Search results for "quinones"

showing 10 items of 114 documents

Enantioselective synthesis of 4H-pyranonaphthoquinones via sequential squaramide and silver catalysis

2015

Chemical communications 52(8), 1669-1672(2016). doi:10.1039/C5CC09592A

010402 general chemistry01 natural sciencescatalystsCatalysisCatalysisMichael additionMaterials ChemistryOrganic chemistryenantioselective synthesista116Hydroalkoxylation010405 organic chemistryChemistryMetals and AlloysSquaramideEnantioselective synthesisGeneral Chemistry540hydroalkoxylation0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic Materialspyranonaphthoquinonesddc:540Ceramics and CompositesMichael reactionChemical Communications
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Marine Actinomycetes-Derived Secondary Metabolites Overcome TRAIL-Resistance via the Intrinsic Pathway through Downregulation of Survivin and XIAP

2020

Resistance of cancer cells to tumor necrosis factor-related apoptosis-inducing ligand (TRAIL)-induced apoptosis represents the major hurdle to the clinical use of TRAIL or its derivatives. The discovery and development of lead compounds able to sensitize tumor cells to TRAIL-induced cell death is thus likely to overcome this limitation. We recently reported that marine actinomycetes&rsquo

0301 basic medicineAquatic OrganismsProgrammed cell deathCell SurvivalSurvivinDown-RegulationSecondary MetabolismX-Linked Inhibitor of Apoptosis ProteinTRAILJurkat cellsArticleTNF-Related Apoptosis-Inducing LigandJurkat Cells03 medical and health sciences0302 clinical medicinemarine actinomycetesDownregulation and upregulationDrug DiscoveryOxazinesSurvivinHumans[SDV.BBM]Life Sciences [q-bio]/Biochemistry Molecular BiologyFADDBenzopyreneslcsh:QH301-705.5ComputingMilieux_MISCELLANEOUSCaspase 8therapybiologyChemistryProdigiosinQuinonesapoptosisGeneral MedicineHCT116 Cells3. Good healthXIAPActinobacteria030104 developmental biologylcsh:Biology (General)Drug Resistance NeoplasmApoptosis030220 oncology & carcinogenesisCancer cellbiology.proteinCancer researchGene DeletionCells
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Comparative study of eco- and cytotoxicity during biotransformation of anthraquinone dye Alizarin Blue Black B in optimized cultures of microscopic f…

2017

The aim of this study was to select optimal conditions (C and N sources, initial pH and temperature) for biodecolorization of 0.03% anthraquinone dye Alizarin Blue Black B (ABBB) by microscopic fungi: Haematonectria haematococca BwIII43, K37 and Trichoderma harzianum BsIII33. The phenolic compounds, phytotoxicity (Lepidium sativum L.), biotoxicity (Microtox), cytotoxicity and yeast viability assay were performed to determine the extent of ABBB detoxification. Biodecolorization and detoxification of 0.03% ABBB in H. haematococca BwIII43 and T. harzianum BsIII33 cultures was correlated with extracellular oxidoreductases activity. In turn, secondary products, toxic to human fibroblasts and res…

0301 basic medicineCell SurvivalHealth Toxicology and MutagenesisAnthraquinones010501 environmental sciencesAlizarin01 natural sciencesLepidium sativumCell LineWater Purification03 medical and health scienceschemistry.chemical_compoundBiotransformationYeastsToxicity TestsHumansBiodecolorizationViability assayColoring AgentsCytotoxicityBiotransformationYeast model0105 earth and related environmental sciencesbiologyProoxidative toxicityPublic Health Environmental and Occupational HealthTrichoderma harzianumGeneral Medicinebiology.organism_classificationPollutionYeastHaematonectria haematococcaBiodegradation Environmental030104 developmental biologyBiochemistrychemistryPhytotoxicityDetoxificationOxidoreductasesOxidation-ReductionWater Pollutants ChemicalEcotoxicology and Environmental Safety
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Chemical Composition, In Vitro Antitumor and Pro-Oxidant Activities of Glandora rosmarinifolia (Boraginaceae) Essential Oil

