromonomersCationic polymerizationbiodegradable polymerGeneral ChemistryPolymer021001 nanoscience & nanotechnology0104 chemical sciences[ CHIM.POLY ] Chemical Sciences/PolymersMontmorillonite[CHIM.POLY]Chemical Sciences/PolymersChemical engineeringchemistryCeramics and Compositeseco-catalyst0210 nano-technology
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Stereoselective Access to Fluorinated and Non-fluorinated Quaternary Piperidines: Synthesis of Pipecolic Acid and Iminosugar Derivatives

2012

The preparation of optically pure quaternary piperidines, both fluorinated and non-fluorinated, has been achieved from a chiral imino lactone derived from (R)-phenylglycinol. In the case of the fluorinated derivatives, the addition of (trifluoromethyl)trimethylsilane (TMSCF(3)) followed by iodoamination and migration of the CF(3) group allowed access to four derivatives of α-(trifluoromethyl)pipecolic acid. A theoretical study of the CF(3)-group rearrangement has been carried out to help establish the reaction mechanism of this uncommon transformation. Moreover, a route to trifluoromethyl-substituted iminosugars was also developed through the diastereoselective dihydroxylation of suitable s…

HalogenationStereochemistryIminosugarAlkylationCatalysischemistry.chemical_compoundPiperidinesfluorineiminosugarsPipecolic acidchemistry.chemical_classificationamino acidsTrifluoromethylMolecular StructureChemistryOrganic ChemistryHalogenationStereoisomerismGeneral ChemistryImino SugarsDihydroxylationPipecolic Acidsdensity functional calculationsquaternary stereocentersStereoselectivityLactone
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Assessment of the Optimum Linker Tethering Site of Alternariol Haptens for Antibody Generation and Immunoassay Development

2021

Immunochemical methods for mycotoxin analysis require antigens with well-defined structures and antibodies with outstanding binding properties. Immunoreagents for the mycotoxins alternariol and/or alternariol monomethyl ether have typically been obtained with chemically uncharacterized haptens, and antigen conjugates have most likely been prepared with mixtures of functionalized molecules. For the first time, total synthesis was performed, in the present study, to obtain two haptens with opposite linker attachment locations. The functionalized synthetic haptens were purified and deeply characterized by different spectrometric methods, allowing the preparation of bioconjugates with unequivoc…

Hapten designImmunoassayLinker siteMolecular StructureHealth Toxicology and MutagenesisRImmunologic TestsMycotoxinsToxicologyArticlealternariolAlternariolLactonesalternariol; antibody; ELISA; hapten design; immunoassay; linker siteantibodyAntibody FormationMedicineELISABinding Sites Antibodyimmunoassaylinker siteHaptensAntibodyhapten design
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Nanoparticle formulations as recrystallization inhibitors in transdermal patches

2020

Abstract Drug crystallization in transdermal patches is still a major challenge, confronting the formulation development of topical drug delivery systems. Encapsulation of drugs into nanoparticles is proposed here as a promising tool for regulating drug crystallization in transdermal patches. The degree of recrystallization and transdermal permeation of ibuprofen and hydrocortisone loaded in polymeric and lipid nanoparticles from matrix-type transdermal patches were investigated. Ethyl cellulose (EC4), poly (lactide-co-glycolic acid) (PLGA) and polycaprolactone (PCL) were employed for polymeric nanoparticle preparations; while medium chain triglyceride (MCT) and witepsol were used for the p…

HydrocortisoneSwinePolyestersSkin AbsorptionTransdermal PatchPharmaceutical ScienceNanoparticleIbuprofen02 engineering and technology030226 pharmacology & pharmacy03 medical and health scienceschemistry.chemical_compound0302 clinical medicinePolylactic Acid-Polyglycolic Acid CopolymerEthyl celluloseSolid lipid nanoparticlemedicineAnimalsCelluloseTriglyceridesSkinTransdermalDrug CarriersChemistry021001 nanoscience & nanotechnologyIbuprofenDrug LiberationPLGAChemical engineeringPolycaprolactoneNanoparticlesNanocarriersCrystallization0210 nano-technologymedicine.drugInternational Journal of Pharmaceutics
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Gamma-valerolactone from levulinic acid and its esters: Substrate and reaction media determine the optimal catalyst

2021

13 figures, 7 tables.-- © 2021. This manuscript version is made available under the CC-BY-NC-ND 4.0 license https://creativecommons.org/licenses/by-nc-nd/4.0

HydrogenMethyl levulinateProcess Chemistry and TechnologySepioliteSepioliteAluminachemistry.chemical_elementSubstrate (chemistry)Y-valerolactoneCatalysisRutheniumCatalysisRutheniumNickelchemistry.chemical_compoundchemistryLevulinic acidNickelLevulinic acidOrganic chemistryReactivity (chemistry)Ethyl levulinate
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Novel Paraoxonase 2-Dependent Mechanism Mediating the Biological Effects of the Pseudomonas aeruginosa Quorum-Sensing Molecule N-(3-Oxo-Dodecanoyl)-l…

