QSAR model for predicting radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes
Autor(a) principal: | |
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Data de Publicação: | 2009 |
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/10198/2649 |
Resumo: | A QSAR study was developed in order to model the antioxidant activity, specifically the radical scavenger activity (RSA), of 26 di(hetero)arylamines’ derivatives of benzo[b]thiophenes. The QSAR model was constructed, using the partial least squares projection of latent structures (PLS) method, and its robustness and predictability were verified by internal and external cross-validation methods. A total of 4 molecular descriptors, belonging to RDF (Radial Distribution Function) descriptors (RDF020e and RDF045e) and 2D-autocorrelation descriptors (GATS8p and MATS5e) were selected to build the QSAR model. RDF descriptors seem to relate the presence of electronegative atoms at the inner atmosphere of the compounds to increase RSA. 2D-Autocorrelation descriptors associate the presence of polarizable and electronegative pairs of atoms, at specific topological distance, with the RSA of the compounds. Finally this QSAR model proved to be a useful tool in the prediction of radical scavenger activity of congeneric compounds and will be used to guide the synthesis of new diarylamines in our laboratory. |
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QSAR model for predicting radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenesBenzo[b]thiophenesDi(hetero)arylaminesAntioxidantsQSARPLSA QSAR study was developed in order to model the antioxidant activity, specifically the radical scavenger activity (RSA), of 26 di(hetero)arylamines’ derivatives of benzo[b]thiophenes. The QSAR model was constructed, using the partial least squares projection of latent structures (PLS) method, and its robustness and predictability were verified by internal and external cross-validation methods. A total of 4 molecular descriptors, belonging to RDF (Radial Distribution Function) descriptors (RDF020e and RDF045e) and 2D-autocorrelation descriptors (GATS8p and MATS5e) were selected to build the QSAR model. RDF descriptors seem to relate the presence of electronegative atoms at the inner atmosphere of the compounds to increase RSA. 2D-Autocorrelation descriptors associate the presence of polarizable and electronegative pairs of atoms, at specific topological distance, with the RSA of the compounds. Finally this QSAR model proved to be a useful tool in the prediction of radical scavenger activity of congeneric compounds and will be used to guide the synthesis of new diarylamines in our laboratory.ElsevierBiblioteca Digital do IPBAbreu, Rui M.V.Ferreira, Isabel C.F.R.Queiroz, Maria João R.P.2010-10-07T19:46:19Z20092009-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfapplication/pdfhttp://hdl.handle.net/10198/2649engAbreu, Rui M.V.; Ferreira, Isabel C.F.R.; Queiroz, Maria João R.P. (2009). QSAR model for predicting radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes. European Journal of Medicinal Chemistry. ISSN 0223-5234. 44:5, p. 1952-9580223-523410.1016/j.ejmech.2008.11.011info: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:RCAAP2023-06-21T01:18:53ZPortal AgregadorONG |
dc.title.none.fl_str_mv |
QSAR model for predicting radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes |
title |
QSAR model for predicting radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes |
spellingShingle |
QSAR model for predicting radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes Abreu, Rui M.V. Benzo[b]thiophenes Di(hetero)arylamines Antioxidants QSAR PLS |
title_short |
QSAR model for predicting radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes |
title_full |
QSAR model for predicting radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes |
title_fullStr |
QSAR model for predicting radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes |
title_full_unstemmed |
QSAR model for predicting radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes |
title_sort |
QSAR model for predicting radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes |
author |
Abreu, Rui M.V. |
author_facet |
Abreu, Rui M.V. Ferreira, Isabel C.F.R. Queiroz, Maria João R.P. |
author_role |
author |
author2 |
Ferreira, Isabel C.F.R. Queiroz, Maria João R.P. |
author2_role |
author author |
dc.contributor.none.fl_str_mv |
Biblioteca Digital do IPB |
dc.contributor.author.fl_str_mv |
Abreu, Rui M.V. Ferreira, Isabel C.F.R. Queiroz, Maria João R.P. |
dc.subject.por.fl_str_mv |
Benzo[b]thiophenes Di(hetero)arylamines Antioxidants QSAR PLS |
topic |
Benzo[b]thiophenes Di(hetero)arylamines Antioxidants QSAR PLS |
description |
A QSAR study was developed in order to model the antioxidant activity, specifically the radical scavenger activity (RSA), of 26 di(hetero)arylamines’ derivatives of benzo[b]thiophenes. The QSAR model was constructed, using the partial least squares projection of latent structures (PLS) method, and its robustness and predictability were verified by internal and external cross-validation methods. A total of 4 molecular descriptors, belonging to RDF (Radial Distribution Function) descriptors (RDF020e and RDF045e) and 2D-autocorrelation descriptors (GATS8p and MATS5e) were selected to build the QSAR model. RDF descriptors seem to relate the presence of electronegative atoms at the inner atmosphere of the compounds to increase RSA. 2D-Autocorrelation descriptors associate the presence of polarizable and electronegative pairs of atoms, at specific topological distance, with the RSA of the compounds. Finally this QSAR model proved to be a useful tool in the prediction of radical scavenger activity of congeneric compounds and will be used to guide the synthesis of new diarylamines in our laboratory. |
publishDate |
2009 |
dc.date.none.fl_str_mv |
2009 2009-01-01T00:00:00Z 2010-10-07T19:46:19Z |
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/10198/2649 |
url |
http://hdl.handle.net/10198/2649 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Abreu, Rui M.V.; Ferreira, Isabel C.F.R.; Queiroz, Maria João R.P. (2009). QSAR model for predicting radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes. European Journal of Medicinal Chemistry. ISSN 0223-5234. 44:5, p. 1952-958 0223-5234 10.1016/j.ejmech.2008.11.011 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf application/pdf |
dc.publisher.none.fl_str_mv |
Elsevier |
publisher.none.fl_str_mv |
Elsevier |
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 |
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repository.mail.fl_str_mv |
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1777301800764833792 |