2018

The biological properties of essential oils have been demonstrated in the treatment of several diseases and to enhance the bioavailability of other drugs. In natural habitats the essential oils compounds may play important roles in the protection of the plants as antibacterials, antivirals, antifungals, insecticides and also against herbivores by reducing their appetite for such plants or by repelling undesirable others. We analyzed by gas-chromatography mass spectrometry the chemical composition of the essential oil of aerial parts of Glandora rosmarinifolia (Ten.) D.C. Thomas obtained by hydrodistillation and verified some biological activities on a panel of hepatocellular carcinoma cell …

0301 basic medicineChemical RadicalsAntioxidantmedicine.medical_treatmentMDA-MB-231Cancer Treatmentlcsh:MedicinenaphthoquinoneChemical CompositionBiochemistryPhysical ChemistryditerpeneAntioxidantslaw.invention0302 clinical medicinelawBreast TumorsSUM 149Medicine and Health SciencesBioassaySettore BIO/15 - Biologia FarmaceuticaCytotoxicitylcsh:ScienceMultidisciplinarybiologyTraditional medicineChemistryLiver DiseasesBoraginaceaeBoraginaceaeOxidantsHep3BLipidsChemistryOncology030220 oncology & carcinogenesisPhysical SciencesResearch ArticleHepG2Free RadicalsCell SurvivalGastroenterology and HepatologyCarcinomas03 medical and health sciencesInhibitory Concentration 50Cell Line TumorAromatic HydrocarbonsGastrointestinal TumorsBreast CancermedicineOils VolatileHumansPlant OilsEssential oilcytotoxic activityHA22T/VGH; HepG2; Hep3B; SUM 149; MDA-MB-231; cytotoxic activity; diterpenes; naphthoquinones; plant secondary metabolitesVolatile Organic CompoundsDose-Response Relationship DrugCell growthPlant ExtractsHA22T/VGHlcsh:RChemical CompoundsBiology and Life SciencesCancers and NeoplasmsEpithelial CellsHepatocellular CarcinomaSettore CHIM/06 - Chimica OrganicaPlant Components Aerialbiology.organism_classificationPro-oxidantplant secondary metabolitesAntineoplastic Agents PhytogenicHydrocarbonsBioavailability030104 developmental biologySettore BIO/03 - Botanica Ambientale E ApplicataHepatocytesSettore BIO/14 - Farmacologialcsh:QOils
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Shikonin derivatives for cancer prevention and therapy.

2019

Abstract Phytochemicals gained considerable interest during the past years as source to develop new treatment options for chemoprevention and cancer therapy. Motivated by the fact that a majority of established anticancer drugs are derived in one way or another from natural resources, we focused on shikonin, a naphthoquinone with high potentials to be further developed as preventive or therapeutic drug to fight cancer. Shikonin is the major chemical component of Lithospermum erythrorhizon (Purple Cromwell) roots. Traditionally, the root extract has been applied to cure dermatitis, burns, and wounds. Over the past three decades, the anti-inflammatory and anticancer effects of root extracts, …

0301 basic medicineDrugModels MolecularCancer Researchmedicine.medical_treatmentmedia_common.quotation_subject03 medical and health sciencesStructure-Activity Relationship0302 clinical medicineNeoplasmsMedicineAnimalsHumansmedia_commonCancer preventionTraditional medicinebiologybusiness.industryCancerImmunotherapyLithospermum erythrorhizonbiology.organism_classificationmedicine.diseaseAntineoplastic Agents PhytogenicClinical trialRadiation therapy030104 developmental biologyOncologyPhytochemical030220 oncology & carcinogenesisbusinessDrugs Chinese HerbalNaphthoquinonesCancer letters
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Shikonin Prevents Early Phase Inflammation Associated with Azoxymethane/Dextran Sulfate Sodium-Induced Colon Cancer and Induces Apoptosis in Human Co…

