Search results for "Triketone"

showing 7 items of 7 documents

Ensemble-based ADME-Tox profiling and virtual screening for the discovery of new inhibitors of the Leishmania mexicana cysteine protease CPB2.8ΔCTE

2018

Abstract: In an effort to identify novel molecular warheads able to inhibit Leishmania mexicana cysteine protease CPB2.8CTE, fused benzo[b]thiophenes and ,'-triketones emerged as covalent inhibitors binding the active site cysteine residue. Enzymatic screening showed a moderate-to-excellent activity (12%-90% inhibition of the target enzyme at 20m). The most promising compounds were selected for further profiling including in vitro cell-based assays and docking studies. Computational data suggest that benzo[b]thiophenes act immediately as non-covalent inhibitors and then as irreversible covalent inhibitors, whereas a reversible covalent mechanism emerged for the 1,3,3'-triketones with a Y-to…

Cell SurvivalLeishmania mexicanaProtozoan ProteinsADME-Tox; Benzo[b]thiophenes; Cysteine protease; Leishmaniasis; TriketonesThiophenesCysteine Proteinase Inhibitors010402 general chemistry01 natural sciencesBiochemistryLeishmania mexicanaCysteine Proteinase InhibitorsCell LineInhibitory Concentration 50Structure-Activity RelationshipCysteine ProteasesCatalytic DomainDrug DiscoveryHumansStructure–activity relationshipcysteine proteaseBinding siteADME-Tox; benzo[b]thiophenes; cysteine protease; leishmaniasis; triketones; Biochemistry; Molecular MedicineBiologyleishmaniasisPharmacologychemistry.chemical_classificationVirtual screeningBinding Sitesbiology010405 organic chemistryPharmacology. TherapyOrganic Chemistrytriketonesbiology.organism_classificationCysteine protease0104 chemical sciencesMolecular Docking SimulationChemistryEnzymeBiochemistrychemistryDocking (molecular)ADME-ToxMolecular Medicinebenzo[b]thiophenes
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A new tool to assess the ecotoxicological impact of β-triketone herbicides on soil microbial communities

2018

International audience; The β-triketone herbicides are post-emergence maize selective herbicides that have beenintroduced on the market, in replacement of atrazine, banned in Europe in 2004. Qualified as “eco-friendly”, since they are based on natural phytotoxin properties, these herbicides target an enzymeinvolved in carotenoid biosynthesis called 4-hydroxyphenylpyruvate dioxygenase (HPPD) encoded bythe hppd gene. The inhibition of this enzyme provokes bleaching symptoms, necrosis and death ofweeds.The hppd gene is not only find in eukaryotes such as plants, animals and humans but also inprokaryotes such as fungi, yeasts and bacteria. In recent studies, we showed that, within the soil bact…

[SDE] Environmental SciencesB-triketone herbicidesnon-target microorganisms[SDE]Environmental SciencesHPPDsoil microbial communitiesbiomarker
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Les herbicides β-tricétones : devenir et impact écotoxicologique dans les sols agricoles et caractérisation de souches bactériennes dégradantes

2016

P-triketone herbicides : fate and ecotoxicological impact in arable soils and characterization of degrading bacterial strains abstract :This work aims to describe the ecodynamics of synthetic (sulcotrione and mesotrione) and natural (leptospermone) -triketone herbicides and to estimate their ecotoxicological impact on the bacterial community in arable soils. The processes involved in the dissipation of these herbicides (adsorption and biodegradation) have been studied in soil microcosms. Two bacterial strains, Bradyrhizobium sp. SRl able to degrade sulcotrione and mesotrione, and Methylophilus sp. LS1 degrading leptospermone, have been isolated. A bank of 12 ooo mutants of Bradyrhizobium sp…

[SDE] Environmental Scienceseffets des herbicidesbiodégradationsolsbiodegradationécotoxicologie microbiennemicrobial ecotoxicologytriketone herbicides[SDV] Life Sciences [q-bio]herbicidesmétabolites[SDV.BV] Life Sciences [q-bio]/Vegetal Biologymicrobiologieherbicides-tricétonesécotoxicologiemetabolites
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DIAGSOL : development of a new functional marker of exposure to herbicides B-triketones in an agricultural soil

