Síntese e investigação do potencial citotóxico de compostos de ouro(III) com hidrazonas e bis(hidrazonas) derivadas de isoniazida
Autor(a) principal: | |
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Data de Publicação: | 2019 |
Outros Autores: | |
Tipo de documento: | Tese |
Idioma: | por |
Título da fonte: | Biblioteca Digital de Teses e Dissertações da UERJ |
Texto Completo: | http://www.bdtd.uerj.br/handle/1/18864 |
Resumo: | About 29,5 million cancer new cases are expected in the worldwide in 2040. such perspective boosts a serie of efforts preventing disease and optimizing treatments, make it more efficients by promoting better life quality to pacientes and incresed their cure chances. in this scenario, medicinal inorganic chemistry studies contributed to compounds obtention with clinical use because of anticancer action proved - cisplatina case. coordination of metal ions to organic molecules with a wide pharmacological spectra, proved to be one of the ways to follow to obtain metallopharmaceutical with interesting cytotoxic potential. Thus, in this present work we synthetized N-acyl hydrazones and bis(N-acyl hydrazones) derived from isoniazid and their gold(III) complexes in order to investigate their cytotoxic potential against the tumor cell lines: HL60 (wild type human promyelocytic leukemia), MCF7 and MDA‒MB‒293 (human breast carcinoma), HCT116 (human colorectal carcinoma) and PC─3 (human prostate cancer). Chemical structures were elucidated by differents techniques as melting point, elemental analysis; infrared (IR), electronic and nuclear magnetic resonance (NMR) spectroscopy; conductivimetry and mass spectrometry. Eight isoniazid derivatives were obtained: Hpcih (L01), Hapih (L02), Hbpih (L03), Hpamih (L04), H2ginh (L05), H2pinh (L06) and H2pamih (L07) are described in literature and H2bpinh (L08), is new. Six gold(III) complexes with this ligands are inedited: [Au(H3pcih)Cl3]Cl2∙2H2O (C01), [Au(H3bpih)Cl3]Cl2∙2H2O (C03), [Au(pamih)Cl2]‧½CH3OH (C04), Au(H2ginh)Cl2]Cl‧½CH3OH (C05), [Au(Hpinh)OH]Cl (C06) and [Au(H2bpinh)Cl2]Cl‧½CH3OH (C08). Hapih was the most active N-acyl hydrazone to HL-60, MCF-7, PC-3 and HCT-116 cell lines reducing cell viabillity more than 50 % to HL-60 and showed more activity than reference farmacs. C03 is highly cytotoxic to HL-60 and HCT-116 cells, IC50 values are 2.4 ± 2.17 and 2.4 ± 1.3 μmol L─1, respectively. Furthermore, C03 is more potent than HAuCl4‧3H2O and etoposide against MDA-MB-231, MCF-7 and HCT-116 cells, respectively. Its IC90 promotes a zero survival fraction in HCT-116 cells in the clonogenicity assay. According to investigation of action mechanism for C03, the complex may not induce apoptosis cell death. C03 proved to be a compound with interesting cytotoxic action in vitro for further study of its pharmacological potential. |
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Lessa, Josane Alveshttp://lattes.cnpq.br/8402296847454322Senra, Jaqueline Diashttp://lattes.cnpq.br/2414478097536024Lima, Juliana Fonseca dehttp://lattes.cnpq.br/3560237101421313Carvalho, Nakédia Maysa Freitahttp://lattes.cnpq.br/0775160605053287Neves, Amanda Portohttp://lattes.cnpq.br/7460226353493536Amim, Raquel dos Santos http://lattes.cnpq.br/6203552502796372http://lattes.cnpq.br/7822103307743205Firmino, Gisele dos Santos Silvagiselessf@hotmail.com2023-01-12T14:29:27Z2019-11-08FIRMINO, Gisele dos Santos Silva. Síntese e investigação do potencial citotóxico de compostos de ouro(III) com hidrazonas e bis(hidrazonas) derivadas de isoniazida. 2019. 