0000000000406764

AUTHOR

Erwan Poupon

0000-0002-1178-6083

showing 7 related works from this author

Analogues of cytotoxic squamocin using reliable reactions: new insights into the reactivity and role of the α,β-unsaturated lactone of the annonaceou…

2006

Abstract A small library of squamocin analogues has been prepared and screened biologically (cytotoxicity, inhibition of mitochondrial complex I and complex III). To centre diversity on a crucial part of the molecule (i.e., the α,β-unsaturated lactone), an original and reliable lactone opening reaction has been discovered and exploited among other efficient reactions.

chemistry.chemical_classificationStereochemistryOrganic ChemistryBiochemistrychemistryCoenzyme Q – cytochrome c reductaseDrug DiscoveryClick chemistryMoleculeCytotoxic T cellReactivity (chemistry)Annonaceous AcetogeninsCytotoxicityLactoneTetrahedron
researchProduct

Experimental and theoretical study of possible correlation between the electrochemistry of canthin-6-one and the anti-proliferative activity against …

2015

Abstract This work presents an approach to study the performance of novel targets able to overcome cancer stem cell chemoresistance, based on the voltammetric data for microparticulate films of natural or synthetic alkaloids from the canthin-6-one series. A comparison of this voltammetric technique with conventional solution phase electrochemistry suggests the differences in the anti-proliferative activity of canthin-6-ones could be tentatively correlated to their different capacity to generate semiquinone radical anions. These data also match theoretical calculations.

SemiquinoneMolecular modelStereochemistryChemistryOrganic ChemistryAnti proliferativeElectrochemistryCombinatorial chemistryAnalytical ChemistryInorganic ChemistryCancer stem cellCanthin-6-oneStem cellSpectroscopyHuman cancerJournal of Molecular Structure
researchProduct

Harvesting canthinones: identification of the optimal seasonal point of harvest of Zanthoxylum chiloperone leaves as a source of 5-methoxycanthin-6-o…

2015

This article is focused on the seasonal variation in the contents of 5-methoxycanthin-6-one from the leaves of Zanthoxylum chiloperone (Rutaceae). Based on the pharmacological interest presented by 5-methoxycanthin-6-one, its seasonal variation in Z. chiloperone leaves was analysed in order to determine the best time for harvesting, optimising the 5-methoxycanthin-6-one content. The seasonal dynamics of canthinone alkaloids can be the key to improve the isolation from natural sustainable sources, such as leaves. Complementarily, this study describes the phytochemistry of leaf from this Ruraceae species.

ZanthoxylumPhytochemistryPlant compositionalkylamidePlant SciencealkaloidsBiochemistryHPLC-UV-MSAnalytical ChemistryZanthoxylumMS-MSBotanymedicineRutaceaechiloperoneMolecular StructurebiologyHplc uv msseasonalityOrganic ChemistryTemperatureSeasonalitymedicine.diseasebiology.organism_classificationsustainabilityPlant LeavesHorticulturecanthinoneRutaceaebenzylisoquinoline5-methoxycanthin-6-oneelectrochemistryphytochemistrySeasonsCarbolines
researchProduct

Solid-State Electrochemical Assay of Heme-Binding Molecules for Screening of Drugs with Antimalarial Potential

2013

The interaction between heme and ligands is the basis for a variety of tests aimed at the discovery of antiplasmodial molecules. Two electrochemical methods for the screening of molecules with potential antimalarial activity through heme-binding mechanism are described. The first method is applicable to lipophilic environment, by using solution phase electrochemistry in DMSO solutions of Fe(III)-heme plus the tested compounds at carbon electrodes. This method provides well-defined voltammetric signals, characteristic of the heme-ligand (L) interaction. The second method involves aqueous media at biological pH and the use of voltammetry of immobilized particles, by means of microparticulate …

Cell ExtractsErythrocytesHeme bindingStereochemistryHemeLigandsElectrochemistryFerric CompoundsPraziquantelAnalytical ChemistryAntimalarialsHemoglobinsStructure-Activity Relationshipchemistry.chemical_compoundDrug DiscoveryHumansMoleculeElectrodesHemeVoltammetryQuinineElectrochemical TechniquesHydrogen-Ion ConcentrationCombinatorial chemistryArtemisininsCarbonchemistryElectrodeHemoglobinOxidation-ReductionMacromoleculeAnalytical Chemistry
researchProduct

dsDNA, ssDNA, G-quadruplex DNA, and nucleosomal DNA electrochemical screening using canthin-6-one alkaloid-modified electrodes

2014

Abstract Microparticulate films of a canthin-6-one alkaloid ( L ), a natural β-carboline alkaloid presenting a characteristic naphtyridone motif, on glassy carbon electrodes yield different, separate voltammetric signals for dsDNA, ssDNA, G-quadruplex DNA, different degrees of DNA methylation and the biomimetic nucleosomal DNA with detection limit of 10 −5  M. This multiple-signal electrochemical behavior is in contrast with conventional use of DNA intercalators, only discriminating between different DNA forms by variations in the intensity of a unique signal. Complementary photochemical and scanning electrochemical microscopy (SECM) data suggest that the differences in the voltammetric res…

Detection limitChemistryGeneral Chemical EngineeringIntercalation (chemistry)Glassy carbonG-quadruplexElectrochemistrychemistry.chemical_compoundScanning electrochemical microscopyBiochemistryDNA methylationElectrochemistryBiophysicsDNAElectrochimica Acta
researchProduct

Bioelectrochemical monitoring of soluble guanylate cyclase inhibition by the natural β-carboline canthin-6-one

2017

Abstract The inhibition of soluble guanylate cyclase (sGC) by canthin-6-one alkaloid ( L1 ) is presented and the mechanism of deactivation is studied using solution phase and voltammetry of microparticles methodologies. Possible inhibition pathways: oxidation of Fe 2+ to Fe 3+ coupled to reduction of the naphthyridone motif present by the canthin-6-one and coordinating or reacting of L1 with cysteine units of sGC, are balanced.

0301 basic medicineGUCY1B3010405 organic chemistryStereochemistryChemistryAlkaloidOrganic ChemistryGUCY1A301 natural sciencesSolution phase0104 chemical sciencesAnalytical ChemistryInorganic Chemistry03 medical and health sciences030104 developmental biologyCanthin-6-oneVoltammetrySpectroscopyGuanylate cyclaseCysteineJournal of Molecular Structure
researchProduct

Phytoelectrochemical analysis ofZanthoxylum chiloperone

2016

Introduction An innovative application of the voltammetry of microparticles methodology to characterize the phytochemical composition of extracts of different parts of Zanthoxylum chiloperone var. angustifolium Engl. is described. Objective Characterize the phytochemical composition of extracts of different parts of plants by electrochemical methodologies. Methods The voltammetry of microparticles methodology was applied to alcoholic extracts from leaves, seeds, fruits, roots and stem bark of Zanthoxylum chiloperone. Results In contact with aqueous phosphate buffer, characteristic cathodic signals of its main natural products (canthin-6-one, 5-methoxycanthin-6-one and trans-avicennol) were …

Stem barkPhytochemistrybiologyTraditional medicine010405 organic chemistryChemistryPhosphate buffered salinePlant ScienceGeneral Medicine010402 general chemistrybiology.organism_classification01 natural sciencesBiochemistry0104 chemical sciencesAnalytical ChemistryComplementary and alternative medicineZanthoxylumPhytochemicalDrug DiscoveryCanthin-6-onePhytochemical compositionMolecular MedicineOrganic chemistryFood SciencePhytochemical Analysis
researchProduct