Search results for "anticancer agent"

showing 8 items of 28 documents

Development of Novel Selective Peptidomimetics Containing a Boronic Acid Moiety, Targeting the 20S Proteasome as Anticancer Agents

2014

This paper describes the design, synthesis, and biological evaluation of peptidomimetic boronates as inhibitors of the 20S proteasome, a validated target in the treatment of multiple myeloma. The synthesized compounds showed a good inhibitory profile against the ChT-L activity of 20S proteasome. Compounds bearing a β-alanine residue at the P2 position were the most active, that is, 3-ethylphenylamino and 4-methoxyphenylamino (R)-1-{3-[4-(substituted)-2-oxopyridin-1(2H)-yl]propanamido}-3-methylbutylboronic acids (3 c and 3 d, respectively), and these derivatives showed inhibition constants (Ki ) of 17 and 20 nM, respectively. In addition, they co-inhibited post glutamyl peptide hydrolase act…

Proteasome Endopeptidase ComplexPeptidomimeticStereochemistryCell Survivalanticancer agents; boronates; bortemib; Docking studies; Peptidomimetics; inhibitor; proteasomesAntineoplastic AgentsSaccharomyces cerevisiaedocking studieBiochemistrySubstrate Specificitychemistry.chemical_compoundCell Line TumorDrug DiscoverymedicineMoietyHumansGeneral Pharmacology Toxicology and PharmaceuticsPharmacologychemistry.chemical_classificationBinding SitesproteasomesBortezomibOrganic ChemistrybortezomibboronateBoronic AcidspeptidomimeticProtein Structure Tertiaryanticancer agentMolecular Docking SimulationinhibitorEnzymechemistryProteasomeBiochemistryDocking (molecular)Molecular MedicinePeptidomimeticsGrowth inhibitionDrug Screening Assays AntitumorProteasome InhibitorsBoronic acidmedicine.drug
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An unexpected Dimroth rearrangement leading to annelated thieno[3,2-d][1,2,3]triazolo[1,5-a]pyrimidines with potent antitumor activity.

2013

An unusual Dimroth rearrangement occurring in the reaction leading to annelated thieno[2,3-e][1,2,3]triazolo[1,5-a]pyrimidine core allowed the isolation of the linear isomer thieno[3,2-d][1,2,3]triazolo[1,5-a]pyrimidine. By decorating the linear isomer with the same chains that improved the biological activity of the angular isomers, new annelated thieno[3,2-d][1,2,3]triazolo[1,5-a]pyrimidines were designed and synthesized. They were selected by the Developmental Therapeutics Program (DTP) of the National Cancer Institute (NCI) for the anticancer screening against a panel of 60 human tumor cell lines. The biological results showed that the new derivatives exhibited strong antiproliferative …

PyrimidineStereochemistryAntineoplastic AgentsAnnelated thienotriazolopyrimidines Domino reactions Dimroth rearrangement Developmental Therapeutics Program (DTP) Anticancer agentsDimroth rearrangementD-1chemistry.chemical_compoundStructure-Activity RelationshipCell Line TumorDrug DiscoveryHumansCell ProliferationPharmacologyAntitumor activityLow toxicityDose-Response Relationship DrugMolecular StructureOrganic ChemistryBiological activityGeneral MedicineTriazolesSettore CHIM/08 - Chimica FarmaceuticaHuman tumorPyrimidineschemistryActive compoundDrug Screening Assays AntitumorEuropean journal of medicinal chemistry
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New annelated thieno[2,3-e][1,2,3]triazolo[1,5-a]pyrimidines, with potent anticancer activity, designed through VLAK protocol

2012

Drug design was performed through the Virtual Lock-and-Key (VLAK) protocol. This in silico approach allowed to select new annelated thienotriazolopyrimidine derivatives, potentially antitumor drugs. Starting from benzothieno[2,3-e][1,2,3]triazolo[1,5-a]pyrimidine and Pyrido[3',2':4,5]thieno[2,3-e][1,2,3]triazolo[1,5-a]pyrimidine core structures, new derivatives of these nuclei were designed and synthesized. Three of them were selected by the Development Therapeutical Program (DTP) of the National Cancer Institute (NCI) for the anticancer screening against a panel of 60 human tumor cell lines. The biological results showed that the new derivatives exhibited an excellent antiproliferative act…

PyrimidineStereochemistryAntineoplastic AgentsThiophenesStructure-Activity Relationshipchemistry.chemical_compoundCell Line TumorDrug DiscoveryHumansStructure–activity relationshipPotencyAnnelated thienotriazolopyrimidines Domino reactions VLAK protocol Developmental Therapeutics Program (DTP) Anticancer agentsCell ProliferationPharmacologyDose-Response Relationship DrugMolecular StructureLow toxicityOrganic ChemistryGeneral MedicineTriazolesCombinatorial chemistrySettore CHIM/08 - Chimica FarmaceuticaHuman tumorPyrimidineschemistryDrug Screening Assays Antitumor
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New Gold(I) Organometallic Compounds with Biological Activity in Cancer Cells

