Search results for " Phototoxicity"

showing 5 items of 5 documents

Phytochemical profiles, phototoxic and antioxidant properties of eleven Hypericum species - A comparative study

2018

Hypericum is one out of the nine genera belonging to the botanical family Clusiaceae Lindl (syn. Hypericaceae Juss.; APG III, 2009). The genus contains 484 species spread worldwide, one of which, Hypericum perforatum, is largely used in folk medicine. The aim of this study was to evaluate the chemical composition, along with the antioxidant and phototoxic activity, of 11 Hypericum species grown in Sicily (H. perforatum L., H. aegypticum L., H. androsaemum L., H. calycinum L., H. hircinum L., H. hirsutum L., H. montanum L., H. patulum Thunb., H. perfoliatum L., H. pubescens Boiss., H. tetrapterum Fr.). Samples of flowering tops collected from these Hypericum species were extracted and analys…

0106 biological sciencesDPPHHyperforinAntioxidants Hyperforin Hypericin Hypericum species (Clusiaceae Lindl.) Phototoxicity; PolyphenolsPhytochemicalsHypericinFlowersPlant ScienceHorticultureHypericaceae01 natural sciencesBiochemistryAntioxidantsMass SpectrometryPhototoxicityMicechemistry.chemical_compoundPicratesSpecies SpecificityHypericum species (Clusiaceae Lindl.) Phototoxicity Polyphenols Hypericin Hyperforin AntioxidantsAnimalsHypericum species (Clusiaceae Lindl.)Molecular BiologyChromatography High Pressure LiquidbiologyTraditional medicine010405 organic chemistryChemistryBiphenyl CompoundsPolyphenolsHypericum perforatumGeneral MedicineFibroblastsbiology.organism_classificationSettore AGR/02 - Agronomia E Coltivazioni Erbacee0104 chemical sciencesHypericinHyperforinPhotochemotherapyPhytochemicalPolyphenolNIH 3T3 CellsAntioxidantReactive Oxygen SpeciesHypericumHypericumDermatitis Phototoxic010606 plant biology & botany
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Pyrrolo[3',2':6,7]cyclohepta[1,2-b]pyridines with potent photo-antiproliferative activity.

2017

Abstract Pyrrolo[3′,2′:6,7]cyclohepta[1,2-b]pyridines were synthesized as a new class of tricyclic system in which the pyridine ring is annelated to a cycloheptapyrrole scaffold, with the aim of obtaining new photosensitizing agents with improved antiproliferative activity and lower undesired toxic effects. A versatile synthetic pathway was approached, which allowed the isolation of derivatives of the title ring system with a good substitution pattern on the pyrrole moiety. Photobiological studies revealed that the majority of the new compounds showed a potent cytotoxic effect upon photoactivation with light of the proper wavelength, especially when decorated with a 2-ethoxycabonyl group an…

0301 basic medicineLightPyridines01 natural sciencesAntioxidantschemistry.chemical_compound7]cyclohepta[1NeoplasmsDrug DiscoveryTumor Cells CulturedMoietyPyrrolechemistry.chemical_classificationPhotosensitizing AgentsGeneral MedicinePhotosensitizing AgentPyrrolo[3′2′:67]cyclohepta[12-b]pyridine-9(1H)-oneReactive oxygen speciemedicine.symptomPhototoxicity2-b]pyridine-9(1H)-onesStereochemistryBlotting WesternPhoto-antiproliferative activityAntineoplastic AgentsRing (chemistry)Phototoxicity03 medical and health sciencesStructure-Activity RelationshipPyridinemedicineHumansPyrrolo[3′PyrrolesCell ProliferationPharmacologyPhotosensitizing agent010405 organic chemistry2′:6Drug Discovery3003 Pharmaceutical ScienceOrganic ChemistryPhoto-antiproliferative activity; Photosensitizing agents; Phototoxicity; Pyrrolo[3′2′:67]cyclohepta[12-b]pyridine-9(1H)-ones; Reactive oxygen species; Pharmacology; Drug Discovery3003 Pharmaceutical Science; Organic ChemistryCombinatorial chemistry0104 chemical sciences030104 developmental biologychemistryMechanism of actionPhoto-antiproliferative activity; Photosensitizing agents; Phototoxicity; Pyrrolo[3′; 2′:6; 7]cyclohepta[1; 2-b]pyridine-9(1H)-ones; Reactive oxygen species; Pharmacology; Drug Discovery3003 Pharmaceutical Science; Organic ChemistryDrug Screening Assays AntitumorReactive Oxygen SpeciesTricyclicEuropean journal of medicinal chemistry
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SYNTHESIS OF PYRROLO[3,2-H]QUINOLINONES WITH GOOD PHOTOCHEMOTHERAPEUTIC ACTIVITY AND NO DNA DAMAGE

