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dc.contributor.authorCarneiro, Paula Fernandes-
dc.contributor.authorPinto, Maria do Carmo Freire Ribeiro-
dc.contributor.authorMarra, Roberta Katlen Fusco-
dc.contributor.authorSilva, F. C. da-
dc.contributor.authorResende, Jackson Antonio Lamounier Carmargos-
dc.contributor.authorSilva, Luiz Francisco Rocha e-
dc.contributor.authorAlves, Hilkem G.-
dc.contributor.authorBarbosa, Gleyce dos Santos-
dc.contributor.authorVasconcellos, Marne Carvalho de-
dc.contributor.authorLima, Emerson Silva-
dc.contributor.authorPohlit, Adrian Martin-
dc.contributor.authorFerreira, V?tor Francisco-
dc.date.accessioned2020-06-15T21:42:01Z-
dc.date.available2020-06-15T21:42:01Z-
dc.date.issued2016-
dc.identifier.urihttps://repositorio.inpa.gov.br/handle/1/17380-
dc.description.abstractA series of eighteen quinones and structurally-related oxiranes were synthesized and evaluated for in vitro inhibitory activity against the chloroquine-sensitive 3D7 clone of the human malaria parasite Plasmodium falciparum. 2-amino and 2-allyloxynaphthoquinones exhibited important antiplasmodial activity (median inhibitory concentrations (IC50) < 10 μM). Oxiranes 6 and 25, prepared respectively by reaction of α-lapachone and tetrachloro-p-quinone with diazomethane in a mixture of ether and ethanol, exhibited the highest antiplasmodial activity and low cytotoxicity against human fibroblasts (MCR-5 cell line). The active compounds could represent a good prototype for an antimalarial lead molecule. © 2015 Published by Elsevier Masson SAS.en
dc.language.isoenpt_BR
dc.relation.ispartofVolume 108, Pags. 134-140pt_BR
dc.rightsRestrito*
dc.subject2 (allyloxy) 4h Spiro(naphthalene 1,2' Oxirane) 4 Oneen
dc.subject2 (phenylamino) 4h Spiro(naphthalene 1,2' Oxirane) 4 Oneen
dc.subject2 Amino 4h Spiro(naphthalene 1,2' Oxirane) 4 Oneen
dc.subject2,2 Dimethyl 2,3 Dihydro 4h Spiro[naphtho[2,3 B]furan 9,2' Oxiran] 4 Oneen
dc.subject2,3 Dichloro 4h Spiro(naphthalene 1,2' Oxirane) 4 Oneen
dc.subject4,5 Dichloro 3,6 Dimethoxyphthalonitrileen
dc.subject4,5,7,8 Tetrachloro 1 Oxaspiro[2.5]octa 4,7 Dien 6 Oneen
dc.subjectAntimalarial Agenten
dc.subjectChloroquineen
dc.subjectEthylene Oxideen
dc.subjectEthylene Oxide Derivativeen
dc.subjectMethyl 9 Phenanthryl Etheren
dc.subjectNaphthoquinoneen
dc.subjectQuinone Derivativeen
dc.subjectUnclassified Drugen
dc.subjectAntimalarial Agenten
dc.subjectEthylene Oxideen
dc.subjectQuinone Derivativeen
dc.subjectAntimalarial Activityen
dc.subjectControlled Studyen
dc.subjectDrug Screeningen
dc.subjectDrug Structureen
dc.subjectDrug Synthesisen
dc.subjectIc 50en
dc.subjectIn Vitro Studyen
dc.subjectInhibitory Concentrationen
dc.subjectNonhumanen
dc.subjectPlasmodiumen
dc.subjectPlasmodium Falciparumen
dc.subjectX-ray Diffractionen
dc.subjectCell Lineen
dc.subjectCell Survivalen
dc.subjectChemical Structureen
dc.subjectChemistryen
dc.subjectDose Responseen
dc.subjectDrug Effectsen
dc.subjectDrug Sensitivityen
dc.subjectFibroblasten
dc.subjectHumanen
dc.subjectStructure Activity Relationen
dc.subjectSynthesisen
dc.subjectAntimalarialsen
dc.subjectCell Lineen
dc.subjectCell Survivalen
dc.subjectDose-response Relationship, Drugen
dc.subjectEthylene Oxideen
dc.subjectFibroblastsen
dc.subjectHumansen
dc.subjectMolecular Structureen
dc.subjectParasitic Sensitivity Testsen
dc.subjectPlasmodium Falciparumen
dc.subjectQuinonesen
dc.subjectStructure-activity Relationshipen
dc.titleSynthesis and antimalarial activity of quinones and structurally-related oxirane derivativesen
dc.typeArtigopt_BR
dc.identifier.doi10.1016/j.ejmech.2015.11.020-
dc.publisher.journalEuropean Journal of Medicinal Chemistrypt_BR
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