2020

Numerous herbicides target an enzyme found not only in weeds but also in « non-target organisms » such as microorganisms. This proof-of-concept study aims to use microbial gene encoding the targeted enzyme or the targeted enzyme itself as a marker for herbicide exposure in soils. The hppd gene and the encoded enzyme (HPPD; 4-hydroxyphenylpyruvate dioxygenase), targeted by B-triketone herbicides, are the subject of this study. In silico analyses reveal that the hppd gene is spread out in all bacterial phyla. Primers specific to this gene were designed. This primer pair is used to measure the abundance, the composition and the diversity of the hppd bacterial community in soil microcosms expos…

[SDV.SA]Life Sciences [q-bio]/Agricultural sciences[SDV.EE]Life Sciences [q-bio]/Ecology environment[SDV.SA] Life Sciences [q-bio]/Agricultural sciencesCommunautés microbiennesMicroorganismsMicrobial communitiesBiomarkerEnzyme HPPDOrganismes non-ciblesHPPD enzymeHerbicides β-Tricétones[SDV.EE] Life Sciences [q-bio]/Ecology environment[SDV.EE.ECO]Life Sciences [q-bio]/Ecology environment/EcosystemsBioessaiBiomarqueurNon-target organisms[SDV.EE.ECO] Life Sciences [q-bio]/Ecology environment/EcosystemsMicrobial hppd geneÉcotoxicologie microbienneBioassayMicroorganismeMicrobial ecotoxicologyΒ-Triketones herbicidesGène hppd microbien
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Development of a new functional marker for β-triketone herbicides exposure in agricultural soils

2018

The β-triketone herbicides are maize selective herbicides that have been largely applied in replacement of atrazine, banned in Europe in 2003. Their mode of action lays on the inhibition of the p-hydroxyphenylpyruvate dioxygenase (HPPD), a key enzyme of the carotenoid biosynthesis. In recent studies, we showed that within the soil bacterial community, many microorganisms possess a functional HPPD enzyme involved in tyrosine metabolism. These “non-target organisms” harbor the target of the β-triketone herbicides and consequently may be affected in response to its exposure. Within this context, the objective of our work is to check for the interest of hppd bacterial community as a marker of e…

[SDV] Life Sciences [q-bio][SDE] Environmental Sciencesmarker[SDV]Life Sciences [q-bio][SDE]Environmental Sciences[SDV.BV]Life Sciences [q-bio]/Vegetal Biology[SDV.BV] Life Sciences [q-bio]/Vegetal Biologyβ-triketone herbicides;bacterial communities;ecotoxicology;marker;soilbacterial communitiesecotoxicologysoil
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Reaction of 2-acetyltetralone with some esters of benzoic acid

1986

In order to investigate the pharmacological screening of a number of pyran-4-ones their synthesis by cyclization with sulphuric acid of the corresponding 1,3,5-triketones has been carried out with high yields. In the course of preparation of the latter the reaction of 2-acetyltetralone with some esters of benzoic acid derivatives has been studied and in particular, for a number of them, an interesting nucleophilic substitution of a chlorine atom with an alkoxy group on a benzenic nucleus has been evidenced.

inorganic chemicalschemistry.chemical_compoundBicyclic moleculechemistryOrganic ChemistryChlorine atomAlkoxy groupNucleophilic substitutionTriketoneOrganic chemistryAcid hydrolysisSulfuric acidBenzoic acidJournal of Heterocyclic Chemistry
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DIAGSOL Development of a new functional marker for B-triketone herbicides exposure in agricultural soils

2017

International audience; The-triketone herbicides are maize selective herbicides that have been largely applied in replacement of atrazine, banned in Europe in 2004. Their mode of action lays on the inhi- bition of the p-hydroxyphenylpyruvate dioxygenase (HPPD), a key enzyme of the carotenoid biosynthesis.In recent studies, we showed that within the soil bacterial community, many microorganisms possess a functional HPPD enzyme involved in tyrosine metabolism. These ”non-target or- ganisms” harbor the target of the-triketone herbicides and consequently may be affected in response to its exposure. From this point of view, the bacterial community harboring the hppd gene might be a relevant mark…

triketone herbicidesmarker[SDE] Environmental Sciences[SDE]Environmental Sciencesimpactecotoxicologysoil
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