SÍNTESE E AVALIAÇÃO DAS ATIVIDADES FOTOPROTETORA, CITOTÓXICA E ANTIVIRAL CONTRA O ZIKA VÍRUS DE DERIVADOS TRIAZÓLICOS DA BENZOFENONA

Detalhes bibliográficos
Autor(a) principal: Lima,Ângela M. A.
Data de Publicação: 2019
Outros Autores: Teixeira,Róbson R., Silva,Bianca F. da, Siqueira,Raoni P., Silva,Ítalo E. P. da, Santos,Edjon G., Fernandes,Maria Cecília, Gonçalves,Victor Hugo Sousa, Bressan,Gustavo C., Mendes,Tiago Antonio de Oliveira, Paula,Sérgio O. de, Costa,Adílson Vidal, Santos,Marcelo H. dos
Tipo de documento: Artigo
Idioma: por
Título da fonte: Química Nova (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422019004500473
Resumo: The benzophenones are synthetic and natural compounds presenting a variety of activities, including photoprotective, cytotoxic and antiviral. It is herein described the preparation of a series of twenty-seven benzophenone derivatives bearing 1,2,3-triazole functionalities and the evaluation of their photoprotective, cytotoxic and antiviral on Zika Virus (ZIKV) activities. The compounds were prepared in three steps, namely reduction of benzophenone, alkylation of diphenylmethanol and CuAAC reactions. The in vitro evaluation of the photoprotective activity revealed that the most active derivative 4-((benzhydryloxy)methyl)-1-(4-nitrobenzyl)-1H-1,2,3-triazole (4k) displayed UVB sun protection factor equal to 6,9±0,53, which make this compound a possible candidate to be used in formulations for photoprotective applications. In terms of cytotoxicity, the compounds were evaluated against MDA-MB-231 and B16F10 cell lines. It was observed that the compounds were more active against MDA-MB-231 cells and three of them were capable of reducing cell viability by approximately 55% at 100 µmol L-1. In the antiviral screening against ZIKV, compound 4-(3-benzhydryloxy)propyl)-1-(3-methylbenzyl)-1H-1,2,3-triazole (5j) was the most effective in mantaining Vero cell viability.
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spelling SÍNTESE E AVALIAÇÃO DAS ATIVIDADES FOTOPROTETORA, CITOTÓXICA E ANTIVIRAL CONTRA O ZIKA VÍRUS DE DERIVADOS TRIAZÓLICOS DA BENZOFENONAbenzophenonephotoprotective activitycytotoxicityantiviral1,2,3-triazoleThe benzophenones are synthetic and natural compounds presenting a variety of activities, including photoprotective, cytotoxic and antiviral. It is herein described the preparation of a series of twenty-seven benzophenone derivatives bearing 1,2,3-triazole functionalities and the evaluation of their photoprotective, cytotoxic and antiviral on Zika Virus (ZIKV) activities. The compounds were prepared in three steps, namely reduction of benzophenone, alkylation of diphenylmethanol and CuAAC reactions. The in vitro evaluation of the photoprotective activity revealed that the most active derivative 4-((benzhydryloxy)methyl)-1-(4-nitrobenzyl)-1H-1,2,3-triazole (4k) displayed UVB sun protection factor equal to 6,9±0,53, which make this compound a possible candidate to be used in formulations for photoprotective applications. In terms of cytotoxicity, the compounds were evaluated against MDA-MB-231 and B16F10 cell lines. It was observed that the compounds were more active against MDA-MB-231 cells and three of them were capable of reducing cell viability by approximately 55% at 100 µmol L-1. In the antiviral screening against ZIKV, compound 4-(3-benzhydryloxy)propyl)-1-(3-methylbenzyl)-1H-1,2,3-triazole (5j) was the most effective in mantaining Vero cell viability.Sociedade Brasileira de Química2019-05-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422019004500473Química Nova v.42 n.5 2019reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0100-4042.20170365info:eu-repo/semantics/openAccessLima,Ângela M. A.Teixeira,Róbson R.Silva,Bianca F. daSiqueira,Raoni P.Silva,Ítalo E. P. daSantos,Edjon G.Fernandes,Maria CecíliaGonçalves,Victor Hugo SousaBressan,Gustavo C.Mendes,Tiago Antonio de OliveiraPaula,Sérgio O. deCosta,Adílson VidalSantos,Marcelo H. dospor2019-07-16T00:00:00Zoai:scielo:S0100-40422019004500473Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2019-07-16T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv SÍNTESE E AVALIAÇÃO DAS ATIVIDADES FOTOPROTETORA, CITOTÓXICA E ANTIVIRAL CONTRA O ZIKA VÍRUS DE DERIVADOS TRIAZÓLICOS DA BENZOFENONA
title SÍNTESE E AVALIAÇÃO DAS ATIVIDADES FOTOPROTETORA, CITOTÓXICA E ANTIVIRAL CONTRA O ZIKA VÍRUS DE DERIVADOS TRIAZÓLICOS DA BENZOFENONA
spellingShingle SÍNTESE E AVALIAÇÃO DAS ATIVIDADES FOTOPROTETORA, CITOTÓXICA E ANTIVIRAL CONTRA O ZIKA VÍRUS DE DERIVADOS TRIAZÓLICOS DA BENZOFENONA
Lima,Ângela M. A.
