Determinação da atividade antitumoral de complexos de cobre (II) associado com fenantrolina e aminoácidos
Autor(a) principal: | |
---|---|
Data de Publicação: | 2021 |
Tipo de documento: | Dissertação |
Idioma: | por |
Título da fonte: | Biblioteca Digital de Teses e Dissertações da UFMA |
Texto Completo: | https://tedebc.ufma.br/jspui/handle/tede/tede/4143 |
Resumo: | Cancer is a group of multifactorial diseases arising from genetic mutations caused by chemical substances, viral infections, radiation exposure, inflammatory diseases resulting from infection, autoimmune diseases or inherited from the progenitor line. Although platinum-based organometallic complexes are used as first-line drugs in the fight against cancer, they cause a number of problems as serious side effects, including nephrotoxicity, neurotoxicity and ototoxicity. In this sense, new studies with copper-based metal complexes appear, they present a lower toxicity, a greater spectrum of action and can be effective against tumors resistant to the standard treatment with cisplatin. Thus, this work evaluated the antitumor activity in vitro of organometallic complexes of Phenanthroline associated with copper (II) and amino acids, their interaction with DNA molecules in silico and predict their pharmacokinetic properties from in silico studies. Human cancer cell lines HL- 60, PC-3 and SNB-19 and the non-tumor line RAW 264.7 (murine macrophage) were used. Cytotoxicity was assessed using the MTT assay after 72-hour exposure of the cells to the CuPhG and CuPhS complexes. Then, molecular Docking was performed to observe the affinity with the possible target. Finally, the prediction of the pharmacokinetic parameters of copper (II) complexes was carried out, including physical-chemical parameters, pharmacokinetic profile (ADME) and toxicity. The cytotoxicity evaluated by the MTT reduction method showed that the CuPhG and CuPhS complexes showed cytotoxic activity for all strains evaluated. The results of molecular docking of the CuPhG and CuPhS ligands show that the complexes are interspersed with the DNA grooves and have good molecular affinity with the targets. In addition, the pharmacokinetic prediction indicates that complexes have advantageous properties such as less interaction with Cytochrome P450 and P glycoproteins. Both complexes were shown to have antitumor activity, however the CuPhS complex was more selective for tumor cells when compared to the CuPhG complex. |
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REIS, Aramys Silva doshttp://lattes.cnpq.br/1040580590566490ROCHA, Jefferson Almeidahttp://lattes.cnpq.br/7613552342859114REIS, Aramys Silva doshttp://lattes.cnpq.br/1040580590566490ROCHA, Jefferson Almeidahttp://lattes.cnpq.br/7613552342859114PEREIRA, Paulo Vitor Soeirohttp://lattes.cnpq.br/7281767698416958LAGE, Mateus Ribeirohttp://lattes.cnpq.br/7180752938220497http://lattes.cnpq.br/3860106597086603RODRIGUES, Wanderson Barros2022-10-11T12:47:17Z2021-09-16RODRIGUES, Wanderson Barros. Determinação da atividade antitumoral de complexos de cobre (II) associado com fenantrolina e aminoácidos. 2021. 76 f. Dissertação (Programa de Pós-Graduação em Saúde e Tecnologia) - Universidade Federal do Maranhão, Imperatriz.https://tedebc.ufma.br/jspui/handle/tede/tede/4143Cancer is a group of multifactorial diseases arising from genetic mutations caused by chemical substances, viral infections, radiation exposure, inflammatory diseases resulting from infection, autoimmune diseases or inherited from the progenitor line. Although platinum-based organometallic complexes are used as first-line drugs in the fight against cancer, they cause a number of problems as serious side effects, including nephrotoxicity, neurotoxicity and ototoxicity. In this sense, new studies with copper-based metal complexes appear, they present a lower toxicity, a greater spectrum of action and can be effective against tumors resistant to the standard treatment with cisplatin. Thus, this work evaluated the antitumor activity in vitro of organometallic