2014

N-Heterocyclic carbene gold(I) complexes bearing a fluorescent coumarin ligand were synthesized and characterized by various techniques. The compounds were examined for their antiproliferative effects in normal and tumor cells in vitro; they demonstrated moderate activity and a certain degree of selectivity. The compounds were also shown to efficiently inhibit the selenoenzyme thioredoxin reductase (TrxR), whereas they were poorly effective towards the glutathione reductase (GR) and glutathione peroxidase enzymes. Notably, {3-[(7-methoxy-2-oxo-2H-chromen-4-yl) methyl]-1-methylimidazol-2-ylidene}(tetra-O-acetyl-1-thio-beta-D-glucopyranosido) gold(I) (3) showed a pronounced inhibition of TrxR…

Thioredoxin reductaseGlutathione reductaseMECHANISMSInorganic Chemistrychemistry.chemical_compoundCoumarinsCHEMISTRYTARGETSN-HETEROCYCLIC CARBENESCancerchemistry.chemical_classificationSelenocysteineGlutathione peroxidaseGold; carbenes; coumarins; enzyme; CancerBiological activityLigand (biochemistry)EnzymesenzymechemistryBiochemistryCancer cellIodoacetamideCarbenesANTICANCER AGENTSCOMPLEXESGold
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Exploring the anticancer potential of pyrazolo[1,2-a]benzo[1,2,3,4] tetrazin-3-one derivatives: The effect on apoptosis induction, cell cycle and pro…

2013

In order to investigate their anticancer potential, four new pyrazolo[1,2-a]benzo[1,2,3,4]-tetrazinone derivatives, designed through the chemometric protocol VLAK, and three of the most active compounds of the previous series have been evaluated on some cellular events including proliferation, apoptosis induction, and cell cycle. The NCI one dose (10 mu M) screening revealed that the 8,9-di-methyl derivative showed activity against Leukemia (CCRF-CEM) and Colon cancer cell line (COLO 205), reaching 81% and 45% of growth inhibition (GI), respectively. Replacement of the two methyl groups with two chlorine atoms maintained the activity toward Leukemia cell (CCRF-CEM, GI 77%) and selectively e…

VLAK protocolStereochemistryCell Survival3Cell2Pyrazolo[1Antineoplastic AgentsApoptosisCell cycleHeLachemistry.chemical_compoundStructure-Activity RelationshipPyrazolo[12-a]benzo[1234]tetrazinone VLAK protocol Anticancer agents Apoptosis inducers Cell cycleCell Line TumorDrug DiscoverymedicineHumans2-a]benzo[1EC50Cell ProliferationPharmacologybiologyDose-Response Relationship DrugMolecular StructureCell growthOrganic ChemistryApoptosis inducers4]tetrazinoneGeneral MedicineCell cyclebiology.organism_classificationmedicine.diseaseSettore CHIM/08 - Chimica FarmaceuticaLeukemiamedicine.anatomical_structurechemistryApoptosisAnticancer agentsCancer researchGrowth inhibitionHeterocyclic Compounds 3-RingHeLa Cells
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Biological evaluation of new 1,2,4-oxadiazole topsentin analogs as anticancer agents

2019

anticancer agents topsentin topsentin analogs novel targetsSettore CHIM/08 - Chimica Farmaceutica
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ChemInform Abstract: Exploring the Anticancer Potential of Pyrazolo[1,2-a]benzo[1,2,3,4]tetrazin-3-one Derivatives: The Effect on Apoptosis Induction…

2013

Abstract In order to investigate their anticancer potential, four new pyrazolo[1,2-a]benzo[1,2,3,4]tetrazinone derivatives, designed through the chemometric protocol VLAK, and three of the most active compounds of the previous series have been evaluated on some cellular events including proliferation, apoptosis induction, and cell cycle. The NCI one dose (10 μM) screening revealed that the 8,9-di-methyl derivative showed activity against Leukemia (CCRF-CEM) and Colon cancer cell line (COLO 205), reaching 81% and 45% of growth inhibition (GI), respectively. Replacement of the two methyl groups with two chlorine atoms maintained the activity toward Leukemia cell (CCRF-CEM, GI 77%) and selecti…

biology3Cell growthCell2Pyrazolo[1General MedicineCell cyclebiology.organism_classificationmedicine.diseaseHeLaLeukemiachemistry.chemical_compound2a ]benzo[1medicine.anatomical_structurechemistryApoptosis4]tetr azinone VLAK pro tocol Anticancer agents Apopt osis inducers Cell cy clemedicineCancer researchGrowth inhibitionEC50ChemInform
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Synthesis of substituted carbamo(dithioperoxo)thioates as potential BCA2-inhibitory anticancer agents

2015

A new, simple, one-step synthetic route to carbamo(dithioperoxo)thioates from commercially available starting materials is described. The key step of this new synthetic approach involves the tetrabromomethane-promoted reaction between secondary amines, carbon disulfide and alkyl thiols under basic conditions at room temperature. New compounds from this series selected for anticancer screening showed selective sub-micromolar activity within BCA2-expressing human breast cancer cell lines.

chemistry.chemical_classificationCarbamo(dithioperoxo)thioateRMCarbon disulfideStereochemistryTetrabromomethaneDrug Discovery3003 Pharmaceutical ScienceOrganic ChemistryTetrabromomethaneCombinatorial chemistryBiochemistrychemistry.chemical_compoundchemistryAnticancer agentDrug DiscoveryBCA2 inhibitorCancer cell linesHuman breastAlkylDisulfiram analogue
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