Search results for "Cytotoxic"

showing 10 items of 1673 documents

Synthesis and cytotoxicity of 6,11-Dihydro-pyrido- and 6,11-Dihydro-benzo[2,3-b]phenazine-6,11-dione derivatives

2003

6,11-Dihydro-pyrido[2,3-b]phenazine-6,11-diones and 6,11-dihydro-benzo[2,3-b]phenazine-6,11-diones were synthesized from 6,7-dichloro-5,8-quinolinedione and 2,3-dichloro-1,4-naphthoquinone. The study on the cytotoxicity on these products revealed that the pyridophenazinediones, tetracyclic heteroquinone analogues with three nitrogen atoms exhibited a high cytotoxicity on several human tumor cell lines. Compound 9c and 9e showed in vitro antitumor activity comparable or superior to doxorubicin against the human ovarian tumor cells (SK-OV-3) and the human CNS cells (XF 498). The IC(50) value for compound 9e was 0.06 microM against the human CNS cells (XF 498), which was 2.6 times higher than …

StereochemistryClinical BiochemistryPhenazinePharmaceutical ScienceAntineoplastic AgentsCrystallography X-RayBiochemistryChemical synthesisInhibitory Concentration 50Structure-Activity Relationshipchemistry.chemical_compoundDrug DiscoveryTumor Cells CulturedNucleophilic substitutionHumansStructure–activity relationshipCytotoxicityMolecular BiologyMolecular StructureOrganic ChemistryIn vitroQuinonechemistryDoxorubicinCell cultureQuinolinesPhenazinesMolecular MedicineDrug Screening Assays AntitumorNaphthoquinonesBioorganic & Medicinal Chemistry
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Antimalarial activity of abietane ferruginol analogues possessing a phthalimide group.

2014

The abietane-type diterpenoid (+)-ferruginol, a bioactive compound isolated from New Zealand’s Miro tree (Podocarpus ferruginea), displays relevant pharmacological properties, including antimicrobial, cardioprotective, anti-oxidative, anti-plasmodial, leishmanicidal, anti-ulcerogenic, anti-inflammatory and anticancer. Herein, we demonstrate that ferruginol (1) and some phthalimide containing analogues 2–12 have potential antimalarial activity. The compounds were evaluated against malaria strains 3D7 and K1, and cytotoxicity was measured against a mammalian cell line panel. A promising lead, compound 3, showed potent activity with an EC50 = 86 nM (3D7 strain), 201 nM (K1 strain) and low cyto…

StereochemistryClinical BiochemistryPlasmodium falciparumPharmaceutical SciencePhthalimidesCHO CellsBiochemistryPhthalimidechemistry.chemical_compoundAntimalarialsCricetulusCricetinaeDrug DiscoveryAnimalsHumansCytotoxicityMolecular BiologyAbietaneChemistryPlant ExtractsOrganic ChemistryHep G2 CellsAntimicrobialTerpenoidBioactive compoundFerruginolAbietanesMolecular MedicineDiterpeneBioorganicmedicinal chemistry letters
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Cytotoxic activity of diterpenoids isolated from the aerial parts of Elaeoselinum asclepium subsp. meoides.

2008

The phytochemical investigation of the acetone extract of the aerial parts of Elaeoselinum asclepium (L.) Bertol. subsp. meoides (Desf.) Fiori afforded several known diterpenoids as well as meoidic acid ( 5), new in the literature. The cytotoxic activities of elasclepic acid ( 1), ENT-atis-16-en-19-oic acid ( 2), ent-beyer-15-en-19-oic acid ( 3), ent-kaur-16-en-19-oic acid ( 4) and meoidic acid ( 5) were investigated on rat glioma C6 cells by evaluation of cell growth inhibition.

StereochemistryElaeoselinum asclepium subsp. meoides Umbelliferae diterpenoids meoidic acid cytotoxic activityPharmaceutical ScienceBiologyPharmacognosyAnalytical Chemistrychemistry.chemical_compoundCell Line TumorDrug Discoveryotorhinolaryngologic diseasesAcetoneCytotoxic T cellAnimalsCytotoxicityCell ProliferationPharmacologyMolecular StructureOrganic ChemistrySettore CHIM/06 - Chimica OrganicaElaeoselinum asclepium subsp. meoidesAntineoplastic Agents PhytogenicTerpenoidRatsComplementary and alternative medicinechemistryPhytochemicalMolecular MedicineDiterpeneDiterpenesApiaceaePlanta medica
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Comparative cytotoxicity study of enniatins A, A1, A2, B, B1, B4 and J3 on Caco-2 cells, Hep-G2 and HT-29

2011

Abstract Enniatins (ENs) are ionophoric, phytotoxic, antihelminthic, and antibiotic compounds of hexadepsipeptidic structure produced by several strains of Fusarium spp. The cytotoxicity effect of the ENs A, A 1 , A 2 , B, B 1 , B 4 and J 3 was compared on three tumor cell lines, the human epithelial colorectal adenocarcinoma (Caco-2), the human colon carcinoma (HT-29), and the human liver carcinoma (Hep-G2). The endpoint evaluated was the mitochondrial integrity by using the MTT assays, after 24 and 48 h of incubation. The IC 50 value for EN A 2 on Caco-2 cells, after 24 h exposure, was 18.7 ± 4.5 μM and decrease to 2.6 ± 0.7 μM at 48 h of incubation. However, ENs A, A 1 , B 1 and B 4 exer…

StereochemistryGeneral MedicineBiologyToxicologyMolecular biologyHep G2Caco-2Cell cultureToxicityCytotoxic T cellMTT assayCytotoxicityIncubationFood ScienceFood and Chemical Toxicology
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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
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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
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Cytotoxic 14-Membered Macrolides from a Mangrove-Derived Endophytic Fungus, Pestalotiopsis microspora.