complexes of Phenanthroline associated with copper (II) and amino acids, their interaction with DNA molecules in silico and predict their pharmacokinetic properties from in silico studies. Human cancer cell lines HL- 60, PC-3 and SNB-19 and the non-tumor line RAW 264.7 (murine macrophage) were used. Cytotoxicity was assessed using the MTT assay after 72-hour exposure of the cells to the CuPhG and CuPhS complexes. Then, molecular Docking was performed to observe the affinity with the possible target. Finally, the prediction of the pharmacokinetic parameters of copper (II) complexes was carried out, including physical-chemical parameters, pharmacokinetic profile (ADME) and toxicity. The cytotoxicity evaluated by the MTT reduction method showed that the CuPhG and CuPhS complexes showed cytotoxic activity for all strains evaluated. The results of molecular docking of the CuPhG and CuPhS ligands show that the complexes are interspersed with the DNA grooves and have good molecular affinity with the targets. In addition, the pharmacokinetic prediction indicates that complexes have advantageous properties such as less interaction with Cytochrome P450 and P glycoproteins. Both complexes were shown to have antitumor activity, however the CuPhS complex was more selective for tumor cells when compared to the CuPhG complex.O câncer é um grupo de doenças multifatoriais oriundas de mutações genéticas provocadas por substâncias químicas, infecções virais, exposição à radiação, doenças inflamatórias resultantes de infecção, doenças autoimunes ou herdadas da linhagem progenitora. Embora os complexos organometálicos a base de platina sejam usados como fármacos de primeira linha no combate ao câncer, eles acarretam uma série de problemas como efeitos colaterais graves, incluindo nefrotoxicidade, neurotoxicidade e ototoxicidade. Nesse sentido, surgem novos estudos com complexos metálicos a base de cobre, esses apresentam uma menor toxicidade, maior espectro de ação e podem ser eficazes contra tumores resistentes ao tratamento padrão com cisplatina. Assim, esse trabalho avaliou a atividade antitumoral in vitro de complexos organometálicos de fenantrolina associado com cobre (II) e aminoácidos, sua interação com moléculas de DNA in silico e realizou predição das suas propriedades farmacocinéticas a partir de estudos in silico. Foram utilizadas linhagens celulares de cânceres humanos HL-60, PC-3 e SNB-19 e a linhagem não tumoral RAW 264.7 (macrófago murino). A citotoxicidade foi avaliada usando o ensaio MTT, após exposição das células aos complexos CuPhG e CuPhS por 72 horas. Em seguida, foi realizado o docking molecular para observar a afinidade com o possível alvo. Por último, foi realizada a predição dos parâmetros farmacocinéticos dos complexos de cobre (II), incluindo parâmetros físico-químicos, perfil farmacocinético (ADME) e toxicidade. A citotoxicidade avaliada pelo método de redução do MTT mostrou que os complexos CuPhG e CuPhS apresentaram atividade citotóxica para todas as linhagens avaliadas. Os resultados de docking molecular dos ligantes CuPhG e CuPhS mostraram que os complexos se intercalam com os sulcos de DNA e apresentam boa afinidade molecular com os alvos. Além disso, a predição farmacocinética indica que os complexos possuem propriedades vantajosas, como menor interação com os citocromos P450 e com as glicoproteínas P. Ambos os complexos mostraram ter atividade antitumoral, contudo o complexo CuPhS se mostrou mais seletivo para as células tumorais quando comparado com o complexo CuPhG.Submitted by Jonathan Sousa de Almeida (jonathan.sousa@ufma.br) on 2022-10-11T12:47:17Z No. of bitstreams: 1 WANDERSONBARROSRODRIGUES.pdf: 757471 bytes, checksum: 4303f7e2a74a8d199e7b9c5c17373591 (MD5)Made available in DSpace on 2022-10-11T12:47:17Z (GMT). No. of bitstreams: 1 WANDERSONBARROSRODRIGUES.pdf: 757471 bytes, checksum: 4303f7e2a74a8d199e7b9c5c17373591 (MD5) Previous issue date: 2021-09-16FAPEMAapplication/pdfporUniversidade Federal do MaranhãoPROGRAMA DE PÓS-GRADUAÇÃO EM SAÚDE E