Search results for "Ic50 values"

showing 10 items of 29 documents

New Acyclic Cytotoxic Jasplakinolide Derivative from the Marine Sponge Jaspis splendens

2019

A new acylic jasplakinolide congener (2), another acyclic derivative requiring revision (4), together with two jasplakinolide derivatives including the parent compound jasplakinolide (1) were isolated from the Indonesian marine sponge Jaspis splendens. The chemical structures of the new and known compounds were unambiguously elucidated based on HRESIMS and exhaustive 1D and 2D NMR spectral analysis as well as a comparison of their NMR data with those of jasplakinolide (1). The isolated jasplakinolides inhibited the growth of mouse lymphoma (L5178Y) cells in vitro with IC50 values in the low micromolar to nanomolar range.

0106 biological sciencesStereochemistryPharmaceutical Science01 natural sciencesjasplakinolide Z<sub>5</sub>Drug Discovery<i>Jaspis splendens</i>Ic50 valuesCytotoxic T cellSpectral analysisPharmacology Toxicology and Pharmaceutics (miscellaneous)lcsh:QH301-705.5cytotoxic activitybiology010405 organic chemistryChemistry010604 marine biology & hydrobiologyMouse LymphomaJaspis splendensbiology.organism_classificationIn vitro0104 chemical sciencesSpongelcsh:Biology (General)Two-dimensional nuclear magnetic resonance spectroscopyjasplakinolide Z<sub>6</sub>Marine Drugs
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Cytotoxic polyoxygenated isopimarane diterpenoids from the edible rhizomes of Kaempferia galanga (kencur)

2020

Abstract Kaempferia galanga (Family Zingiberaceae) is a widely distributed Asian medicinal plant and cultured crop. Several traditional uses of the rhizomes of this plant have been reported with widely using as flavors and spice in cooking. The present work concerned the isolation and identification as well as antiproliferative activity of metabolites of the rhizomes of K. galanga. Three new polyoxygenated isopimarane diterpenoids, kaemgalangols B-D (1-3), were isolated and identified in addition to 20 knowns (4-27), one monoterpene (28), and five known phenolic compounds (29-33). The chemical structures of the isolated compounds were established mainly based upon the spectroscopic analysis…

0106 biological sciencesbiologyTraditional medicine010405 organic chemistryChemistryMonoterpenebiology.organism_classification01 natural sciences0104 chemical sciencesRhizomeKaempferia galangaIc50 valuesCytotoxic T cellZingiberaceaeAgronomy and Crop Science010606 plant biology & botanyIndustrial Crops and Products
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Synthesis and Cytotoxicity of 1,4-Dihydropyridines and an Unexpected 1,3-Oxazin-6-one

2016

Eight heterocycles have been prepared in a one-pot reaction manner based on the Hantzsch dihydropyridine synthesis. The synthesis afforded seven dihydropyridines (DHP) and one unexpected 1,3-oxazin-6-one. Their structures were confirmed based on NMR spectroscopy and mass spectrometry. The obtained products have been evaluated for their cytotoxicity against eight cancer cell lines and one normal cell line. Two halogenated DHPs (7 and 8) displayed cytotoxicity toward all the nine tested cancer cell lines with IC50 values from 4.10 to 58.90 μm, while others showed selective activities. DHPs (7 and 8) bearing a Me group at C(2) and C(6) as well as a halogenated substituent at C(4′) were more an…

0301 basic medicine010405 organic chemistryStereochemistryChemistryOrganic ChemistrySubstituentDihydropyridineDHPSNuclear magnetic resonance spectroscopy01 natural sciencesBiochemistryCatalysis0104 chemical sciencesInorganic ChemistryNormal cell03 medical and health scienceschemistry.chemical_compound030104 developmental biologyDrug DiscoveryIc50 valuesmedicinePhysical and Theoretical ChemistryCancer cell linesCytotoxicitymedicine.drugHelvetica Chimica Acta
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New Thiazole Nortopsentin Analogues Inhibit Bacterial Biofilm Formation.

2018

New thiazole nortopsentin analogues were conveniently synthesized and evaluated for their activity as inhibitors of biofilm formation of relevant Gram-positive and Gram-negative pathogens. All compounds were able to interfere with the first step of biofilm formation in a dose-dependent manner, showing a selectivity against the staphylococcal strains. The most active derivatives elicited IC50 values against Staphylococcus aureus ATCC 25923, ranging from 0.40&ndash