2018

Shikonin is the main active principle in the root of Lithospermum erythrorhizon, widely used in traditional Chinese medicine for its anti-inflammatory and wound healing properties. Recent research highlights shikonin's antitumor properties and capacity to prevent acute ulcerative colitis. The aim of the present study was to evaluate the ability of shikonin to prevent, in vivo, the early phases of colorectal cancer development, with special focus on its cytotoxic mechanism in vitro. We employed the azoxymethane/dextran sulfate sodium model of colitis in Balb/C mice. Body weight and drinking were monitored throughout the experiment, and length of colon and lesions of the colon were recorded o…

0301 basic medicineFarmacologíaAnti-Inflammatory AgentsAzoxymethanePharmaceutical ScienceCaspase 3ApoptosisPharmacologyPlant RootsAnalytical ChemistryProinflammatory cytokine03 medical and health scienceschemistry.chemical_compoundIn vivoDrug DiscoverymedicineAnimalsHumansColitisMedicine Chinese TraditionalPharmacologyInflammationMice Inbred BALB CWound HealingbiologyChemistryAzoxymethaneLithospermumOrganic ChemistryDextran Sulfatemedicine.diseaseInflammatory Bowel DiseasesNitric oxide synthaseDisease Models Animal030104 developmental biologyComplementary and alternative medicineCaco-2ApoptosisColonic Neoplasmsbiology.proteinMolecular MedicineColitis UlcerativeFemaleCaco-2 CellsNaphthoquinonesPlanta medica
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Lawsone derivatives target the Wnt/β-catenin signaling pathway in multidrug-resistant acute lymphoblastic leukemia cells.

2017

Abstract Multidrug resistance (MDR) represents a serious problem in cancer treatment. One strategy to overcome this obstacle is to identify agents that are selectively lethal to MDR cells. The aim of this study was to discover novel compounds against MDR leukemia and to determine the molecular mechanisms behind collateral sensitivity. A library of 1162 compounds was tested against parental, drug-sensitive CCRF-CEM cells using the resazurin assay. A total of 302 compounds showed reasonable activity (less than 50% cell viability). Eleven out of 30 lawsone derivatives revealed considerable collateral sensitivity in MDR P-glycoprotein (Pgp)-overexpressing CEM/ADR5000 cells. They reduced β-caten…

0301 basic medicineFrizzledAntineoplastic AgentsPharmacologyBiologyBiochemistryLawsone03 medical and health scienceschemistry.chemical_compound0302 clinical medicineCell Line TumormedicineHumansViability assaybeta CateninPharmacologyDose-Response Relationship DrugMolecular StructureWnt signaling pathwayResazurinPrecursor Cell Lymphoblastic Leukemia-Lymphomamedicine.diseaseMultiple drug resistanceWnt ProteinsLeukemia030104 developmental biologychemistryCell cultureDrug Resistance Neoplasm030220 oncology & carcinogenesisCancer researchReactive Oxygen SpeciesNaphthoquinonesSignal TransductionBiochemical pharmacology
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Access to new highly potent antileukemia, antiviral and antimalarial agents via hybridization of natural products (homo)egonol, thymoquinone and arte…

2018

Hybridization of natural products has high potential to further improve their activities and may produce synergistic effects between linked pharmacophores. Here we report synthesis of nine new hybrids of natural products egonol, homoegonol, thymoquinone and artemisinin and evaluation of their activities against P. falciparum 3D7 parasites, human cytomegalovirus, sensitive and multidrug-resistant human leukemia cells. Most of the new hybrids exceed their parent compounds in antimalarial, antiviral and antileukemia activities and in some cases show higher in vitro efficacy than clinically used reference drugs chloroquine, ganciclovir and doxorubicin. Combined, our findings stress the high pot…

