Search results for "IC50"

showing 10 items of 129 documents

Indole alkaloids from the coprophilous fungus Aphanoascus fulvescens

2019

Abstract The Ascomycete fungus Aphanoascus fulvescens isolated from goose dung was investigated for its secondary metabolites, yielding five new indole alkaloids okaramines V–Z (1–5) and eleven known derivatives (6–16). Their structures were determined by 1D, 2D NMR spectra and HRMS data. Compounds 6, 8, 11 and 12 showed significant to moderate cytotoxicity against the mouse lymphoma cell line L5178Y with IC50 values ranging from 4.0 to 14.7 μM. Preliminary structure-activity relationships are discussed.

PharmacologyIndole testbiology010405 organic chemistryChemistryStereochemistryMouse LymphomaGeneral MedicineFungusAphanoascus fulvescensbiology.organism_classification01 natural sciences0104 chemical sciences010404 medicinal & biomolecular chemistryGoosebiology.animalDrug DiscoveryIc50 valuesCytotoxicityTwo-dimensional nuclear magnetic resonance spectroscopyFitoterapia
researchProduct

Cytotoxic Bufadienolides from the Leaves of Melianthus major

2020

Melianthus major is a medicinal plant endemic to South Africa. Its leaf extract led to the isolation of five new bufadienolides, 2β-acetoxy-3,5-di-O-acetylhellebrigenin (1), 2β-acetoxy-3-O-acetylhellebrigenin (2), 2β-acetoxy-14-deoxy-15β,16β-epoxymelianthugenin (4), 2β-acetoxy-14-deoxy-15β,16β-epoxymelianthusigenin (5), and 2β-hydroxymelianthusigenin (6), and four known analogues. The structures of the compounds were elucidated using NMR and HRESIMS data analyses. The relative configurations were defined by single-crystal X-ray crystallography and NOESY correlations. The isolated compounds exhibited strong cytotoxicity against MCF-7 breast cancer cells and sensitive CCRF-CEM and multidrug-r…

Pharmacologybiology010405 organic chemistryChemistryCcrf cemOrganic ChemistryPharmaceutical Sciencemedicine.diseasebiology.organism_classification01 natural sciencesMolecular biologyMelianthus major0104 chemical sciencesAnalytical Chemistry010404 medicinal & biomolecular chemistryLeukemiaComplementary and alternative medicineDrug DiscoverymedicineIc50 valuesMolecular MedicineCytotoxic T cellBreast cancer cellsCytotoxicityTwo-dimensional nuclear magnetic resonance spectroscopyJournal of Natural Products
researchProduct

Coffee Silverskin and Spent Coffee Suitable as Neuroprotectors against Cell Death by Beauvericin and α-Zearalenol: Evaluating Strategies of Treatment

2021

Coffee silverskin and spent coffee have been evaluated in a neuroblastoma cell line (SH-SY5Y cells) against beauvericin (BEA) and α-zearalenol (α-ZEL)-induced cytotoxicity with different strategies of treatment. First, the direct treatment of mycotoxins and coffee by-products extracts in SH-SY5Y cells was assayed. IC50 values for α-ZEL were 20.8 and 14.0 µM for 48 h and 72 h, respectively and, for BEA only at 72 h, it was 2.5 µM. Afterwards, the pre-treatment with spent coffee obtained by boiling water increased cell viability for α-ZEL at 24 h and 48 h from 10% to 16% and from 25% to 30%, respectively

Programmed cell deathTime Factors030309 nutrition & dieteticsHealth Toxicology and Mutagenesislcsh:MedicineToxicologyCoffeeArticleSH-SY5Y cells03 medical and health scienceschemistry.chemical_compoundInhibitory Concentration 500404 agricultural biotechnologyCell Line TumorDepsipeptidesIc50 valuesHumansViability assayFood scienceCytotoxicityMycotoxinNeuroblastoma cell linespent coffeeNeurons0303 health sciencesCell DeathDose-Response Relationship DrugPlant Extractslcsh:Rbeauvericin04 agricultural and veterinary sciences040401 food scienceCytoprotectionBeauvericinNeuroprotective AgentschemistryCytoprotectionSeedsZeranolα-zearalenolcoffee silverskinToxins
researchProduct

