Search results for "Prodrug"

showing 10 items of 89 documents

Preparation and characterization of lipid nanoparticles as potential carriers for ester prodrugs of flurbiprofen

2011

SOLID LIPID NANOPARTICLES FLURBIPROFEN ESTER PRODRUGS COLLOIDAL CARRIERSSettore CHIM/09 - Farmaceutico Tecnologico Applicativo
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A new dopamine amino-acid conjugate: preclinical in vitro studies and evaluation of behavioural effects in rats

2012

It is well established that alterations in the functionality of dopaminergic transmission are associated with neurodegenerative diseases such as Parkinson’s Disease. The purpose of this study was to investigate the activity of a new dopamine amino-acid conjugate: L-phenylalanine-β-(3,4-dihydroxyphenyl) etilamide(DA-Phe) in the central nervous system, by assessing its influence on different behavioural parameters in the rat. Preliminarily, we tested the in vitro stability in plasmatic environment following the disappearance of DA-Phen from human plasma and the concurrent appearance of dopamine. Using rat brain homogenate, we also evaluated the level of DA-Phen cleavage by cerebral enzymes an…

Settore CHIM/09 - Farmaceutico Tecnologico ApplicativoDopamine prodrugs
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PREPARATION AND CHARACTERIZATION OF GALACTOSILATED NANODEVICES CONTAINING A RIBAVIRIN PRODRUG FOR LIVER TARGETING.

2012

Settore CHIM/09 - Farmaceutico Tecnologico ApplicativoNANOPARTICLESRIBAVIRIN PRODRUGLIVER TARGETING
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Novel galactosylated nanoparticles containing a ribavirin prodrug as hepatic cell-targeted carriers for hcv treatment

2012

Settore CHIM/09 - Farmaceutico Tecnologico ApplicativoRIBAVIRIN PRODRUGLIVER TARGETINGPOLYMERIC NANOPARTICLES
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Albumin-driven disassembly of lipidic nanoparticles: the specific case of the squalene-adenosine nanodrug

2020

International audience; In the field of nanomedicine, nanostructured nanoparticles (NPs) made of self-assembling prodrugs emerged in the recent years with promising properties. In particular, squalene-based drug nanoparticles have already shown their efficiency through in vivo experiments. However, a complete pattern of their stability and interactions in the blood stream is still lacking. In this work we assess the behavior of squalene-adenosine (SQAd) nanoparticles-whose neuroprotective effect has already been demonstrated in murine models-in the presence of fetal bovine serum (FBS) and of bovine serum albumin (BSA), the main protein of blood plasma. Extensive physicochemical characteriza…

SqualeneAdenosinecomplexationserum albuminSerum albumin02 engineering and technologyPlasma protein binding010402 general chemistry01 natural sciencesMiceDrug StabilitymedicineAnimalsHumansGeneral Materials ScienceProdrugsColloidsBovine serum albuminComputingMilieux_MISCELLANEOUSBinding Sitesbiology[CHIM.ORGA]Chemical Sciences/Organic chemistryChemistryAlbuminIsothermal titration calorimetry[CHIM.MATE]Chemical Sciences/Material chemistry021001 nanoscience & nanotechnologyHuman serum albumindisassembly0104 chemical sciencesnanodrugbiology.proteinBiophysicsNanomedicineNanoparticles0210 nano-technologyFetal bovine serummedicine.drugProtein Binding
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Synthesis and biological evaluation of 4-nitro-substituted 1, 3-diaryltriazenes as a novel class of potent antitumor agents

2011

Abstract We describe the synthesis and biological activity of a new class of 1,3-diaryltriazenes, namely 4-nitro-substituted 1,3-diaryltriazenes. Structure–activity relationship analysis reveals that 1,3-diaryltriazenes can be modified from inactive to highly cytotoxic compounds by the introduction of two nitro groups at the para positions of benzene rings and two additional electron-withdrawing groups (bromo, chloro, trifluoromethyl or fluoro substituents) at their ortho position. In order to increase the solubility of the modified compounds, we introduced various acyl groups to their triazene nitrogen. The results of LC-MS/MS analysis showed that N -acyltriazenes can be considered as prod…

StereochemistryNitro compoundAntineoplastic AgentsApoptosis1 ; 3-diaryltriazenes ; synthesis ; cytotoxicity ; ROS induction ; apoptosisChemical synthesisNitrophenolschemistry.chemical_compoundStructure-Activity RelationshipCell Line TumorDrug DiscoveryCytotoxic T cellHumansProdrugsTriazeneCell ProliferationPharmacologychemistry.chemical_classificationChemistryOrganic ChemistryBiological activityGeneral MedicineDNA NeoplasmProdrugEndoplasmic Reticulum StressIn vitroDrug Resistance NeoplasmNitroCisplatinTriazenesReactive Oxygen Species
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Structural studies of acyl esters of entacapone

2001

Abstract The crystal structures of entacapone [(E)-2-cyano-N,N-diethyl-3-(3,4-dihydroxy-5-nitrophenyl)propenamide] and three of its acyl esters were solved. Entacapone, and its monopivaloate and diacetate derivatives, exist in the E-form while its dibenzoate derivative adopts the Z-form in the crystalline state. The ethyl substituents of the E-form are not freely rotating, as demonstrated by the broad signals in the 1H and 13C NMR spectra. The rotation barrier for the E-form was defined by the crystal structures, which show that free rotation of the ethyl substituents is blocked by the cyano-group.

