QSAR study of the DPPH radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes, halophenols and caffeic acid analogues

Autores
Lee, Adam; Mercader, Andrew Gustavo; Duchowicz, Pablo Román; Castro, Eduardo Alberto; Pomilio, Alicia Beatriz
Año de publicación
2012
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
We performed a predictive analysis based on Quantitative Structure?Activity Relationships (QSAR) of the radical scavenging activities of a set of compounds consisting of di(hetero)arylamine derivatives of benzo-[b]thiophenes, halophenols, and caffeic acid analogues. Given the importance of this activity in medicinal chemistry it is of interest to develop a theoretical method for its prediction. The selection of the descriptors from a pool containing more than a thousand geometrical, topological, quantum-mechanical and electronic types of descriptors was performed using a new advanced version of the Enhanced Replacement Method (ERM). The best QSAR linear model was constructed using 52 molecular structures not previously used in this type of quantitative structure?property study, and showed good predictive attributes. The model analysis suggested that the activity depends on the atomic van der Waals volumes and on the atomic electronegativity; and that the conformation of the molecule does not present a relevant role in the activity.
Fil: Lee, Adam. Durham University; Reino Unido
Fil: Mercader, Andrew Gustavo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Duchowicz, Pablo Román. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Castro, Eduardo Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Pomilio, Alicia Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay. Instituto de Bioquímica y Medicina Molecular. Universidad de Buenos Aires. Facultad Medicina. Instituto de Bioquímica y Medicina Molecular; Argentina
Materia
QSAR Theory
radical scavenging activity
molecular descriptors
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/274524
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/274524
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling QSAR study of the DPPH radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes, halophenols and caffeic acid analoguesLee, AdamMercader, Andrew GustavoDuchowicz, Pablo RománCastro, Eduardo AlbertoPomilio, Alicia BeatrizQSAR Theoryradical scavenging activitymolecular descriptorshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1We performed a predictive analysis based on Quantitative Structure?Activity Relationships (QSAR) of the radical scavenging activities of a set of compounds consisting of di(hetero)arylamine derivatives of benzo-[b]thiophenes, halophenols, and caffeic acid analogues. Given the importance of this activity in medicinal chemistry it is of interest to develop a theoretical method for its prediction. The selection of the descriptors from a pool containing more than a thousand geometrical, topological, quantum-mechanical and electronic types of descriptors was performed using a new advanced version of the Enhanced Replacement Method (ERM). The best QSAR linear model was constructed using 52 molecular structures not previously used in this type of quantitative structure?property study, and showed good predictive attributes. The model analysis suggested that the activity depends on the atomic van der Waals volumes and on the atomic electronegativity; and that the conformation of the molecule does not present a relevant role in the activity.Fil: Lee, Adam. Durham University; Reino UnidoFil: Mercader, Andrew Gustavo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; ArgentinaFil: Duchowicz, Pablo Román. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; ArgentinaFil: Castro, Eduardo Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; ArgentinaFil: Pomilio, Alicia Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay. Instituto de Bioquímica y Medicina Molecular. Universidad de Buenos Aires. Facultad Medicina. Instituto de Bioquímica y Medicina Molecular; ArgentinaElsevier Science2012-07info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/274524Lee, Adam; Mercader, Andrew Gustavo; Duchowicz, Pablo Román; Castro, Eduardo Alberto; Pomilio, Alicia Beatriz; QSAR study of the DPPH radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes, halophenols and caffeic acid analogues; Elsevier Science; Chemometrics and Intelligent Laboratory Systems; 116; 7-2012; 33-400169-7439CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0169743912000767info:eu-repo/semantics/altIdentifier/doi/10.1016/j.chemolab.2012.03.016info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-11-05T09:59:28Zoai:ri.conicet.gov.ar:11336/274524instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-11-05 09:59:29.311CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv QSAR study of the DPPH radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes, halophenols and caffeic acid analogues
title QSAR study of the DPPH radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes, halophenols and caffeic acid analogues
spellingShingle QSAR study of the DPPH radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes, halophenols and caffeic acid analogues