Identification of Plakortide E from the Caribbean Sponge Plakortis halichondroides as a Trypanocidal Protease Inhibitor using Bioactivity-Guided Frac…

2014

In this paper, we report new protease inhibitory activity of plakortide E towards cathepsins and cathepsin-like parasitic proteases. We further report on its anti-parasitic activity against Trypanosoma brucei with an IC50 value of 5 mu M and without cytotoxic effects against J774.1 macrophages at 100 mu M concentration. Plakortide E was isolated from the sponge Plakortis halichondroides using enzyme assay-guided fractionation and identified by NMR spectroscopy and mass spectrometry. Furthermore, enzyme kinetic studies confirmed plakortide E as a non-competitive, slowly-binding, reversible inhibitor of rhodesain.

ProteasesStereochemistrymedicine.medical_treatmentTrypanosoma brucei bruceiPlakortis halichondroidesPharmaceutical ScienceTrypanosoma brucei01 natural sciences570 Life sciencesDioxanesprotease inhibitor03 medical and health sciencesddc:593Drug DiscoverymedicineAnimalsHumansProtease Inhibitorscathepsinlcsh:QH301-705.5Pharmacology Toxicology and Pharmaceutics (miscellaneous)IC50030304 developmental biologyTrypanocidal agentrhodesainchemistry.chemical_classification0303 health sciencesProteaseAntiparasitic Agentsbiology010405 organic chemistryCommunicationplakortide Ebiology.organism_classificationCathepsinsTrypanocidal AgentsAntiparasitic agentProtease inhibitor (biology)Porifera0104 chemical sciencesCysteine Endopeptidasesslowly-binding reversible inhibitorEnzymelcsh:Biology (General)BiochemistrychemistryDrug Screening Assays Antitumor570 Biowissenschaftenmedicine.drug
researchProduct

Potent Inhibitor of Human Trypsins from the Aeruginosin Family of Natural Products

2021

Funding Information: We would like to thank A. Löfhjelm and L. Saari for excellent technical assistance. This work was supported by a Sigrid Jusélius Foundation grant to H.K. and the Academy of Finland funding (321809) to T.S. We would also like to thank the Erkko Foundation and Nordforsk Nordic center of Excellency NordAqua (project number #82845) and University of Helsinki’s Doctoral Programme in Microbiology and Biotechnology funding to M.N.A. D.O.A. was supported by a postdoctoral research fellowship from the São Paulo Research Foundation (FAPESP #2018/01563-2). We thank Biocenter Kuopio for the use of their facilities for molecular modeling and MD simulations. We thank the DNA Sequenci…

Proteasesserine proteases116 Chemical sciencesproteaasiluonnontuotteet01 natural sciencesBiochemistryGenomeproteomiikkaSerine03 medical and health sciencesCell Line TumorGene clusterinhibitorsHumansIC50Genetrypsiinit030304 developmental biologyCell ProliferationinhibiittoritSerine protease0303 health sciencesBiological Productsbiologybiokemia010405 organic chemistryCell growthChemistrybioinformatiikkaGeneral MedicineArticlesseriiniproteaasi0104 chemical sciences3. Good healthsyöpäsolutBiochemistryGenes Bacterialbiology.proteinMolecular MedicineproteasessyöpätauditproteiinitTrypsin InhibitorsAzabicyclo CompoundsNodulariaAeruginosins
researchProduct

A new pyrazolo pyrimidine derivative inhibitor of cyclooxygenase-2 with anti-angiogenic activity

