Multivariate SAR and QSAR of cucurbitacin derivatives as cytotoxic compounds in a human lung adenocarcinoma cell line

Autores
Lang, Karen L.; Silva, Izabella T.; Machado, Vanessa R.; Zimmermann, Lara A.; Caro, Miguel S. B.; Simoes, Cláudia M. O.; Schenkel, Eloir P.; Duran, Fernando Javier; Bernardes, Lílian S. C.; Melo, Eduardo B. de
Año de publicación
2013
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
This article describes structure–activity relationship (SAR/QSAR) studies on the cytotoxic activity in a human lung adenocarcinoma cell line (A549) of 43 cucurbitacin derivatives. Modeling was performed using the methods partial least squares with discriminant analysis (PLS-DA) and PLS. For both studies, the variables were selected using the ordered predictor selection (OPS) algorithm. The SAR study demonstrated that the presence or absence of cytotoxic activity of the cucurbitacins could be described using information derived from their chemical structures. The QSAR study displayed suitable internal and external predictivity, and the selected descriptors indicated that the observed activity might be related to electrophilic attack on cellular structures or genetic material. This study provides improves the understanding of the cytotoxic activity of cucurbitacins and could be used to propose new cytotoxic agents.
Fil: Lang, Karen L.. Universidade Federal de Juiz de Fora; Brasil
Fil: Silva, Izabella T.. Universidade Federal de Santa Catarina; Brasil
Fil: Machado, Vanessa R.. Universidade Federal de Santa Catarina; Brasil
Fil: Zimmermann, Lara A.. Universidade Federal de Santa Catarina; Brasil
Fil: Caro, Miguel S. B.. Universidade Federal de Santa Catarina; Brasil
Fil: Simoes, Cláudia M. O.. Universidade Federal de Santa Catarina; Brasil
Fil: Schenkel, Eloir P.. Universidade Federal de Santa Catarina; Brasil
Fil: Duran, Fernando Javier. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina
Fil: Bernardes, Lílian S. C.. Universidade Federal de Santa Catarina; Brasil
Fil: Melo, Eduardo B. de. Universidade Estadual do Oeste do Paraná; Brasil
Materia
Cucurbitacins
Lung Cancer
Qsar
Pls
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/30810
Acceder
id CONICETDig_d471f823f1124f54caaf4a00eb421b55
oai_identifier_str oai:ri.conicet.gov.ar:11336/30810
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Multivariate SAR and QSAR of cucurbitacin derivatives as cytotoxic compounds in a human lung adenocarcinoma cell lineLang, Karen L.Silva, Izabella T.Machado, Vanessa R.Zimmermann, Lara A.Caro, Miguel S. B.Simoes, Cláudia M. O.Schenkel, Eloir P.Duran, Fernando JavierBernardes, Lílian S. C.Melo, Eduardo B. deCucurbitacinsLung CancerQsarPlshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1This article describes structure–activity relationship (SAR/QSAR) studies on the cytotoxic activity in a human lung adenocarcinoma cell line (A549) of 43 cucurbitacin derivatives. Modeling was performed using the methods partial least squares with discriminant analysis (PLS-DA) and PLS. For both studies, the variables were selected using the ordered predictor selection (OPS) algorithm. The SAR study demonstrated that the presence or absence of cytotoxic activity of the cucurbitacins could be described using information derived from their chemical structures. The QSAR study displayed suitable internal and external predictivity, and the selected descriptors indicated that the observed activity might be related to electrophilic attack on cellular structures or genetic material. This study provides improves the understanding of the cytotoxic activity of cucurbitacins and could be used to propose new cytotoxic agents.Fil: Lang, Karen L.. Universidade Federal de Juiz de Fora; BrasilFil: Silva, Izabella T.. Universidade Federal de Santa Catarina; BrasilFil: Machado, Vanessa R.. Universidade Federal de Santa Catarina; BrasilFil: Zimmermann, Lara A.. Universidade Federal de Santa Catarina; BrasilFil: Caro, Miguel S. B.. Universidade Federal de Santa Catarina; BrasilFil: Simoes, Cláudia M. O.. Universidade Federal de Santa Catarina; BrasilFil: Schenkel, Eloir P.. Universidade Federal de Santa Catarina; BrasilFil: Duran, Fernando Javier. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; ArgentinaFil: Bernardes, Lílian S. C.. Universidade Federal de Santa Catarina; BrasilFil: Melo, Eduardo B. de. Universidade Estadual do Oeste do Paraná; BrasilElsevier2013-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/30810Melo, Eduardo B. de; Bernardes, Lílian S. C.; Duran, Fernando Javier; Schenkel, Eloir P.; Simoes, Cláudia M. O.; Caro, Miguel S. B.; et al.; Multivariate SAR and QSAR of cucurbitacin derivatives as cytotoxic compounds in a human lung adenocarcinoma cell line; Elsevier; Journal Of Molecular Graphics & Modelling; 48; 12-2013; 70-791093-3263CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.jmgm.2013.12.004info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S1093326313002039info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:20:18Zoai:ri.conicet.gov.ar:11336/30810instacron: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:34982025-09-29 10:20:18.629CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Multivariate SAR and QSAR of cucurbitacin derivatives as cytotoxic compounds in a human lung adenocarcinoma cell line
title Multivariate SAR and QSAR of cucurbitacin derivatives as cytotoxic compounds in a human lung adenocarcinoma cell line
spellingShingle Multivariate SAR and QSAR of cucurbitacin derivatives as cytotoxic compounds in a human lung adenocarcinoma cell line
Lang, Karen L.
