The application of isatin-based multicomponent-reactions in the quest for new bioactive and druglike molecules
Autor(a) principal: | |
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Data de Publicação: | 2020 |
Outros Autores: | , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10174/31454 https://doi.org/10.1016/j.ejmech.2020.113102 |
Resumo: | Oxindole derivatives are known for their great interest in the field of Medicinal Chemistry, as they display vast biological activities. Recent efforts concerning the preparation of oxindole derivatives using isatin-based multicomponent reactions (MCRs) constitute a great advance in generating druglike li- braries fast and with wide scaffold diversity. In this review, we address those recent developments, exploring the synthetic pathways and biological activities described for these compounds, namely antitumor, antibacterial, antifungal, antiparasitic, antiviral, antioxidant, anti-inflammatory and central nervous system (CNS) pathologies. To add new depth to this work, we used a well-established web-based free tool (SwissADME) to evaluate the most promising scaffolds in what concerns their druglike prop- erties, namely by evaluating their compliance with some of the most valuable rules applied by medicinal chemists in both academia and industrial settings (Lipinski, Ghose, Veber, Egan, Muegge). The aim of this review is to endorse isatin-based MCRs as a valuable synthetic approach to attain new hit compounds bearing the oxindole privileged structure, while critically exploring these scaffolds’ druglike properties. |
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The application of isatin-based multicomponent-reactions in the quest for new bioactive and druglike moleculesMulticomponent reactionsisatinoxindolebioactive compoundsOxindole derivatives are known for their great interest in the field of Medicinal Chemistry, as they display vast biological activities. Recent efforts concerning the preparation of oxindole derivatives using isatin-based multicomponent reactions (MCRs) constitute a great advance in generating druglike li- braries fast and with wide scaffold diversity. In this review, we address those recent developments, exploring the synthetic pathways and biological activities described for these compounds, namely antitumor, antibacterial, antifungal, antiparasitic, antiviral, antioxidant, anti-inflammatory and central nervous system (CNS) pathologies. To add new depth to this work, we used a well-established web-based free tool (SwissADME) to evaluate the most promising scaffolds in what concerns their druglike prop- erties, namely by evaluating their compliance with some of the most valuable rules applied by medicinal chemists in both academia and industrial settings (Lipinski, Ghose, Veber, Egan, Muegge). The aim of this review is to endorse isatin-based MCRs as a valuable synthetic approach to attain new hit compounds bearing the oxindole privileged structure, while critically exploring these scaffolds’ druglike properties.Elsevier Masson SAS2022-03-23T17:11:21Z2022-03-232020-12-10T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://hdl.handle.net/10174/31454http://hdl.handle.net/10174/31454https://doi.org/10.1016/j.ejmech.2020.113102enghttps://www.sciencedirect.com/science/article/pii/S0223523420310746?via%3Dihubndcarolsmarq@uevora.ptajb@uevora.ptnd365Brandão, PedroMarques, Carolina S.Burke, Anthony J.Pineiro, Martainfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2024-01-03T19:31:13Zoai:dspace.uevora.pt:10174/31454Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T01:20:39.428505Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
The application of isatin-based multicomponent-reactions in the quest for new bioactive and druglike molecules |
title |
The application of isatin-based multicomponent-reactions in the quest for new bioactive and druglike molecules |
spellingShingle |
The application of isatin-based multicomponent-reactions in the quest for new bioactive and druglike molecules Brandão, Pedro Multicomponent reactions isatin oxindole bioactive compounds |
title_short |
The application of isatin-based multicomponent-reactions in the quest for new bioactive and druglike molecules |
title_full |
The application of isatin-based multicomponent-reactions in the quest for new bioactive and druglike molecules |
title_fullStr |
The application of isatin-based multicomponent-reactions in the quest for new bioactive and druglike molecules |
title_full_unstemmed |
The application of isatin-based multicomponent-reactions in the quest for new bioactive and druglike molecules |
title_sort |
The application of isatin-based multicomponent-reactions in the quest for new bioactive and druglike molecules |
author |
Brandão, Pedro |
author_facet |
Brandão, Pedro Marques, Carolina S. Burke, Anthony J. Pineiro, Marta |
author_role |
author |
author2 |
Marques, Carolina S. Burke, Anthony J. Pineiro, Marta |
author2_role |
author author author |
dc.contributor.author.fl_str_mv |
Brandão, Pedro Marques, Carolina S. Burke, Anthony J. Pineiro, Marta |
dc.subject.por.fl_str_mv |
Multicomponent reactions isatin oxindole bioactive compounds |
topic |
Multicomponent reactions isatin oxindole bioactive compounds |
description |
Oxindole derivatives are known for their great interest in the field of Medicinal Chemistry, as they display vast biological activities. Recent efforts concerning the preparation of oxindole derivatives using isatin-based multicomponent reactions (MCRs) constitute a great advance in generating druglike li- braries fast and with wide scaffold diversity. In this review, we address those recent developments, exploring the synthetic pathways and biological activities described for these compounds, namely antitumor, antibacterial, antifungal, antiparasitic, antiviral, antioxidant, anti-inflammatory and central nervous system (CNS) pathologies. To add new depth to this work, we used a well-established web-based free tool (SwissADME) to evaluate the most promising scaffolds in what concerns their druglike prop- erties, namely by evaluating their compliance with some of the most valuable rules applied by medicinal chemists in both academia and industrial settings (Lipinski, Ghose, Veber, Egan, Muegge). The aim of this review is to endorse isatin-based MCRs as a valuable synthetic approach to attain new hit compounds bearing the oxindole privileged structure, while critically exploring these scaffolds’ druglike properties. |
publishDate |
2020 |
dc.date.none.fl_str_mv |
2020-12-10T00:00:00Z 2022-03-23T17:11:21Z 2022-03-23 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/10174/31454 http://hdl.handle.net/10174/31454 https://doi.org/10.1016/j.ejmech.2020.113102 |
url |
http://hdl.handle.net/10174/31454 https://doi.org/10.1016/j.ejmech.2020.113102 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
https://www.sciencedirect.com/science/article/pii/S0223523420310746?via%3Dihub nd carolsmarq@uevora.pt ajb@uevora.pt nd 365 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.publisher.none.fl_str_mv |
Elsevier Masson SAS |
publisher.none.fl_str_mv |
Elsevier Masson SAS |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
repository.mail.fl_str_mv |
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1799136688072556544 |