Highly functionalized piperidines: free radical scavenging, anticancer activity, dna interaction and correlation with biological activity

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dc.creatorSuvankar Das
dc.creatorIsis Martins Figueiredo
dc.creatorEdeildo Ferreira da Silva-Júnior
dc.creatorThiago Mendonça de Aquino
dc.creatorJoão Xavier de Araújo-Júnior
dc.creatorGoutam Brahmachari
dc.creatorLuzia Valentina Modolo
dc.creatorCristiane Jovelina da Silva
dc.creatorMarina de Magalhães Silva
dc.creatorMaria Dayanne de Araújo Dantas
dc.creatorÂngelo de Fátima
dc.creatorAna Lucia Tasca Gois Ruiz
dc.creatorCleiton Moreira da Silva
dc.creatorJoão Ernesto de Carvalho
dc.creatorJosué Carinhanha Caldas Santos
dc.date.accessioned2024-09-12T18:19:35Z
dc.date.accessioned2025-09-09T00:38:03Z
dc.date.available2024-09-12T18:19:35Z
dc.date.issued2018
dc.format.mimetypepdf
dc.identifier.doihttps://doi.org/10.1016/j.jare.2017.10.010
dc.identifier.issn2090-1232
dc.identifier.urihttps://hdl.handle.net/1843/76405
dc.languageeng
dc.publisherUniversidade Federal de Minas Gerais
dc.relation.ispartofJournal of Advanced Research
dc.rightsAcesso Aberto
dc.subjectAgentes antineoplásicos
dc.subjectDNA
dc.subjectReações de radicais livres
dc.subjectCompostos heterocíclicos
dc.subject.otherPiperidine derivatives
dc.subject.otherFree radical scavenging
dc.subject.otherAnticancer activity
dc.subject.otherDNA interaction
dc.titleHighly functionalized piperidines: free radical scavenging, anticancer activity, dna interaction and correlation with biological activity
dc.typeArtigo de periódico
local.citation.epage61
local.citation.spage51
local.citation.volume9
local.description.resumoTwenty-five piperidines were studied as potential radical scavengers and antitumor agents. Quantitative interaction of compounds with ctDNA using spectroscopic techniques was also evaluated. Our results demonstrate that the evaluated piperidines possesses different abilities to scavenge the radical 2,2-diphenyl-1-picrylhydrazyl (DPPH) and the anion radical superoxide (radical dotO2−). The piperidine 19 was the most potent radical DPPH scavenger, while the most effective to radical dotO2− scavenger was piperidine 10. In general, U251, MCF7, NCI/ADR-RES, NCI-H460 and HT29 cells were least sensitive to the tested compounds and all compounds were considerably more toxic to the studied cancer cell lines than to the normal cell line HaCaT. The binding mode of the compounds and ctDNA was preferably via intercalation. In addition, these results were confirmed based on theoretical studies. Finally, a linear and exponential correlation between interaction constant (Kb) and GI50 for several human cancer cell was observed.
local.identifier.orcidhttps://orcid.org/0000-0002-1873-5342
local.identifier.orcidhttps://orcid.org/0000-0002-1527-4501
local.identifier.orcidhttps://orcid.org/0000-0003-3187-183X
local.identifier.orcidhttps://orcid.org/0000-0001-9925-6281
local.identifier.orcidhttps://orcid.org/0000-0002-8033-0434
local.identifier.orcidhttps://orcid.org/0000-0003-3239-5927
local.identifier.orcidhttps://orcid.org/0000-0002-1087-4639
local.identifier.orcidhttps://orcid.org/0000-0003-2344-5590
local.identifier.orcidhttps://orcid.org/0000-0002-0844-8702
local.identifier.orcidhttps://orcid.org/0000-0001-9913-8971
local.identifier.orcidhttps://orcid.org/0000-0002-6901-6815
local.identifier.orcidhttps://orcid.org/0000-0002-9525-5123
local.publisher.countryBrasil
local.publisher.departmentICB - DEPARTAMENTO DE BOTÂNICA
local.publisher.departmentICX - DEPARTAMENTO DE QUÍMICA
local.publisher.initialsUFMG
local.url.externahttps://www.sciencedirect.com/science/article/pii/S2090123217301145

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