Cucurbitacins
Lung Cancer
Qsar
Pls
title_short Multivariate SAR and QSAR of cucurbitacin derivatives as cytotoxic compounds in a human lung adenocarcinoma cell line
title_full Multivariate SAR and QSAR of cucurbitacin derivatives as cytotoxic compounds in a human lung adenocarcinoma cell line
title_fullStr Multivariate SAR and QSAR of cucurbitacin derivatives as cytotoxic compounds in a human lung adenocarcinoma cell line
title_full_unstemmed Multivariate SAR and QSAR of cucurbitacin derivatives as cytotoxic compounds in a human lung adenocarcinoma cell line
title_sort Multivariate SAR and QSAR of cucurbitacin derivatives as cytotoxic compounds in a human lung adenocarcinoma cell line
dc.creator.none.fl_str_mv Lang, Karen L.
Silva, Izabella T.
Machado, Vanessa R.
Zimmermann, Lara A.
Caro, Miguel S. B.
Simoes, Cláudia M. O.
Schenkel, Eloir P.
Duran, Fernando Javier
Bernardes, Lílian S. C.
Melo, Eduardo B. de
author Lang, Karen L.
author_facet Lang, Karen L.
Silva, Izabella T.
Machado, Vanessa R.
Zimmermann, Lara A.
Caro, Miguel S. B.
Simoes, Cláudia M. O.
Schenkel, Eloir P.
Duran, Fernando Javier
Bernardes, Lílian S. C.
Melo, Eduardo B. de
author_role author
author2 Silva, Izabella T.
Machado, Vanessa R.
Zimmermann, Lara A.
Caro, Miguel S. B.
Simoes, Cláudia M. O.
Schenkel, Eloir P.
Duran, Fernando Javier
Bernardes, Lílian S. C.
Melo, Eduardo B. de
author2_role author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Cucurbitacins
Lung Cancer
Qsar
Pls
topic Cucurbitacins
Lung Cancer
Qsar
Pls
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv This article describes structure–activity relationship (SAR/QSAR) studies on the cytotoxic activity in a human lung adenocarcinoma cell line (A549) of 43 cucurbitacin derivatives. Modeling was performed using the methods partial least squares with discriminant analysis (PLS-DA) and PLS. For both studies, the variables were selected using the ordered predictor selection (OPS) algorithm. The SAR study demonstrated that the presence or absence of cytotoxic activity of the cucurbitacins could be described using information derived from their chemical structures. The QSAR study displayed suitable internal and external predictivity, and the selected descriptors indicated that the observed activity might be related to electrophilic attack on cellular structures or genetic material. This study provides improves the understanding of the cytotoxic activity of cucurbitacins and could be used to propose new cytotoxic agents.
Fil: Lang, Karen L.. Universidade Federal de Juiz de Fora; Brasil
Fil: Silva, Izabella T.. Universidade Federal de Santa Catarina; Brasil
Fil: Machado, Vanessa R.. Universidade Federal de Santa Catarina; Brasil
Fil: Zimmermann, Lara A.. Universidade Federal de Santa Catarina; Brasil
Fil: Caro, Miguel S. B.. Universidade Federal de Santa Catarina; Brasil
Fil: Simoes, Cláudia M. O.. Universidade Federal de Santa Catarina; Brasil
Fil: Schenkel, Eloir P.. Universidade Federal de Santa Catarina; Brasil
Fil: Duran, Fernando Javier. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina
Fil: Bernardes, Lílian S. C.. Universidade Federal de Santa Catarina; Brasil
Fil: Melo, Eduardo B. de. Universidade Estadual do Oeste do Paraná; Brasil
description This article describes structure–activity relationship (SAR/QSAR) studies on the cytotoxic activity in a human lung adenocarcinoma cell line (A549) of 43 cucurbitacin derivatives. Modeling was performed using the methods partial least squares with discriminant analysis (PLS-DA) and PLS. For both studies, the variables were selected using the ordered predictor selection (OPS) algorithm. The SAR study demonstrated that the presence or absence of cytotoxic activity of the cucurbitacins could be described using information derived from their chemical structures. The QSAR study displayed suitable internal and external predictivity, and the selected descriptors indicated that the observed activity might be related to electrophilic attack on cellular structures or genetic material. This study provides improves the understanding of the cytotoxic activity of cucurbitacins and could be used to propose new cytotoxic agents.
publishDate 2013
dc.date.none.fl_str_mv 2013-12
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/11336/30810
Melo, Eduardo B. de; Bernardes, Lílian S. C.; Duran, Fernando Javier; Schenkel, Eloir P.; Simoes, Cláudia M. O.; Caro, Miguel S. B.; et al.; Multivariate SAR and QSAR of cucurbitacin derivatives as cytotoxic compounds in a human lung adenocarcinoma cell line; Elsevier; Journal Of Molecular Graphics & Modelling; 48; 12-2013; 70-79
1093-3263
CONICET Digital
CONICET
url http://hdl.handle.net/11336/30810
identifier_str_mv Melo, Eduardo B. de; Bernardes, Lílian S. C.; Duran, Fernando Javier; Schenkel, Eloir P.; Simoes, Cláudia M. O.; Caro, Miguel S. B.; et al.; Multivariate SAR and QSAR of cucurbitacin derivatives as cytotoxic compounds in a human lung adenocarcinoma cell line; Elsevier; Journal Of Molecular Graphics & Modelling; 48; 12-2013; 70-79
1093-3263
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jmgm.2013.12.004
info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S1093326313002039
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
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: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
_version_ 1844614181853069312
score 13.070432

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