2015

ABSTRACT Pseudomonas aeruginosa produces N -(3-oxo-dodecanoyl)- l -homoserine lactone (3OC12), a crucial signaling molecule that elicits diverse biological responses in host cells thought to subvert immune defenses. The mechanism mediating many of these responses remains unknown. The intracellular lactonase paraoxonase 2 (PON2) hydrolyzes and inactivates 3OC12 and is therefore considered a component of host cells that attenuates 3OC12-mediated responses. Here, we demonstrate in cell lines and in primary human bronchial epithelial cells that 3OC12 is rapidly hydrolyzed intracellularly by PON2 to 3OC12 acid, which becomes trapped and accumulates within the cells. Subcellularly, 3OC12 acid acc…

ImmunologyBlotting WesternHomoserineMitochondrionMicrobiologyCell LineHost-Parasite Interactionschemistry.chemical_compoundLactonesLactonaseHomoserineHumansImmunoprecipitationPseudomonas InfectionsChromatography High Pressure LiquidCellular Microbiology: Pathogen-Host Cell Molecular InteractionsMicroscopy ConfocalbiologyKinaseAryldialkylphosphataseQuorum SensingQuorum sensingCytosolInfectious DiseasesBiochemistrychemistryPseudomonas aeruginosabiology.proteinPhosphorylationParasitologyRNA InterferenceIntracellular
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Novel indole alkaloids from cell suspension cultures of aspidosperma quebracho blanco schlecht

1991

Abstract Two novel monoterpenoid indole alkaloids, aspidochibine ( 1 ) and 3-oxo-14,15-dehydrorhazinilam ( 2 ), were isolated from cell suspension cultures of Aspidosperma quebracho blanco Schlecht. Aspidochibine ( 1 ) exhibits a new alkaloid skeleton. The structure of these alkaloids was elucidated by spectroscopic methods.

Indole testchemistry.chemical_classificationMonoterpenoid Indole AlkaloidsbiologyChemistryStereochemistryAlkaloidOrganic Chemistrybiology.organism_classificationBiochemistrySuspension cultureTerpeneDrug DiscoveryAspidosperma quebracho-blancoOrganic chemistryLactoneTetrahedron Letters
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SYNTHESIS AND PHOTOCHEMIOTHERAPEUTIC ACTIVITY OF THIOPYRANO[2,3-E]INDOL-2-ONES

2004

A series of derivatives of the new ring system thiopyrano[2,3-e]indol-2-one was prepared with the aim of obtaining new photochemotherapeutic drugs. Biological screenings were performed on this new class of photoactivable drugs and a strong antiproliferative effect was observed upon irradiation with UVA light. The compound bearing a methyl substituent at the pyrrole nitrogen resulted as the most interesting showing IC50 in the nanomolar range.

IndolesCell SurvivalUltraviolet RaysStereochemistryClinical BiochemistrySubstituentPharmaceutical ScienceHL-60 CellsRing (chemistry)BiochemistryChemical synthesischemistry.chemical_compoundCell Line TumorDrug DiscoveryThiolactoneHumansPhotosensitizerCytotoxicityMolecular BiologyIC50PyransPyrrolePhotosensitizing AgentsChemistryOrganic ChemistryDNA NeoplasmCombinatorial chemistrySettore CHIM/08 - Chimica FarmaceuticaThiopyrano-indoles Photochemotherapeutic activity Apoptosis inductionPhotochemotherapyMolecular MedicineCell Division
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THIOPYRANO[2,3-E]INDOL-2-ONES: ANGELICIN HETEROANALOGUES WITH POTENT PHOTOANTIPROLIFERATIVE ACTIVITY

2008

A new class of compounds, the thiopyrano[2,3-e]indol-2-ones, bioisosters of the angular furocoumarin angelicin, was synthesized with the aim of obtaining new photochemotherapeutic agents. In particular 7,8-dimethyl-thiopyranoindolone 6c s showed a remarkable phototoxicity and a great dose UVA dependence reaching IC(50) values at submicromolar level. This latter photoinduced a massive apoptosis and a remarkable photodamage to lipids and proteins. Although it did not intercalate DNA, it was able to cause photooxidation of DNA bases.

IndolesStereochemistryDNA damageUltraviolet RaysAngelicinThiopyrano[23-e ]indol-2-oneClinical BiochemistryPharmaceutical ScienceHL-60 CellsApoptosisThiopyrano[2Antiproliferative activityBiochemistryChemical synthesischemistry.chemical_compoundInhibitory Concentration 50Jurkat CellsAngelicinPhotochemotherapeutic agentsFurocoumarinsDrug DiscoveryThiolactoneTumor Cells CulturedHumansPhotosensitizer3-e ]indol-2-onesMolecular BiologyPhotosensitizing AgentsFurocoumarinOrganic ChemistryProteinsBiological activityThiopyrano[2; 3-e ]indol-2-ones; Angelicin; Antiproliferative activity; Photochemotherapeutic agents; ApoptosisDNASettore CHIM/08 - Chimica FarmaceuticaMitochondriachemistryPhotochemotherapeutic agentMolecular MedicineLipid PeroxidationPhototoxicityDNA Damage
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