Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/340765
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dc.contributor.CRUESPUNIVERSIDADE ESTADUAL DE CAMPINASpt_BR
dc.contributor.authorunicampCosta, Maria Cristina Andreazza-
dc.contributor.authorunicampCarvalho, Pedro Oliveira Mariz de-
dc.contributor.authorunicampFerreira, Marcia Miguel Castro-
dc.typeArtigopt_BR
dc.titleFour-dimensional quantitative structure-activity analysis of 1,4-naphthoquinone derivatives tested against HL-60 human promyelocytic leukemia cellspt_BR
dc.contributor.authorCosta, M.C.A.-
dc.contributor.authorCarvalho, P.O.M.-
dc.contributor.authorFerreira, M.M.C.-
dc.subjectDinâmica molecularpt_BR
dc.subject.otherlanguageMolecular dynamicspt_BR
dc.description.abstractFour-dimensional quantitative structure-activity relationship (4D-QSAR) models were developed to predict biological activity of 1,4-naphthoquinones derivatives tested against human HL-60 leukemic cells, in order to better investigate the action mode of these compounds. Quinones can generate reactive oxygen species (ROS) through the activation by the cytochrome P450 and P450 reductase enzymes acting as anticancer agents. Molecular dynamics (MD) simulations were performed in the 3D optimized geometries, and the field descriptors were calculated. Partial least squares (PLS) regression method was applied to build the QSAR model, which presented the following statistics, with two factors and explaining 51.11% of total variance: R 2  = 0.83; SEC = 0.28; Q 2  = 0.77; SEV = 0.31. For external validation, the results were R 2 pred  = 0.76 and SEP = 0.30. Among the nine Coulomb (C) and Lennard-Jones (LJ) descriptors selected by the model, one of them, C13838, is located close to quinone oxygens involved in the production of radical anions (O 2 −· ) and to hydroxyl in position 5 that may stabilize catalytically important water molecules. The negative LJ descriptors around R 1 and R 2 substituents might indicate that apolar substituents in these regions are unfavorable to the activity. Coulomb descriptors located at the vicinities of the substituent R 2 gave information about the bioactive conformationpt_BR
dc.relation.ispartofJournal of chemometricspt_BR
dc.relation.ispartofabbreviationJ. chemometr.pt_BR
dc.publisher.cityOxfordpt_BR
dc.publisher.countryReino Unidopt_BR
dc.publisherJohn Wiley & Sonspt_BR
dc.date.issued2020-
dc.language.isoengpt_BR
dc.description.volume34pt_BR
dc.rightsFechadopt_BR
dc.sourceSCOPUSpt_BR
dc.identifier.issn0886-9383pt_BR
dc.identifier.eissn1099-128Xpt_BR
dc.identifier.doi10.1002/cem.3131pt_BR
dc.identifier.urlhttps://onlinelibrary.wiley.com/doi/abs/10.1002/cem.3131pt_BR
dc.description.sponsorshipCONSELHO NACIONAL DE DESENVOLVIMENTO CIENTÍFICO E TECNOLÓGICO - CNPQpt_BR
dc.description.sponsorshipFUNDAÇÃO DE AMPARO À PESQUISA DO ESTADO DE SÃO PAULO - FAPESPpt_BR
dc.description.sponsordocumentnumbersem informaçãopt_BR
dc.description.sponsordocumentnumbersem informaçãopt_BR
dc.date.available2020-05-13T12:24:32Z-
dc.date.accessioned2020-05-13T12:24:32Z-
dc.description.provenanceSubmitted by Sanches Olivia (olivias@unicamp.br) on 2020-05-13T12:24:32Z No. of bitstreams: 0. Added 1 bitstream(s) on 2020-08-27T19:17:55Z : No. of bitstreams: 1 2-s2.0-85064761679.pdf: 1382467 bytes, checksum: cd4e6272cbe0befe5053edf4de6ab3e5 (MD5)en
dc.description.provenanceMade available in DSpace on 2020-05-13T12:24:32Z (GMT). No. of bitstreams: 0 Previous issue date: 2020en
dc.identifier.urihttp://repositorio.unicamp.br/jspui/handle/REPOSIP/340765-
dc.contributor.departmentsem informaçãopt_BR
dc.contributor.departmentsem informaçãopt_BR
dc.contributor.departmentDepartamento de Físico-Químicapt_BR
dc.contributor.unidadeInstituto de Químicapt_BR
dc.contributor.unidadeInstituto de Químicapt_BR
dc.contributor.unidadeInstituto de Químicapt_BR
dc.subject.keyword4D‐QSARpt_BR
dc.subject.keywordCancerpt_BR
dc.subject.keywordField descriptorspt_BR
dc.subject.keywordQuinonespt_BR
dc.identifier.source2-s2.0-85064761679pt_BR
dc.creator.orcid0000-0003-3102-3371pt_BR
dc.creator.orcid0000-0002-7305-7396pt_BR
dc.creator.orcid0000-0001-5677-0299pt_BR
dc.type.formArtigo de pesquisapt_BR
dc.identifier.articleide3131pt_BR
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