0301 basic medicineGanciclovirCell SurvivalPlasmodium falciparumClinical BiochemistryMolecular ConformationCytomegalovirusPharmaceutical ScienceAntineoplastic AgentsAnisolesPharmacologyCrystallography X-RayAntiviral Agents01 natural sciencesBiochemistryAntimalarials03 medical and health scienceschemistry.chemical_compoundChloroquineCell Line TumorDrug DiscoveryBenzoquinonesmedicineAnimalsHumansPotencyDoxorubicinAntimalarial AgentArtemisininMolecular BiologyThymoquinoneBenzofuransBiological Products010405 organic chemistryChemistryOrganic ChemistryArtemisinins0104 chemical sciences030104 developmental biologyMolecular MedicinePharmacophoremedicine.drugBioorganic & Medicinal Chemistry
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Ursolic acid enhances stress resistance, reduces ROS accumulation and prolongs life span in C. elegans serotonin-deficient mutants.

2021

Introduction: Depression and anxiety disorders contribute to the global disease burden. Ursolic acid (UA), a natural compound present in many vegetables, fruits and medicinal plants, was tested in vivo for its effect on (1) enhancing resistance to stress and (2) its effect on life span. Methods: The compound was tested for its antioxidant activity in C. elegans. Stress resistance was tested in the heat and osmotic stress assay. Additionally, the influence on normal life span was examined. RT-PCR was used to assess possible serotonin targets. Results: UA prolonged the life span of C. elegans. Additionally, UA significantly lowered reactive oxygen species (ROS). Molecular docking studies, PCR…

0301 basic medicineModels MolecularSerotoninAntioxidantHot TemperatureOsmotic shockmedicine.medical_treatmentLongevityPharmacologyAntioxidants03 medical and health scienceschemistry.chemical_compound0302 clinical medicineUrsolic acidIn vivoOsmotic PressureStress PhysiologicalmedicineAnimalsReceptorCaenorhabditis elegans5-HT receptorchemistry.chemical_classificationReactive oxygen speciesDepressionGeneral MedicineTriterpenesMolecular Docking SimulationDisease Models Animal030104 developmental biologychemistryReceptors SerotoninMutationSerotoninReactive Oxygen Species030217 neurology & neurosurgeryFood ScienceNaphthoquinonesFoodfunction
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Reactions of Flavonoids with o‑Quinones Interfere with the Spectrophotometric Assay of Tyrosinase Activity

2016

Flavonoids are important food components with antioxidant properties and many of them have been described as tyrosinase inhibitors. Oxidation of quercetin, kaempferol, morin, catechin, and naringenin by mushroom tyrosinase and their influence on the oxidation of l-dopa and l-tyrosine was studied. Reaction rates measured spectrophotometrically and by oxygen consumption differed substantially. All tested flavonoids reacted with 4-tert-butyl-o-benzoquinone and/or 4-methyl-o-benzoquinone, although at different rates. These reactions generated products whose UV-vis spectra either overlapped or did not overlap with the spectrum of dopachrome. They therefore strongly influence the kinetic analysis…

0301 basic medicineNaringenino-quinoneAntioxidantAgaricusTyrosinasemedicine.medical_treatmentMorintyrosinase01 natural sciencesFungal Proteins03 medical and health scienceschemistry.chemical_compoundBenzoquinonesmedicineOrganic chemistryenzymatic assay interferenceEnzyme AssaysCatecholMonophenol Monooxygenase010401 analytical chemistryfood and beveragesCatechinGeneral Chemistrycatechol0104 chemical sciencesKinetics030104 developmental biologychemistrySpectrophotometryflavonoidsDopachromeredox exchangeGeneral Agricultural and Biological SciencesKaempferolOxidation-ReductionNuclear chemistryJournal of Agricultural and Food Chemistry
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