0301 basic medicinethiazole derivativeAquatic OrganismsIndolesDrug ResistancePharmaceutical ScienceBacterial growthAntibiofilm agentmedicine.disease_cause01 natural scienceschemistry.chemical_compoundDrug Discoveryanti-virulence agents; antibiofilm agents; marine alkaloids; nortopsentin analogues; thiazole derivatives; Anti-Bacterial Agents; Aquatic Organisms; Biofilms; Humans; Imidazoles; Indoles; Inhibitory Concentration 50; Staphylococcal Infections; Staphylococcus aureus; Thiazoles; Drug Resistance; Bacterial; Anti-virulence agents; Antibiofilm agents; Marine alkaloids; Nortopsentin analogues; Thiazole derivativesPharmacology Toxicology and Pharmaceutics (miscellaneous)lcsh:QH301-705.5Aquatic OrganismBiofilmBacterialImidazolesantibiofilm agentsStaphylococcal InfectionsAnti-Bacterial Agentsnortopsentin analoguesBiochemistryStaphylococcus aureusStaphylococcus aureumarine alkaloidsthiazole derivativesSelectivityHumanStaphylococcus aureusAnti-virulence agentNortopsentin analogueArticle03 medical and health sciencesInhibitory Concentration 50Anti-Bacterial AgentDrug Resistance BacterialIc50 valuesmedicineHumansThiazoleImidazoleStaphylococcal Infection010405 organic chemistryBiofilmSettore CHIM/08 - Chimica Farmaceutica0104 chemical sciencesmarine alkaloidThiazoles030104 developmental biologychemistrylcsh:Biology (General)anti-virulence agentsIndoleBiofilmsThiazoleMarine drugs
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Oxygenated Cembrene Diterpenes from Sarcophyton convolutum: Cytotoxic Sarcoconvolutum A–E

2021

The soft coral genus Sarcophyton contains the enzymatic machinery to synthesize a multitude of cembrene-type diterpenes. Herein, highly oxygenated cembrenoids, sarcoconvolutum A–E (1–5) were purified and characterized from an ethyl acetate extract of the red sea soft coral, Sarcophyton convolutum. Compounds were assemblies according to spectroscopic methods including FTIR, 1D- and 2D-NMR as well as HRMS. Metabolite cytotoxicity was tested against lung adenocarcinoma, cervical cancer, and oral-cavity carcinoma (A549, HeLa and HSC-2, respectively). The most cytotoxic compound, (4) was observed to be active against cell lines A549 and HSC-2 with IC50 values of 49.70 and 53.17 μM, respectively.

Aquatic Organismssarcoconvolutum A–EMagnetic Resonance Spectroscopy<i>Sarcophyton convolutum</i>StereochemistryQH301-705.5MetaboliteEthyl acetatePharmaceutical ScienceAntineoplastic AgentsArticleHeLaInhibitory Concentration 50Structure-Activity Relationshipchemistry.chemical_compoundCell Line TumorDrug DiscoveryIc50 valuesAnimalsCytotoxic T cellBiology (General)CytotoxicityIndian OceanPharmacology Toxicology and Pharmaceutics (miscellaneous)cembrenoidschemistry.chemical_classificationbiologyChemistrySarcophyton<i>Sarcophyton convolutum</i>; sarcoconvolutum A–E; cembrenoids; cytotoxicitySarcophyton convolutumAnthozoabiology.organism_classificationEnzymecytotoxicityDiterpenesDrug Screening Assays AntitumorMarine Drugs
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Discovery of 5-benzyl-3-phenyl-4,5-dihydroisoxazoles and 5-benzyl-3-phenyl-1,4,2-dioxazoles as potent firefly luciferase inhibitors.

2013

Luciferase reporter assays are commonly used in high-throughput screening methods. Here, we report new firefly luciferase (FLuc) inhibitors based on 5-benzyl-3-phenyl-4,5-dihydroisoxazoles and 5-benzyl-3-phenyl-1,4,2-dioxazoles, which showed up as "false positives" in a luciferase reporter gene-based assay for nuclear receptor antagonists. The inhibition was shown to be noncompetitive for both natural enzyme substrates (d-luciferin and ATP) and selective to FLuc and proven to arise from a direct interaction between the enzyme and the inhibitor. Of the 63 evaluated compounds, 28 showed significantly better inhibition potency than the well-known inhibitor resveratrol (IC(50) = 59 nM), with fi…

AzolesModels MolecularMagnetic Resonance SpectroscopyStereochemistryDrug Evaluation PreclinicalResveratrolCell Linechemistry.chemical_compoundInhibitory Concentration 50Drug DiscoveryScreening methodIc50 valuesPotencyAnimalsLuciferaseEnzyme InhibitorsLuciferasesIC50ta116chemistry.chemical_classificationFirefliesEnzymechemistryNuclear receptorBiochemistryMolecular MedicineJournal of medicinal chemistry
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Combined heterologies for monoclonal antibody-based immunoanalysis of fluxapyroxad

2018

Nowadays, instrumental methodologies and rapid bioanalytical techniques complement each other for the analysis of toxic chemical compounds. Fluxapyroxad was commercialized a few years ago as a fungicide and today it is being used worldwide to control a variety of pests. In the present study, the development of monoclonal antibody-based immunochemical methods for the analysis of this chemical in food samples was evaluated for the first time. Novel haptens were synthesized and protein bioconjugates were prepared. High-affinity and specific monoclonal antibodies to fluxapyroxad were generated from two haptens with alternative linker tethering sites. Haptens with linker site heterology and a st…