TECNOLOGIAUFMABrasilCOORDENAÇÃO DO CURSO DE MEDICINA IMPERATRIZ/CCSSTcomplexos organometálicos;atividade antitumoral;cobre;Docking Molecular.organometallic complexes;antitumor activity;copper;Molecular Docking.CancerologiaCiências da SaúdeDeterminação da atividade antitumoral de complexos de cobre (II) associado com fenantrolina e aminoácidosDetermination of the antitumor activity of copper (II) complexes associated with phenanthroline and amino acidsinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisinfo:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações da UFMAinstname:Universidade Federal do Maranhão (UFMA)instacron:UFMAORIGINALWANDERSONBARROSRODRIGUES.pdfWANDERSONBARROSRODRIGUES.pdfapplication/pdf757471http://tedebc.ufma.br:8080/bitstream/tede/4143/2/WANDERSONBARROSRODRIGUES.pdf4303f7e2a74a8d199e7b9c5c17373591MD52LICENSElicense.txtlicense.txttext/plain; charset=utf-82255http://tedebc.ufma.br:8080/bitstream/tede/4143/1/license.txt97eeade1fce43278e63fe063657f8083MD51tede/41432022-10-11 09:47:17.974oai:tede2: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Biblioteca Digital de Teses e Dissertaçõeshttps://tedebc.ufma.br/jspui/PUBhttp://tedebc.ufma.br:8080/oai/requestrepositorio@ufma.br||repositorio@ufma.bropendoar:21312022-10-11T12:47:17Biblioteca Digital de Teses e Dissertações da UFMA - Universidade Federal do Maranhão (UFMA)false |
dc.title.por.fl_str_mv |
Determinação da atividade antitumoral de complexos de cobre (II) associado com fenantrolina e aminoácidos |
dc.title.alternative.eng.fl_str_mv |
Determination of the antitumor activity of copper (II) complexes associated with phenanthroline and amino acids |
title |
Determinação da atividade antitumoral de complexos de cobre (II) associado com fenantrolina e aminoácidos |
spellingShingle |
Determinação da atividade antitumoral de complexos de cobre (II) associado com fenantrolina e aminoácidos RODRIGUES, Wanderson Barros complexos organometálicos; atividade antitumoral; cobre; Docking Molecular. organometallic complexes; antitumor activity; copper; Molecular Docking. Cancerologia Ciências da Saúde |
title_short |
Determinação da atividade antitumoral de complexos de cobre (II) associado com fenantrolina e aminoácidos |
title_full |
Determinação da atividade antitumoral de complexos de cobre (II) associado com fenantrolina e aminoácidos |
title_fullStr |
Determinação da atividade antitumoral de complexos de cobre (II) associado com fenantrolina e aminoácidos |
title_full_unstemmed |
Determinação da atividade antitumoral de complexos de cobre (II) associado com fenantrolina e aminoácidos |
title_sort |
Determinação da atividade antitumoral de complexos de cobre (II) associado com fenantrolina e aminoácidos |
author |
RODRIGUES, Wanderson Barros |
author_facet |
RODRIGUES, Wanderson Barros |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
REIS, Aramys Silva dos |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/1040580590566490 |
dc.contributor.advisor-co1.fl_str_mv |
ROCHA, Jefferson Almeida |
dc.contributor.advisor-co1Lattes.fl_str_mv |
http://lattes.cnpq.br/7613552342859114 |
dc.contributor.referee1.fl_str_mv |
REIS, Aramys Silva dos |
dc.contributor.referee1Lattes.fl_str_mv |
http://lattes.cnpq.br/1040580590566490 |
dc.contributor.referee2.fl_str_mv |
ROCHA, Jefferson Almeida |
dc.contributor.referee2Lattes.fl_str_mv |
http://lattes.cnpq.br/7613552342859114 |
dc.contributor.referee3.fl_str_mv |
PEREIRA, Paulo Vitor Soeiro |
dc.contributor.referee3Lattes.fl_str_mv |
http://lattes.cnpq.br/7281767698416958 |
dc.contributor.referee4.fl_str_mv |
LAGE, Mateus Ribeiro |
dc.contributor.referee4Lattes.fl_str_mv |
http://lattes.cnpq.br/7180752938220497 |
dc.contributor.authorLattes.fl_str_mv |
http://lattes.cnpq.br/3860106597086603 |
dc.contributor.author.fl_str_mv |
RODRIGUES, Wanderson Barros |
contributor_str_mv |
REIS, Aramys Silva dos ROCHA, Jefferson Almeida REIS, Aramys Silva dos ROCHA, Jefferson Almeida PEREIRA, Paulo Vitor Soeiro LAGE, Mateus Ribeiro |
dc.subject.por.fl_str_mv |
