Identifying New Isatin Derivatives with GSK-3β Inhibition Capacity through Molecular Docking and Bioassays
Autor(a) principal: | |
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Data de Publicação: | 2020 |
Outros Autores: | , , , , , , , , |
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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Journal of the Brazilian Chemical Society (Online) |
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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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1750318182636191744 |