Bioanalysismedicine.drug_classEnzyme-Linked Immunosorbent AssayFood ContaminationFluxapyroxadMonoclonal antibody01 natural sciencesBiochemistryAnalytical ChemistryMice0404 agricultural biotechnologyLimit of DetectionElectrochemistrymedicineIc50 valuesAnimalsEnvironmental ChemistryMoietySpectroscopyChromatographymedicine.diagnostic_testChemistry010401 analytical chemistryAntibodies Monoclonal04 agricultural and veterinary sciencesAmides040401 food scienceFungicides Industrial0104 chemical sciencesFruitImmunoassayPyrazolesHaptensHaptenLinkerThe Analyst
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Erysacleuxins C and D, new isoflavones from the twigs of Erythrina sacleuxii Hua and their cytotoxic activity

2020

Two previously undescribed isoflavones, erysacleuxin C (1) and erysacleuxin D (2), together with seven known compounds (3–9), were isolated and identified from the EtOAc extract of the twigs of Erythrina sacleuxii Hua (Leguminosae). The structures of the isolated compounds were determined on the basis of their spectroscopic and spectrometric data. Evaluation of their cytotoxicity against the human cancer HeLa-S3 cell lines indicated IC50 values of 130.4, 54.9 and 73.9 µM for erysacleuxin C (1), erysacleuxin D (2) and butin (9), respectively. Keywords: Erythrina sacleuxii, Leguminosae, Isoflavone, Erysacleuxin C, Erysacleuxin D, Cytotoxicity

ButinTraditional medicinebiologyGeneral Chemical Engineering02 engineering and technologyGeneral ChemistryIsoflavones010402 general chemistry021001 nanoscience & nanotechnologybiology.organism_classification01 natural sciences0104 chemical scienceslcsh:Chemistrychemistry.chemical_compoundchemistrylcsh:QD1-999Cell cultureIc50 valuesCytotoxic T cellErythrina sacleuxii0210 nano-technologyCytotoxicityHuman cancerArabian Journal of Chemistry
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Cyclic heptapeptides from the soil-derived fungus Clonostachys rosea

2019

Abstract Three new cyclic heptapeptides (1–3) together with three known compounds (4–6) were isolated from a solid rice culture of the soil-derived fungus Clonostachys rosea. Fermentation of the fungus on white beans instead of rice afforded a new γ-lactam (7) and a known γ-lactone (8) that were not detected in the former extracts. The structures of the new compounds were elucidated on the basis of 1D and 2D NMR spectra as well as by HRESIMS data. Compounds 1 and 4 exhibited significant cytotoxicity against the L5178Y mouse lymphoma cell line with IC50 values of 4.1 and 0.1 µM, respectively. Compound 4 also displayed cytotoxicity against the A2780 human ovarian cancer cell line with an IC50…

Cell SurvivalStereochemistryClinical BiochemistryPharmaceutical ScienceAntineoplastic AgentsFungusPeptides Cyclic01 natural sciencesBiochemistryMiceStructure-Activity RelationshipCell Line TumorDrug DiscoveryIc50 valuesAnimalsHumansCytotoxicityMolecular BiologyIC50Cell ProliferationDose-Response Relationship DrugMolecular Structurebiology010405 organic chemistryChemistryOrganic ChemistryGliocladiumbiology.organism_classification0104 chemical sciences010404 medicinal & biomolecular chemistryCell cultureFermentationClonostachys roseaMolecular MedicineFermentationDrug Screening Assays AntitumorTwo-dimensional nuclear magnetic resonance spectroscopyBioorganic &amp; Medicinal Chemistry
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Interaction effects of enniatin B, deoxinivalenol and alternariol in Caco-2 cells.

2015

Enniatin B (ENN B), deoxinivalenol (DON) and alternariol (AOH) are secondary metabolites of filamentous fungi. These mycotoxins are contaminants of vegetables and cereals. They are cytotoxic and their effects are enhanced by their mixtures. The objectives of this study were to compare the cytotoxicity of ENN B, DON and AOH alone or in combination in human adenocarcinoma (Caco-2) cells and to evaluate the type of interactions of mycotoxin mixtures by the isobologram analysis. Cells were treated with concentrations ranging from 1.85 to 90μM (AOH) and from 0.312 to 10μM (for ENN B and DON), individually and in combination of two and three mycotoxins (from 1.85 to 30μM for AOH and from 0.312 to…

ChemistryStereochemistryCell SurvivalAlternariolFood Contamination04 agricultural and veterinary sciencesGeneral MedicineMycotoxinsToxicology040401 food scienceCellular viabilitychemistry.chemical_compoundLactones0404 agricultural biotechnologyCaco-2DepsipeptidesIc50 valuesHumansDrug InteractionsFood scienceCaco-2 CellsMycotoxinTrichothecenesCell survivalEnniatin BToxicology letters
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