benzophenone
photoprotective activity
cytotoxicity
antiviral
1,2,3-triazole
title_short SÍNTESE E AVALIAÇÃO DAS ATIVIDADES FOTOPROTETORA, CITOTÓXICA E ANTIVIRAL CONTRA O ZIKA VÍRUS DE DERIVADOS TRIAZÓLICOS DA BENZOFENONA
title_full SÍNTESE E AVALIAÇÃO DAS ATIVIDADES FOTOPROTETORA, CITOTÓXICA E ANTIVIRAL CONTRA O ZIKA VÍRUS DE DERIVADOS TRIAZÓLICOS DA BENZOFENONA
title_fullStr SÍNTESE E AVALIAÇÃO DAS ATIVIDADES FOTOPROTETORA, CITOTÓXICA E ANTIVIRAL CONTRA O ZIKA VÍRUS DE DERIVADOS TRIAZÓLICOS DA BENZOFENONA
title_full_unstemmed SÍNTESE E AVALIAÇÃO DAS ATIVIDADES FOTOPROTETORA, CITOTÓXICA E ANTIVIRAL CONTRA O ZIKA VÍRUS DE DERIVADOS TRIAZÓLICOS DA BENZOFENONA
title_sort SÍNTESE E AVALIAÇÃO DAS ATIVIDADES FOTOPROTETORA, CITOTÓXICA E ANTIVIRAL CONTRA O ZIKA VÍRUS DE DERIVADOS TRIAZÓLICOS DA BENZOFENONA
author Lima,Ângela M. A.
author_facet Lima,Ângela M. A.
Teixeira,Róbson R.
Silva,Bianca F. da
Siqueira,Raoni P.
Silva,Ítalo E. P. da
Santos,Edjon G.
Fernandes,Maria Cecília
Gonçalves,Victor Hugo Sousa
Bressan,Gustavo C.
Mendes,Tiago Antonio de Oliveira
Paula,Sérgio O. de
Costa,Adílson Vidal
Santos,Marcelo H. dos
author_role author
author2 Teixeira,Róbson R.
Silva,Bianca F. da
Siqueira,Raoni P.
Silva,Ítalo E. P. da
Santos,Edjon G.
Fernandes,Maria Cecília
Gonçalves,Victor Hugo Sousa
Bressan,Gustavo C.
Mendes,Tiago Antonio de Oliveira
Paula,Sérgio O. de
Costa,Adílson Vidal
Santos,Marcelo H. dos
author2_role author
author
author
author
author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Lima,Ângela M. A.
Teixeira,Róbson R.
Silva,Bianca F. da
Siqueira,Raoni P.
Silva,Ítalo E. P. da
Santos,Edjon G.
Fernandes,Maria Cecília
Gonçalves,Victor Hugo Sousa
Bressan,Gustavo C.
Mendes,Tiago Antonio de Oliveira
Paula,Sérgio O. de
Costa,Adílson Vidal
Santos,Marcelo H. dos
dc.subject.por.fl_str_mv benzophenone
photoprotective activity
cytotoxicity
antiviral
1,2,3-triazole
topic benzophenone
photoprotective activity
cytotoxicity
antiviral
1,2,3-triazole
description The benzophenones are synthetic and natural compounds presenting a variety of activities, including photoprotective, cytotoxic and antiviral. It is herein described the preparation of a series of twenty-seven benzophenone derivatives bearing 1,2,3-triazole functionalities and the evaluation of their photoprotective, cytotoxic and antiviral on Zika Virus (ZIKV) activities. The compounds were prepared in three steps, namely reduction of benzophenone, alkylation of diphenylmethanol and CuAAC reactions. The in vitro evaluation of the photoprotective activity revealed that the most active derivative 4-((benzhydryloxy)methyl)-1-(4-nitrobenzyl)-1H-1,2,3-triazole (4k) displayed UVB sun protection factor equal to 6,9±0,53, which make this compound a possible candidate to be used in formulations for photoprotective applications. In terms of cytotoxicity, the compounds were evaluated against MDA-MB-231 and B16F10 cell lines. It was observed that the compounds were more active against MDA-MB-231 cells and three of them were capable of reducing cell viability by approximately 55% at 100 µmol L-1. In the antiviral screening against ZIKV, compound 4-(3-benzhydryloxy)propyl)-1-(3-methylbenzyl)-1H-1,2,3-triazole (5j) was the most effective in mantaining Vero cell viability.
publishDate 2019
dc.date.none.fl_str_mv 2019-05-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422019004500473
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422019004500473
dc.language.iso.fl_str_mv por
language por
dc.relation.none.fl_str_mv 10.21577/0100-4042.20170365
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Química Nova v.42 n.5 2019
reponame:Química Nova (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Química Nova (Online)
collection Química Nova (Online)
repository.name.fl_str_mv Química Nova (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv quimicanova@sbq.org.br
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