2016

Seven new 14-membered macrolides, pestalotioprolides C (2), D-H (4-8), and 7-O-methylnigrosporolide (3), together with four known analogues, pestalotioprolide B (1), seiricuprolide (9), nigrosporolide (10), and 4,7-dihydroxy-13-tetradeca-2,5,8-trienolide (11), were isolated from the mangrove-derived endophytic fungus Pestalotiopsis microspora. Their structures were elucidated by analysis of NMR and MS data and by comparison with literature data. Single-crystal X-ray diffraction analysis was used to confirm the absolute configurations of 1, 2, and 10, while Mosher's method and the TDDFT-ECD approach were applied to determine the absolute configurations of 5 and 6. Compounds 3-6 showed signif…

StereochemistryMolecular ConformationPharmaceutical ScienceAntineoplastic Agents010402 general chemistryCrystallography X-Ray01 natural sciencesAnalytical ChemistryStructure-Activity RelationshipTermészettudományokDrug DiscoveryMicrosporaCytotoxic T cellStructure–activity relationshipHumansCameroonKémiai tudományokCytotoxicityIC50PharmacologyProtein Synthesis InhibitorsbiologyMolecular StructureXylariales010405 organic chemistryOrganic ChemistryPestalotiopsis microsporaFabaceaeEndophytic fungusbiology.organism_classification0104 chemical sciencesAnti-Bacterial AgentsComplementary and alternative medicineCell cultureMolecular MedicineMacrolidesJournal of natural products
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A New Major Triterpene Saponin from the Roots of Cucurbita foetidissima

2000

Foetidissimoside B (1), a novel triterpene saponin, was isolated from the roots of Cucurbita foetidissima. Based on spectroscopic data, especially direct and long-range heteronuclear 2D NMR analysis and on chemical transformations, the structure of 1 was elucidated as 3-O-beta-D-glucuronopyranosyl-echinocystic acid 28-O-beta-D-glucopyranosyl-(1-->3)-beta-D-xylopyranosyl(1-->3)-[beta- D-xylopyranosyl (1-->4)]-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside . Compound 1 did not show any ability to potentiate in vitro cisplatin cytotoxicity in a human colon cancer cell line.

StereochemistryMolecular Sequence DataSaponinPharmaceutical ScienceUronic acidPharmacognosyPlant RootsAnalytical Chemistrychemistry.chemical_compoundTriterpeneDrug DiscoveryCarbohydrate ConformationTumor Cells CulturedHumansOleanolic AcidCytotoxicityPharmacologychemistry.chemical_classificationbiologySpectrum AnalysisOrganic ChemistryGlycosideSaponinsbiology.organism_classificationCucurbitaceaeCarbohydrate SequenceComplementary and alternative medicineHeteronuclear moleculechemistryBiochemistryMolecular MedicineCucurbita foetidissimaDrug Screening Assays AntitumorJournal of Natural Products
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Synthesis and biological evaluation of 4-nitro-substituted 1, 3-diaryltriazenes as a novel class of potent antitumor agents

2011

Abstract We describe the synthesis and biological activity of a new class of 1,3-diaryltriazenes, namely 4-nitro-substituted 1,3-diaryltriazenes. Structure–activity relationship analysis reveals that 1,3-diaryltriazenes can be modified from inactive to highly cytotoxic compounds by the introduction of two nitro groups at the para positions of benzene rings and two additional electron-withdrawing groups (bromo, chloro, trifluoromethyl or fluoro substituents) at their ortho position. In order to increase the solubility of the modified compounds, we introduced various acyl groups to their triazene nitrogen. The results of LC-MS/MS analysis showed that N -acyltriazenes can be considered as prod…

StereochemistryNitro compoundAntineoplastic AgentsApoptosis1 ; 3-diaryltriazenes ; synthesis ; cytotoxicity ; ROS induction ; apoptosisChemical synthesisNitrophenolschemistry.chemical_compoundStructure-Activity RelationshipCell Line TumorDrug DiscoveryCytotoxic T cellHumansProdrugsTriazeneCell ProliferationPharmacologychemistry.chemical_classificationChemistryOrganic ChemistryBiological activityGeneral MedicineDNA NeoplasmProdrugEndoplasmic Reticulum StressIn vitroDrug Resistance NeoplasmNitroCisplatinTriazenesReactive Oxygen Species
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Semisynthesis and cytotoxicity of styryl-lactone derivatives.

1999

The cytotoxicity and the cell-cycle action of altholactone (1), goniofufurone (2), and eight altholactone derivatives (5-12), were determined in vitro on L-1210 cells. Semisyntheses and structure-activity relationships of these compounds are described. The results of this study suggest that the cytotoxicity of altholactone (1), 11-nitro-altholactone (8), and 7-chloro-6,7-dihydroaltholactone (10) is due to the accumulation of the cells in the G2 + M phase of the cell cycle.

StereochemistryNitro compoundMolecular ConformationPharmaceutical ScienceChemical synthesisAnalytical ChemistryLactonesMiceDrug DiscoveryTumor Cells CulturedAnimalsCytotoxicityLeukemia L1210Pharmacologychemistry.chemical_classificationNew GuineaPlants MedicinalBicyclic moleculeChemistryOrganic ChemistrySemisynthesisAntineoplastic Agents PhytogenicIn vitroComplementary and alternative medicineCell cultureMolecular MedicineDrug Screening Assays AntitumorLactoneJournal of natural products
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