172 f. Tese (Doutorado em Química) - Faculdade de Química, Universidade do Estado do Rio de Janeiro, Rio de Janeiro, 2019.http://www.bdtd.uerj.br/handle/1/18864About 29,5 million cancer new cases are expected in the worldwide in 2040. such perspective boosts a serie of efforts preventing disease and optimizing treatments, make it more efficients by promoting better life quality to pacientes and incresed their cure chances. in this scenario, medicinal inorganic chemistry studies contributed to compounds obtention with clinical use because of anticancer action proved - cisplatina case. coordination of metal ions to organic molecules with a wide pharmacological spectra, proved to be one of the ways to follow to obtain metallopharmaceutical with interesting cytotoxic potential. Thus, in this present work we synthetized N-acyl hydrazones and bis(N-acyl hydrazones) derived from isoniazid and their gold(III) complexes in order to investigate their cytotoxic potential against the tumor cell lines: HL60 (wild type human promyelocytic leukemia), MCF7 and MDA‒MB‒293 (human breast carcinoma), HCT116 (human colorectal carcinoma) and PC─3 (human prostate cancer). Chemical structures were elucidated by differents techniques as melting point, elemental analysis; infrared (IR), electronic and nuclear magnetic resonance (NMR) spectroscopy; conductivimetry and mass spectrometry. Eight isoniazid derivatives were obtained: Hpcih (L01), Hapih (L02), Hbpih (L03), Hpamih (L04), H2ginh (L05), H2pinh (L06) and H2pamih (L07) are described in literature and H2bpinh (L08), is new. Six gold(III) complexes with this ligands are inedited: [Au(H3pcih)Cl3]Cl2∙2H2O (C01), [Au(H3bpih)Cl3]Cl2∙2H2O (C03), [Au(pamih)Cl2]‧½CH3OH (C04), Au(H2ginh)Cl2]Cl‧½CH3OH (C05), [Au(Hpinh)OH]Cl (C06) and [Au(H2bpinh)Cl2]Cl‧½CH3OH (C08). Hapih was the most active N-acyl hydrazone to HL-60, MCF-7, PC-3 and HCT-116 cell lines reducing cell viabillity more than 50 % to HL-60 and showed more activity than reference farmacs. C03 is highly cytotoxic to HL-60 and HCT-116 cells, IC50 values are 2.4 ± 2.17 and 2.4 ± 1.3 μmol L─1, respectively. Furthermore, C03 is more potent than HAuCl4‧3H2O and etoposide against MDA-MB-231, MCF-7 and HCT-116 cells, respectively. Its IC90 promotes a zero survival fraction in HCT-116 cells in the clonogenicity assay. According to investigation of action mechanism for C03, the complex may not induce apoptosis cell death. C03 proved to be a compound with interesting cytotoxic action in vitro for further study of its pharmacological potential.Estima-se uma incidência de 29,5 milhões novos de casos de câncer no mundo em 2040. Tal perspectiva impulsiona uma série de esforços para prevenção da doença e otimização dos tratamentos, tornando-os mais eficientes ao promoverem melhora na qualidade vida dos pacientes e aumento de suas chances de cura. Neste cenário, estudos em química inorgânica medicinal já puderam contribuir para obtenção de compostos de conhecida ação anticâncer sendo empregados na clínica ‒ caso da cisplatina. A coordenação de íons metálicos com conhecida ação biológica às moléculas orgânicas com amplo espectro de atividade farmacológica, tem se mostrado como um dos caminhos à serem seguidos para obtenção de metalofármacos com interessante potencial citotóxico. Desta forma, no presente trabalho foram sintetizadas N-acil hidrazonas e bis(N-acil hidrazonas) derivadas de isoniazida e seus complexos metálicos de ouro(III), com o objetivo de investigar seu potencial citotóxico frente às linhagens de células tumorais: HL‒60 (leucemia humana promielocítica), MCF‒7 e MDA‒MB‒231 (carcinoma de mama), HCT‒116 (carcinoma colorretal) e PC‒3 (próstata). As estruturas dos compostos sintetizados foram elucidadas com o auxílio: ponto de fusão; análise elementar; espectroscopia no IV, eletrônica e de RMN; condutivimetria e espectrometria de massas. A coordenação metal-ligante e esfera de coordenação confirmam-se com deslocamentos químicos dos sinais presentes nos espectros de RMN e das bandas de transição no espectro eletrônico. Foram obtidos 8 derivados de isoniazida: Hpcih (L01), Hapih (L02), Hbpih (L03), Hpamih (L04), H2ginh (L05), H2pinh (L06) e H2pamih (L07) moléculas já descritas na literatura e H2bpinh (L08), que é inédita. Os seis compostos de ouro(III) obtidos são inéditos: [Au(H3pcih)Cl3]Cl2∙2H2O (C01), [Au(H3bpih)Cl3]Cl2∙2H2O (C03) e [Au(pamih)Cl2]‧½CH3OH (C04), Au(H2ginh)Cl2]Cl‧½CH3OH (C05), [Au(Hpinh)OH]Cl (C06) e [Au(H2binh)Cl2]Cl‧½CH3OH (C08). L02 foi a N-acil hidrazona mais ativa para as linhagens HL–60, MCF–7, PC–3 e HCT–116, reduzindo a viabilidade celular em mais de 50%, para as células HL-60. Mostrou-se mais ativa que os fármacos de referência. C03 é altamente citotóxico para as células HL‒60 e HCT‒116, cujos valores IC50 são 2,4 ± 2,17 e 2,4 ± 1,3 μmol L─1, respectivamente. Além disso, C03 é mais potente do que HAuCl4‧3H2O e o etoposídeo contra células MDA‒MB‒231, MCF‒7 e HCT‒116, respectivamente. Seu IC90 promoveu fração de sobrevida zero às células da linhagem HCT–116 no ensaio de clonogenicidade. Na investigação de mecanismo de ação de C03, há indícios de que o mesmo não induz a morte celular por apoptose. C03 mostrou-se um composto com interessante ação citotóxica in vitro para realização de estudos mais avançados de seu potencial farmacológico.Submitted by Ana Rachel CTC/Q (ana.teles@uerj.br) on 2023-01-12T14:29:27Z No. of bitstreams: 1 Tese - Gisele dos Santos Silva Firmino - 2019 - Completa.pdf: 4706310 bytes, checksum: 3e8665960f47b0d4a12c438ad24806cd (MD5)Made available in DSpace on 2023-01-12T14:29:27Z (GMT). No. of bitstreams: 1 Tese - Gisele dos Santos Silva Firmino - 2019 - Completa.pdf: 4706310 bytes, checksum: 3e8665960f47b0d4a12c438ad24806cd (MD5) Previous issue date: 2019-11-08application/pdfporUniversidade do Estado do Rio de JaneiroPrograma de Pós-Graduação em QuímicaUERJBrasilCentro de Tecnologia e Ciências::Instituto de QuímicaIsoniazidHydrazoneBis(hydrazone)Gold(III)complexCytotoxity actionHidrazonasIsoniazidaBis(hidrazona)Complexo de ouro(III)Atividade citotóxicaCIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICASíntese e investigação do potencial citotóxico de compostos de ouro(III) com hidrazonas e bis(hidrazonas) derivadas de isoniazidaSynthesis and cytotoxic potential investigation of gold(III) compounds with hydrazones e bis(hydrazones) derived from isoniazidinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisinfo:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações da UERJinstname:Universidade do Estado do Rio de Janeiro (UERJ)instacron:UERJORIGINALTese - Gisele dos Santos Silva Firmino - 2019 - Completa.pdfTese - Gisele dos Santos Silva Firmino - 2019 - Completa.pdfapplication/pdf4706310http://www.bdtd.uerj.br/bitstream/1/18864/2/Tese+-+Gisele+dos+Santos+Silva+Firmino+-+2019+-+Completa.pdf3e8665960f47b0d4a12c438ad24806cdMD52LICENSElicense.txtlicense.txttext/plain; charset=utf-82123http://www.bdtd.uerj.br/bitstream/1/18864/1/license.txte5502652da718045d7fcd832b79fca29MD511/188642024-02-27 14:47:35.023oai:www.bdtd.uerj.br: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Biblioteca Digital de Teses e Dissertaçõeshttp://www.bdtd.uerj.br/PUBhttps://www.bdtd.uerj.br:8443/oai/requestbdtd.suporte@uerj.bropendoar:29032024-02-27T17:47:35Biblioteca Digital de Teses e Dissertações da UERJ - Universidade do Estado do Rio de Janeiro (UERJ)false |
dc.title.por.fl_str_mv |
Síntese e investigação do potencial citotóxico de compostos de ouro(III) com hidrazonas e bis(hidrazonas) derivadas de isoniazida |
dc.title.alternative.eng.fl_str_mv |
Synthesis and cytotoxic potential investigation of gold(III) compounds with hydrazones e bis(hydrazones) derived from isoniazid |
title |
Síntese e investigação do potencial citotóxico de compostos de ouro(III) com hidrazonas e bis(hidrazonas) derivadas de isoniazida |
spellingShingle |
Síntese e investigação do potencial citotóxico de compostos de ouro(III) com hidrazonas e bis(hidrazonas) derivadas de isoniazida Firmino, Gisele dos Santos Silva Isoniazid Hydrazone Bis(hydrazone) Gold(III)complex Cytotoxity action Hidrazonas Isoniazida Bis(hidrazona) Complexo de ouro(III) Atividade citotóxica CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA |
title_short |