StereochemistryOrganic ChemistryCrystal structureProdrugCarbon-13 NMRCOMT inhibitorAnalytical ChemistryInorganic Chemistrychemistry.chemical_compoundchemistrymedicineEntacaponeFree rotationSpectroscopymedicine.drugJournal of Molecular Structure
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Fabrication, characterization, thermal stability and nanoassemblies of novel pullulan-aspirin conjugates

2017

Abstract Present study deals with homogeneous and one-pot synthesis of novel macromolecular prodrugs (MPDs) of aspirin onto naturally occurring hydrophilic biopolymer pullulan. Pullulan-aspirin conjugates were synthesized by using green carboxylic acid activating reagent 1,1′-carbonyldiimidazole (CDI). The aspirin was first reacted with CDI to prepare aspirin-imidazolide at RT for 24 h which in situ reacted with pre-dissolved pullulan and the reaction preceded further for 24 h at 80 °C under nitrogen. Degree of substitution (DS 0.32–0.40) of aspirin onto pullulan was calculated from 1H NMR spectroscopy. Spectroscopic techniques confirmed the high covalent drug loading and purity. Thermal an…

Thermal propertiesChemistry(all)General Chemical EngineeringCarboxylic acid02 engineering and technologyengineering.material010402 general chemistry01 natural scienceslcsh:Chemistrychemistry.chemical_compoundBiopolymersAmphiphileOrganic chemistryThermal stabilitychemistry.chemical_classificationAspirinEsterificationPullulanGeneral ChemistryProdrug021001 nanoscience & nanotechnologyCombinatorial chemistry0104 chemical scienceschemistrylcsh:QD1-999Covalent bondReagentengineeringChemical Engineering(all)NanoparticlesBiopolymer0210 nano-technologyPullulan-aspirin conjugatesArabian Journal of Chemistry
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SYNTHESIS, CHARACTERIZATION AND IN VITRO CYTOTOXICITY STUDIES OF A MACROMOLECULAR CONJUGATE OF PACLITAXEL BEARING OXYTOCIN AS TARGETING MOIETY.

2007

The present study describes the experimental synthetic procedure and the characterization of a new polyaspartamide macromolecular prodrug of paclitaxel, bearing oxytocin residues as targeting moieties. In vitro stability studies of bioconjugate, performed in media mimicking biological fluids (buffer solutions at pH 7.4 and 5.5) and in human plasma, evidenced the high stability of the targeting portion (oxytocin)-polymer linkage and the ability of this conjugate to release linked paclitaxel in a prolonged way in plasma. Moreover, preliminary in vitro antiproliferative studies, carried out on MCF-7 cells, that are oxytocin receptor positive cells, showed that the polymeric conjugate has the s…

Time FactorsChemistry PharmaceuticalDrug CompoundingpolyaspartamidePharmaceutical ScienceBreast NeoplasmsPolyethylene Glycolschemistry.chemical_compoundpaclitaxelDrug StabilityCell Line TumoroxytocinHumansMoietyProdrugsbioconjugateCytotoxicityCell ProliferationDrug CarriersDose-Response Relationship DrugMolecular StructureHydrolysisdrug targetingGeneral MedicineHydrogen-Ion ConcentrationAntineoplastic Agents PhytogenicOxytocin receptorIn vitroSolubilityPaclitaxelchemistryBiochemistryTargeted drug deliveryReceptors OxytocinDelayed-Action PreparationsFemalePeptidesDrug carrierBiotechnologyConjugate
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Oxidation of carbidopa by tyrosinase and its effect on murine melanoma

2009

Oxidation of the anti-Parkinsonian agent carbidopa by tyrosinase was investigated. The products of this reaction were identified as 3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid and 6,7-dihydroxy-3-methylcinnoline. These results demonstrate that after oxidation of the catechol moiety to an o-quinone either a redox exchange with the hydrazine group or a cyclization reaction occur. The cyclization product underwent additional oxidation reactions leading to aromatization. The cyclization reaction is undesired in the case of hydrazine-containing anti-melanoma prodrugs and will have to be taken into account in designing such compounds. Carbidopa was tested against B16(F10) melanoma cells in cul…

TyrosinaseClinical BiochemistryPharmaceutical ScienceAntineoplastic AgentstyrosinaseBiochemistryRedoxMicechemistry.chemical_compoundCell Line TumorDrug DiscoverymedicinemelanomaAnimalsMoietyOrganic chemistryProdrugscarbidopaCytotoxicityMolecular BiologyCatecholMonophenol MonooxygenaseChemistryOrganic ChemistryAromatizationhydrazineProdrugCombinatorial chemistryDihydroxyphenylalanineCyclizationCarbidopaMolecular MedicineprodrugOxidation-Reductionmedicine.drugBioorganic & Medicinal Chemistry Letters : a tetrahedron publication for the rapid dissemination of preliminary communication and all aspects of bioorganic chemistry, medicinal chemistry and related disciplines
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