2003

In a previous study, we reported a new pyrazolo pyrimidine derivative, N(4)-benzyl-N(6),N(6)-dimethyl-1-1(tert-butyl)-1H-pyrazolo[3,4-d]pyrimidine-6,4-diamine (DPP), which inhibited potently cyclooxygenase-2 activity in intact cell assays with minor activity against cyclooxygenase-1 (IC(50)=0.9 nM for cyclooxygenase-2 versus IC(50)=59.6 nM for cyclooxygenase-1). In the present work, this behaviour was confirmed in vivo by using the 24-h zymosan-injected mouse air pouch model (ID(50)=1.36 nM/pouch for prostaglandin E(2) level). We also studied the possible beneficial effect of DPP in the angiogenesis-dependent murine air pouch granuloma and rat paw carrageenan-induced hyperalgesia models. DP…

Pyrimidinemedicine.medical_treatmentAngiogenesis InhibitorsPharmacologyCarrageenanDinoprostoneMicechemistry.chemical_compoundIn vivomedicineAnimalsEdemaCyclooxygenase InhibitorsRats WistarProstaglandin E2IC50NitrobenzenesPharmacologySulfonamidesGranulomaCyclooxygenase 2 InhibitorsNeovascularization PathologicbiologyTumor Necrosis Factor-alphaZymosanRatsIsoenzymesPyrimidinesEicosanoidchemistryBiochemistryCyclooxygenase 2Prostaglandin-Endoperoxide SynthasesHyperalgesiabiology.proteinPyrazolesFemaleCyclooxygenasemedicine.symptomInterleukin-1Prostaglandin Emedicine.drugEuropean Journal of Pharmacology
researchProduct

Bond-based bilinear indices for computational discovery of novel trypanosomicidal drug-like compounds through virtual screening

2014

Two-dimensional bond-based bilinear indices and linear discriminant analysis are used in this report to perform a quantitative structure-activity relationship study to identify new trypanosomicidal compounds. A data set of 440 organic chemicals, 143 with antitrypanosomal activity and 297 having other clinical uses, is used to develop the theoretical models. Two discriminant models, computed using bond-based bilinear indices, are developed and both show accuracies higher than 86% for training and test sets. The stochastic model correctly indentifies nine out of eleven compounds of a set of organic chemicals obtained from our synthetic collaborators. The in vitro antitrypanosomal activity of …

Quantitative structure–activity relationshipStereochemistryTrypanosoma cruziDrug Evaluation PreclinicalQuantitative Structure-Activity RelationshipBilinear interpolationSet (abstract data type)MiceDrug DiscoveryIc50 valuesmedicineAnimalsCells CulturedPharmacologyStochastic ProcessesVirtual screeningDose-Response Relationship DrugMolecular StructureChemistryMacrophagesOrganic ChemistryDiscriminant AnalysisGeneral MedicineLinear discriminant analysisTrypanocidal AgentsDiscriminantBenznidazoleBiological systemmedicine.drugEuropean Journal of Medicinal Chemistry
researchProduct

Synthesis and study of cytotoxic activity of 1,2,4-trioxane- and egonol-derived hybrid molecules against Plasmodium falciparum and multidrug-resistan…

2014

Abstract Malaria and cancer cause the death of millions of people every year. To combat these two diseases, it is important that new pharmaceutically active compounds have the ability to overcome multidrug resistance in cancer and Plasmodium falciparum strains. In search of effective anti-cancer and anti-malaria hybrids that possess improved properties compared to their parent compounds, a series of novel 1,2,4-trioxane-based hybrids incorporating egonol and/or ferrocene fragments were synthesized and tested in vitro against P. falciparum strains, CCRF–CEM cells and the multidrug-resistant P-glycoprotein-over-expressing CEM/ADR5000 cells. The most active compounds against P. falciparum stra…

