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

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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 stu...

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Autor principal: Lang, K.L
Otros Autores: Silva, I.T, Machado, V.R, Zimmermann, L.A, Caro, M.S.B, Simões, C.M.O, Schenkel, E.P, Durán, F.J, Bernardes, L.S.C, De Melo, E.B
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2014
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Biblioteca Central Dr. Luis F. Leloir (FCEN) de Universidad de Buenos Aires
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100 1 |a Lang, K.L. 
245 1 0 |a Multivariate SAR and QSAR of cucurbitacin derivatives as cytotoxic compounds in a human lung adenocarcinoma cell line 
260 |c 2014 
270 1 0 |m De Melo, E.B.; Department of Pharmacy, Unioeste, 2069 Universitária St, 85819110 Cascavel, PR, Brazil; email: eduardo.b.de.melo@gmail.com 
506 |2 openaire  |e Política editorial 
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520 3 |a 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. © 2013 Elsevier Inc.  |l eng 
536 |a Detalles de la financiación: Conselho Nacional de Desenvolvimento Científico e Tecnológico, CNPq 
536 |a Detalles de la financiación: Agencia Nacional de Promoción Científica y Tecnológica 
536 |a Detalles de la financiación: Coordenação de Aperfeiçoamento de Pessoal de Nível Superior 
536 |a Detalles de la financiación: Fundação Araucária, 2010/7354 
536 |a Detalles de la financiación: 2671/2012-9 
536 |a Detalles de la financiación: Fundação de Amparo à Pesquisa e Inovação do Estado de Santa Catarina 
536 |a Detalles de la financiación: Universidad de Buenos Aires 
536 |a Detalles de la financiación: Conselho Nacional de Desenvolvimento Científico e Tecnológico, CNPq 
536 |a Detalles de la financiación: Consejo Nacional de Investigaciones Científicas y Técnicas 
536 |a Detalles de la financiación: Ministério da Ciência, Tecnologia e Inovação, MCTI, 472979/2011-6 
536 |a Detalles de la financiación: The Brazilian authors are grateful for financial support: Fundação Araucária (grant 2010/7354 ); Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq, MCTI, grant 472979/2011-6 ); Fundação de Amparo à Pesquisa e Inovação do Estado de Santa Catarina (FAPESC/PRONEX, grant 2671/2012-9 ); Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES/MEC) and CNPq/MCTI (for granting their research fellowships and resources PROAP). The Argentinian authors thank to Consejo Nacional de Investigaciones Científicas y Técnicas (CONICET) , Agencia Nacional de Promoción Científica y Tecnológica (ANPCyT) and UBA (Univerdad de Buenos Aires) for financial support and research fellowships. Appendix A 
593 |a Department of Pharmacy, Federal University of Juiz de Fora (UFJF), Campus Governador Valadares, MG, Brazil 
593 |a Department of Pharmaceutical Sciences, Federal University of Santa Catarina (UFSC), Florianópolis, SC, Brazil 
593 |a Department of Chemistry, Federal University of Santa Catarina (UFSC), Florianópolis, SC, Brazil 
593 |a UMYMFOR-CONICET, Department of Organic Chemistry, University of Buenos Aires, Buenos Aires, Argentina 
593 |a Theoretical Medicinal and Environmental Chemistry Laboratory (LQMAT), Department of Pharmacy, Western Paraná State University (Unioeste), Cascavel, PR, Brazil 
690 1 0 |a CUCURBITACINS 
690 1 0 |a LUNG CANCER 
690 1 0 |a PLS 
690 1 0 |a PLS-DA 
690 1 0 |a QSAR 
690 1 0 |a CUCURBITACINS 
690 1 0 |a LUNG CANCER 
690 1 0 |a PLS 
690 1 0 |a PLS-DA 
690 1 0 |a QSAR 
690 1 0 |a CELL CULTURE 
690 1 0 |a DISCRIMINANT ANALYSIS 
690 1 0 |a LEAST SQUARES APPROXIMATIONS 
690 1 0 |a RESPIRATORY SYSTEM 
690 1 0 |a CYTOTOXICITY 
690 1 0 |a CUCURBITACIN DERIVATIVE 
690 1 0 |a CYTOTOXIC AGENT 
690 1 0 |a UNCLASSIFIED DRUG 
690 1 0 |a ANTINEOPLASTIC ACTIVITY 
690 1 0 |a ANTIPROLIFERATIVE ACTIVITY 
690 1 0 |a ARTICLE 
690 1 0 |a CARCINOMA CELL 
690 1 0 |a CONTROLLED STUDY 
690 1 0 |a DISCRIMINANT ANALYSIS 
690 1 0 |a HUMAN 
690 1 0 |a HUMAN CELL 
690 1 0 |a IC 50 
690 1 0 |a IN VITRO STUDY 
690 1 0 |a LUNG ADENOCARCINOMA 
690 1 0 |a PARTIAL LEAST SQUARES REGRESSION 
690 1 0 |a PRIORITY JOURNAL 
690 1 0 |a QUANTITATIVE STRUCTURE ACTIVITY RELATION 
690 1 0 |a STRUCTURE ACTIVITY RELATION 
690 1 0 |a CUCURBITACINS 
690 1 0 |a LUNG CANCER 
690 1 0 |a PLS 
690 1 0 |a PLS-DA 
690 1 0 |a QSAR 
690 1 0 |a ANTINEOPLASTIC AGENTS 
690 1 0 |a CELL LINE, TUMOR 
690 1 0 |a CUCURBITACINS 
690 1 0 |a HUMANS 
690 1 0 |a INHIBITORY CONCENTRATION 50 
690 1 0 |a MODELS, CHEMICAL 
690 1 0 |a MULTIVARIATE ANALYSIS 
690 1 0 |a QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP 
650 1 7 |2 spines  |a OPS 
650 1 7 |2 spines  |a OPS 
650 1 7 |2 spines  |a OPS 
700 1 |a Silva, I.T. 
700 1 |a Machado, V.R. 
700 1 |a Zimmermann, L.A. 
700 1 |a Caro, M.S.B. 
700 1 |a Simões, C.M.O. 
700 1 |a Schenkel, E.P. 
700 1 |a Durán, F.J. 
700 1 |a Bernardes, L.S.C. 
700 1 |a De Melo, E.B. 
773 0 |d 2014  |g v. 48  |h pp. 70-79  |p J. Mol. Graph. Model.  |x 10933263  |t Journal of Molecular Graphics and Modelling 
856 4 1 |u https://www.scopus.com/inward/record.uri?eid=2-s2.0-84891502657&doi=10.1016%2fj.jmgm.2013.12.004&partnerID=40&md5=fa40f39a88621031775ddc0f2dbd9bc3  |y Registro en Scopus 
856 4 0 |u https://doi.org/10.1016/j.jmgm.2013.12.004  |y DOI 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_10933263_v48_n_p70_Lang  |y Handle 
856 4 0 |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10933263_v48_n_p70_Lang  |y Registro en la Biblioteca Digital 
961 |a paper_10933263_v48_n_p70_Lang  |b paper  |c PE 
962 |a info:eu-repo/semantics/article  |a info:ar-repo/semantics/artículo  |b info:eu-repo/semantics/publishedVersion 
999 |c 84826 

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