Lee, Adam
QSAR Theory
radical scavenging activity
molecular descriptors
title_short QSAR study of the DPPH radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes, halophenols and caffeic acid analogues
title_full QSAR study of the DPPH radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes, halophenols and caffeic acid analogues
title_fullStr QSAR study of the DPPH radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes, halophenols and caffeic acid analogues
title_full_unstemmed QSAR study of the DPPH radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes, halophenols and caffeic acid analogues
title_sort QSAR study of the DPPH radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes, halophenols and caffeic acid analogues
dc.creator.none.fl_str_mv Lee, Adam
Mercader, Andrew Gustavo
Duchowicz, Pablo Román
Castro, Eduardo Alberto
Pomilio, Alicia Beatriz
author Lee, Adam
author_facet Lee, Adam
Mercader, Andrew Gustavo
Duchowicz, Pablo Román
Castro, Eduardo Alberto
Pomilio, Alicia Beatriz
author_role author
author2 Mercader, Andrew Gustavo
Duchowicz, Pablo Román
Castro, Eduardo Alberto
Pomilio, Alicia Beatriz
author2_role author
author
author
author
dc.subject.none.fl_str_mv QSAR Theory
radical scavenging activity
molecular descriptors
topic QSAR Theory
radical scavenging activity
molecular descriptors
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv We performed a predictive analysis based on Quantitative Structure?Activity Relationships (QSAR) of the radical scavenging activities of a set of compounds consisting of di(hetero)arylamine derivatives of benzo-[b]thiophenes, halophenols, and caffeic acid analogues. Given the importance of this activity in medicinal chemistry it is of interest to develop a theoretical method for its prediction. The selection of the descriptors from a pool containing more than a thousand geometrical, topological, quantum-mechanical and electronic types of descriptors was performed using a new advanced version of the Enhanced Replacement Method (ERM). The best QSAR linear model was constructed using 52 molecular structures not previously used in this type of quantitative structure?property study, and showed good predictive attributes. The model analysis suggested that the activity depends on the atomic van der Waals volumes and on the atomic electronegativity; and that the conformation of the molecule does not present a relevant role in the activity.
Fil: Lee, Adam. Durham University; Reino Unido
Fil: Mercader, Andrew Gustavo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Duchowicz, Pablo Román. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Castro, Eduardo Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Pomilio, Alicia Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay. Instituto de Bioquímica y Medicina Molecular. Universidad de Buenos Aires. Facultad Medicina. Instituto de Bioquímica y Medicina Molecular; Argentina
description We performed a predictive analysis based on Quantitative Structure?Activity Relationships (QSAR) of the radical scavenging activities of a set of compounds consisting of di(hetero)arylamine derivatives of benzo-[b]thiophenes, halophenols, and caffeic acid analogues. Given the importance of this activity in medicinal chemistry it is of interest to develop a theoretical method for its prediction. The selection of the descriptors from a pool containing more than a thousand geometrical, topological, quantum-mechanical and electronic types of descriptors was performed using a new advanced version of the Enhanced Replacement Method (ERM). The best QSAR linear model was constructed using 52 molecular structures not previously used in this type of quantitative structure?property study, and showed good predictive attributes. The model analysis suggested that the activity depends on the atomic van der Waals volumes and on the atomic electronegativity; and that the conformation of the molecule does not present a relevant role in the activity.
publishDate 2012
dc.date.none.fl_str_mv 2012-07
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/274524
Lee, Adam; Mercader, Andrew Gustavo; Duchowicz, Pablo Román; Castro, Eduardo Alberto; Pomilio, Alicia Beatriz; QSAR study of the DPPH radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes, halophenols and caffeic acid analogues; Elsevier Science; Chemometrics and Intelligent Laboratory Systems; 116; 7-2012; 33-40
0169-7439
CONICET Digital
CONICET
url http://hdl.handle.net/11336/274524
identifier_str_mv Lee, Adam; Mercader, Andrew Gustavo; Duchowicz, Pablo Román; Castro, Eduardo Alberto; Pomilio, Alicia Beatriz; QSAR study of the DPPH radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes, halophenols and caffeic acid analogues; Elsevier Science; Chemometrics and Intelligent Laboratory Systems; 116; 7-2012; 33-40
0169-7439
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0169743912000767
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.chemolab.2012.03.016
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 13.087074

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