StereochemistryMetallocenesPlasmodium falciparumAntineoplastic Agentschemistry.chemical_compoundAntimalarialsHeterocyclic CompoundsDrug DiscoverymedicineCytotoxic T cellHumansCell LineageFerrous CompoundsArtemisininMalaria FalciparumCytotoxicityIC50BenzofuransPharmacologyLeukemiabiologyOrganic ChemistryPlasmodium falciparumGeneral Medicinemedicine.diseasebiology.organism_classificationDrug Resistance MultipleMultiple drug resistanceLeukemiachemistryBiochemistry124-TrioxaneDrug Resistance Neoplasmmedicine.drugEuropean journal of medicinal chemistry
researchProduct

Ferrocenyl-Coupled N-Heterocyclic Carbene Complexes of Gold(I)

2016

Four gold(I) carbene complexes featuring 4-ferro-cenyl-substituted imidazol-2-ylidene ligands were investigated for antiproliferative and antivascular properties. They were active against a panel of seven cancer cell lines, including multidrug-resistant ones, with low micromolar or nanomolar IC50 (72 h) values, according to their lipophilicity and cellular uptake. The delocalized lipophilic cationic complexes 8 and 10 acted by increasing the reactive oxygen species in two ways: through a genuine ferrocene effect and by inhibiting the thioredoxin reductase. Both complexes gave rise to a reorganization of the F-actin cytoskeleton in endothelial and melanoma cells, associated with a G1 phase c…

StereochemistryMetallocenesThioredoxin reductaseANTITUMOR-ACTIVITYDNA-BINDINGAntineoplastic AgentsCARCINOMA-CELLSCELLULAR UPTAKEPOTENTIAL ANTICANCER010402 general chemistrymetal-based drugs01 natural sciencesCatalysisantitumor agentschemistry.chemical_compoundMiceCoordination ComplexesAnimalsQDFerrous CompoundsIC50CANCER CELLSantivascular activitychemistry.chemical_classificationTube formationReactive oxygen species010405 organic chemistryChemistryOrganic ChemistryCell migrationGeneral ChemistryIN-VITROgold0104 chemical sciencescarbenesChorioallantoic membraneLipophilicityMETAL-COMPLEXESReactive Oxygen SpeciesTHIOREDOXIN REDUCTASE INHIBITORSCHORIOALLANTOIC MEMBRANE MODELCarbeneChemistry
researchProduct

Cytotoxic bufadienolides from the leaves of a medicinal plant Melianthus comosus collected in South Africa.

2020

Abstract From the leaves of South African medicinal plant Melianthus comosus, four previously undescribed bufadienolides, 16β-formyloxymelianthugenin (1), 2β-acetoxymelianthusigenin (2), 2β-hydroxy-3β,5β-di-O-acetylhellebrigenin (3), and 2β-acetoxy-5β-O-acetylhellebrigenin (4) were isolated together with two known bufadienolides. The structural elucidation of the compounds was based on 1D and 2D NMR spectroscopy, high-resolution mass spectrometry, and other spectroscopic methods. The relative configurations were determined by single-crystal X-ray crystallography analysis and NOESY correlations. The isolated compounds displayed strong cytotoxicity against MCF-7 breast cancer cells, sensitive…

StereochemistryMolecular ConformationMass spectrometry01 natural sciencesBiochemistrySouth AfricaStructure-Activity RelationshipCell Line TumorDrug DiscoveryIc50 valuesCytotoxic T cellHumansCytotoxicityMolecular BiologyCell ProliferationPlants MedicinalbiologyDose-Response Relationship Drug010405 organic chemistryChemistryOrganic ChemistryStereoisomerismMelianthus comosusbiology.organism_classificationAntineoplastic Agents Phytogenic0104 chemical sciencesBufanolidesPlant Leaves010404 medicinal & biomolecular chemistryBreast cancer cellsDrug Screening Assays AntitumorTwo-dimensional nuclear magnetic resonance spectroscopyBioorganic chemistry
researchProduct