Identifying New Isatin Derivatives with GSK-3β Inhibition Capacity through Molecular Docking and Bioassays

Detalhes bibliográficos
Autor(a) principal: Britto,Karolinni B.
Data de Publicação: 2020
Outros Autores: Francisco,Carla S., Ferreira,Débora, Borges,Bárbara J. P., Conti,Raphael, Profeti,Demetrius, Rodrigues,Ligia R., Lacerda Jr.,Valdemar, Morais,Pedro A. B., Borges,Warley S.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532020000300476
Resumo: The semi-synthesis of 11 isatin derivatives was achieved through bimolecular nucleophilic substitution and click chemistry. Seven new compounds were obtained. All chemical structures were determined by infrared spectroscopy (IR), nuclear magnetic resonance spectrometry (NMR) and high-resolution mass spectrometry (HRMS) data. These derivatives were evaluated for their anti-GSK-3b activity and all isatin derivatives (N-alkyl and 1,2,3-triazolic) exhibited strong inhibitory activity, with 2b and 4h exhibiting remarkable potency. In addition, docking studies were performed with 2b and 2e models to unravel the molecular mechanism underlying the polar interactions on the GSK-3b ATP-binding site.
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spelling Identifying New Isatin Derivatives with GSK-3β Inhibition Capacity through Molecular Docking and Bioassaysisatin derivativesGSK-3bmolecular dockingThe semi-synthesis of 11 isatin derivatives was achieved through bimolecular nucleophilic substitution and click chemistry. Seven new compounds were obtained. All chemical structures were determined by infrared spectroscopy (IR), nuclear magnetic resonance spectrometry (NMR) and high-resolution mass spectrometry (HRMS) data. These derivatives were evaluated for their anti-GSK-3b activity and all isatin derivatives (N-alkyl and 1,2,3-triazolic) exhibited strong inhibitory activity, with 2b and 4h exhibiting remarkable potency. In addition, docking studies were performed with 2b and 2e models to unravel the molecular mechanism underlying the polar interactions on the GSK-3b ATP-binding site.Sociedade Brasileira de Química2020-03-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532020000300476Journal of the Brazilian Chemical Society v.31 n.3 2020reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20190206info:eu-repo/semantics/openAccessBritto,Karolinni B.Francisco,Carla S.Ferreira,DéboraBorges,Bárbara J. P.Conti,RaphaelProfeti,DemetriusRodrigues,Ligia R.Lacerda Jr.,ValdemarMorais,Pedro A. B.Borges,Warley S.eng2020-02-27T00:00:00Zoai:scielo:S0103-50532020000300476Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2020-02-27T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Identifying New Isatin Derivatives with GSK-3β Inhibition Capacity through Molecular Docking and Bioassays
title Identifying New Isatin Derivatives with GSK-3β Inhibition Capacity through Molecular Docking and Bioassays
spellingShingle Identifying New Isatin Derivatives with GSK-3β Inhibition Capacity through Molecular Docking and Bioassays
Britto,Karolinni B.
isatin derivatives
GSK-3b
molecular docking
title_short Identifying New Isatin Derivatives with GSK-3β Inhibition Capacity through Molecular Docking and Bioassays
title_full Identifying New Isatin Derivatives with GSK-3β Inhibition Capacity through Molecular Docking and Bioassays
title_fullStr Identifying New Isatin Derivatives with GSK-3β Inhibition Capacity through Molecular Docking and Bioassays
title_full_unstemmed Identifying New Isatin Derivatives with GSK-3β Inhibition Capacity through Molecular Docking and Bioassays
title_sort Identifying New Isatin Derivatives with GSK-3β Inhibition Capacity through Molecular Docking and Bioassays
author Britto,Karolinni B.
author_facet Britto,Karolinni B.
Francisco,Carla S.
Ferreira,Débora
Borges,Bárbara J. P.
Conti,Raphael
Profeti,Demetrius
Rodrigues,Ligia R.
Lacerda Jr.,Valdemar
Morais,Pedro A. B.
Borges,Warley S.
author_role author
author2 Francisco,Carla S.
Ferreira,Débora
Borges,Bárbara J. P.
Conti,Raphael
Profeti,Demetrius
Rodrigues,Ligia R.
Lacerda Jr.,Valdemar
Morais,Pedro A. B.
Borges,Warley S.
author2_role author
author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Britto,Karolinni B.
Francisco,Carla S.
Ferreira,Débora
Borges,Bárbara J. P.
Conti,Raphael
Profeti,Demetrius
Rodrigues,Ligia R.
Lacerda Jr.,Valdemar
Morais,Pedro A. B.
Borges,Warley S.
dc.subject.por.fl_str_mv isatin derivatives
GSK-3b
molecular docking
topic isatin derivatives
GSK-3b
molecular docking
description The semi-synthesis of 11 isatin derivatives was achieved through bimolecular nucleophilic substitution and click chemistry. Seven new compounds were obtained. All chemical structures were determined by infrared spectroscopy (IR), nuclear magnetic resonance spectrometry (NMR) and high-resolution mass spectrometry (HRMS) data. These derivatives were evaluated for their anti-GSK-3b activity and all isatin derivatives (N-alkyl and 1,2,3-triazolic) exhibited strong inhibitory activity, with 2b and 4h exhibiting remarkable potency. In addition, docking studies were performed with 2b and 2e models to unravel the molecular mechanism underlying the polar interactions on the GSK-3b ATP-binding site.
publishDate 2020
dc.date.none.fl_str_mv 2020-03-01
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=S0103-50532020000300476
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532020000300476
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.21577/0103-5053.20190206
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 Journal of the Brazilian Chemical Society v.31 n.3 2020
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
repository.name.fl_str_mv Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
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