complexos organometálicos; atividade antitumoral; cobre; Docking Molecular. |
topic |
complexos organometálicos; atividade antitumoral; cobre; Docking Molecular. organometallic complexes; antitumor activity; copper; Molecular Docking. Cancerologia Ciências da Saúde |
dc.subject.eng.fl_str_mv |
organometallic complexes; antitumor activity; copper; Molecular Docking. |
dc.subject.cnpq.fl_str_mv |
Cancerologia Ciências da Saúde |
description |
Cancer is a group of multifactorial diseases arising from genetic mutations caused by chemical substances, viral infections, radiation exposure, inflammatory diseases resulting from infection, autoimmune diseases or inherited from the progenitor line. Although platinum-based organometallic complexes are used as first-line drugs in the fight against cancer, they cause a number of problems as serious side effects, including nephrotoxicity, neurotoxicity and ototoxicity. In this sense, new studies with copper-based metal complexes appear, they present a lower toxicity, a greater spectrum of action and can be effective against tumors resistant to the standard treatment with cisplatin. Thus, this work evaluated the antitumor activity in vitro of organometallic complexes of Phenanthroline associated with copper (II) and amino acids, their interaction with DNA molecules in silico and predict their pharmacokinetic properties from in silico studies. Human cancer cell lines HL- 60, PC-3 and SNB-19 and the non-tumor line RAW 264.7 (murine macrophage) were used. Cytotoxicity was assessed using the MTT assay after 72-hour exposure of the cells to the CuPhG and CuPhS complexes. Then, molecular Docking was performed to observe the affinity with the possible target. Finally, the prediction of the pharmacokinetic parameters of copper (II) complexes was carried out, including physical-chemical parameters, pharmacokinetic profile (ADME) and toxicity. The cytotoxicity evaluated by the MTT reduction method showed that the CuPhG and CuPhS complexes showed cytotoxic activity for all strains evaluated. The results of molecular docking of the CuPhG and CuPhS ligands show that the complexes are interspersed with the DNA grooves and have good molecular affinity with the targets. In addition, the pharmacokinetic prediction indicates that complexes have advantageous properties such as less interaction with Cytochrome P450 and P glycoproteins. Both complexes were shown to have antitumor activity, however the CuPhS complex was more selective for tumor cells when compared to the CuPhG complex. |
publishDate |
2021 |
dc.date.issued.fl_str_mv |
2021-09-16 |
dc.date.accessioned.fl_str_mv |
2022-10-11T12:47:17Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/masterThesis |
format |
masterThesis |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
RODRIGUES, Wanderson Barros. Determinação da atividade antitumoral de complexos de cobre (II) associado com fenantrolina e aminoácidos. 2021. 76 f. Dissertação (Programa de Pós-Graduação em Saúde e Tecnologia) - Universidade Federal do Maranhão, Imperatriz. |
dc.identifier.uri.fl_str_mv |
https://tedebc.ufma.br/jspui/handle/tede/tede/4143 |
identifier_str_mv |
RODRIGUES, Wanderson Barros. Determinação da atividade antitumoral de complexos de cobre (II) associado com fenantrolina e aminoácidos. 2021. 76 f. Dissertação (Programa de Pós-Graduação em Saúde e Tecnologia) - Universidade Federal do Maranhão, Imperatriz. |
url |
https://tedebc.ufma.br/jspui/handle/tede/tede/4143 |
dc.language.iso.fl_str_mv |
por |
language |
por |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
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Universidade Federal do Maranhão |
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PROGRAMA DE PÓS-GRADUAÇÃO EM SAÚDE E TECNOLOGIA |
dc.publisher.initials.fl_str_mv |
UFMA |
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Brasil |
dc.publisher.department.fl_str_mv |
COORDENAÇÃO DO CURSO DE MEDICINA IMPERATRIZ/CCSST |
publisher.none.fl_str_mv |
Universidade Federal do Maranhão |
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