2010

In the search for new photochemotherapeutic agents, a series of derivatives of the ring system pyrrolo[3,2-h]quinoline--bioisosters of the angular furocoumarin angelicin--were synthesized through a four-step synthetic approach, in reasonable overall yields. Eight of the synthesized derivatives showed a remarkable phototoxicity against a panel of four human tumor cell lines and a great dose UV-A dependence, reaching IC₅₀ values at submicromolar level. The mode of cellular death photoinduced by pyrrolo[3,2-h]quinolines was evaluated through a series of flow cytometric analysis and other tests were performed to clarify their mechanism of action.

PYRROLO[32-H]QUINOLINONESStereochemistryDNA damageClinical BiochemistryPharmaceutical SciencePhosphatidylserinesBiochemistryChemical synthesischemistry.chemical_compoundCell Line TumorFurocoumarinsDrug Discovery2-H]QUINOLINONESmedicineHumansPyrrolesPhotosensitizerMolecular BiologyMembrane Potential MitochondrialPhotosensitizing AgentsPYRROLO[3; 2-H]QUINOLINONES; ANGELICIN HETEROANALOGUES; PHOTOCHEMOTHERAPY; PHOTOTOXICITYFurocoumarinOrganic ChemistryBiological activitySettore CHIM/08 - Chimica FarmaceuticaPHOTOCHEMOTHERAPYPHOTOTOXICITYPYRROLO[3ANGELICIN HETEROANALOGUESMechanism of actionchemistryQuinolinesLactamMolecular Medicinemedicine.symptomReactive Oxygen SpeciesPhototoxicityDNA Damage
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Pyrrolo[3,4-h]quinolinones a new class of photochemotherapeutic agents

2011

Abstract Pyrrolo[3,4- h ]quinolin-2-ones were synthesized as nitrogen isosters of the angular furocoumarin angelicin, with the aim of obtaining new photochemotherapeutic agents with increased antiproliferative activity and lower undesired toxic effects. A versatile synthetic pathway was approached to allow the isolation of derivatives of the new ring system with a good substitution pattern on the pyrrole moiety. Photobiological screenings of the new compounds revealed a potent phototoxic effect and a great UVA dose dependence, reaching IC 50 values at submicromolar level. The induced cellular photocytotoxicity was related to apoptosis with the involvement of mitochondria and lysosomes, alte…

Pyrrolo[3; 4-h]quinolinones; Angelicin heteroanalogues; Photochemotherapeutic agents; PhototoxicityStereochemistryClinical BiochemistryMembrane lipid peroxidationPharmaceutical ScienceHL-60 CellsPhosphatidylserinesQuinolonesMitochondrionBiochemistryPhototoxicityJurkat CellsStructure-Activity Relationshipchemistry.chemical_compoundPhotochemotherapeutic agentsAngelicinCell Line TumorDrug DiscoveryHumansMoietyFluorometryPyrrolesPyrrolo[3Molecular BiologyPyrrolePyrrolo[34-h]quinolinoneFurocoumarinCell CycleOrganic Chemistry4-h]quinolinonesDNAPhotochemical ProcessesSettore CHIM/08 - Chimica FarmaceuticaAngelicin heteroanaloguesPhotochemotherapeutic agentPhotochemotherapychemistryApoptosisMolecular MedicineLipid PeroxidationPhototoxicityAngelicin heteroanalogueSubcellular FractionsBioorganic & Medicinal Chemistry
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Phytochemical profile and phototoxicity of eleven Hypericum species extracts

2017

The genus Hypericum (family Hypericaceae) contains 484 species, one of which, Hypericum perforatum, is largely used in medicine as antidepressant, as well as antinflammatory, and antimicrobial agent. Hypericin, together with the other naphthodianthrone derivatives named hypericins (the red pigments recognized as partially responsible for biological activities of this plant), has been identified largely in more than 300 Hypericum species (Skalkos et al., 2006). Particularly, hypericins are one of the most potent naturally occurring photodynamic agents; indeed, upon light irradiation, they very effectively induce apoptosis and/or necrosis of cancer cells (Karioti et al., 2010) and thus might …

phototoxicityHypericum spp; chemical composition; phototoxicity; antioxidant activityHypericum sppchemical compositionantioxidant activityhypericumSettore AGR/02 - Agronomia E Coltivazioni Erbacee
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