Síntese e investigação do potencial citotóxico de compostos de ouro(III) com hidrazonas e bis(hidrazonas) derivadas de isoniazida |
title_full |
Síntese e investigação do potencial citotóxico de compostos de ouro(III) com hidrazonas e bis(hidrazonas) derivadas de isoniazida |
title_fullStr |
Síntese e investigação do potencial citotóxico de compostos de ouro(III) com hidrazonas e bis(hidrazonas) derivadas de isoniazida |
title_full_unstemmed |
Síntese e investigação do potencial citotóxico de compostos de ouro(III) com hidrazonas e bis(hidrazonas) derivadas de isoniazida |
title_sort |
Síntese e investigação do potencial citotóxico de compostos de ouro(III) com hidrazonas e bis(hidrazonas) derivadas de isoniazida |
author |
Firmino, Gisele dos Santos Silva |
author_facet |
Firmino, Gisele dos Santos Silva giselessf@hotmail.com |
author_role |
author |
author2 |
giselessf@hotmail.com |
author2_role |
author |
dc.contributor.advisor1.fl_str_mv |
Lessa, Josane Alves |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/8402296847454322 |
dc.contributor.referee1.fl_str_mv |
Senra, Jaqueline Dias |
dc.contributor.referee1Lattes.fl_str_mv |
http://lattes.cnpq.br/2414478097536024 |
dc.contributor.referee2.fl_str_mv |
Lima, Juliana Fonseca de |
dc.contributor.referee2Lattes.fl_str_mv |
http://lattes.cnpq.br/3560237101421313 |
dc.contributor.referee3.fl_str_mv |
Carvalho, Nakédia Maysa Freita |
dc.contributor.referee3Lattes.fl_str_mv |
http://lattes.cnpq.br/0775160605053287 |
dc.contributor.referee4.fl_str_mv |
Neves, Amanda Porto |
dc.contributor.referee4Lattes.fl_str_mv |
http://lattes.cnpq.br/7460226353493536 |
dc.contributor.referee5.fl_str_mv |
Amim, Raquel dos Santos |
dc.contributor.referee5Lattes.fl_str_mv |
http://lattes.cnpq.br/6203552502796372 |
dc.contributor.authorLattes.fl_str_mv |
http://lattes.cnpq.br/7822103307743205 |
dc.contributor.author.fl_str_mv |
Firmino, Gisele dos Santos Silva giselessf@hotmail.com |
contributor_str_mv |
Lessa, Josane Alves Senra, Jaqueline Dias Lima, Juliana Fonseca de Carvalho, Nakédia Maysa Freita Neves, Amanda Porto Amim, Raquel dos Santos |
dc.subject.eng.fl_str_mv |
Isoniazid Hydrazone Bis(hydrazone) Gold(III)complex Cytotoxity action |
topic |
Isoniazid Hydrazone Bis(hydrazone) Gold(III)complex Cytotoxity action Hidrazonas Isoniazida Bis(hidrazona) Complexo de ouro(III) Atividade citotóxica CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA |
dc.subject.por.fl_str_mv |
Hidrazonas Isoniazida Bis(hidrazona) Complexo de ouro(III) Atividade citotóxica |
dc.subject.cnpq.fl_str_mv |
CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA |
description |
About 29,5 million cancer new cases are expected in the worldwide in 2040. such perspective boosts a serie of efforts preventing disease and optimizing treatments, make it more efficients by promoting better life quality to pacientes and incresed their cure chances. in this scenario, medicinal inorganic chemistry studies contributed to compounds obtention with clinical use because of anticancer action proved - cisplatina case. coordination of metal ions to organic molecules with a wide pharmacological spectra, proved to be one of the ways to follow to obtain metallopharmaceutical with interesting cytotoxic potential. Thus, in this present work we synthetized N-acyl hydrazones and bis(N-acyl hydrazones) derived from isoniazid and their gold(III) complexes in order to investigate their cytotoxic potential against the tumor cell lines: HL60 (wild type human promyelocytic leukemia), MCF7 and MDA‒MB‒293 (human breast carcinoma), HCT116 (human colorectal carcinoma) and PC─3 (human prostate cancer). Chemical structures were elucidated by differents techniques as melting point, elemental analysis; infrared (IR), electronic and nuclear magnetic resonance (NMR) spectroscopy; conductivimetry and mass spectrometry. Eight isoniazid derivatives were obtained: Hpcih (L01), Hapih (L02), Hbpih (L03), Hpamih (L04), H2ginh (L05), H2pinh (L06) and H2pamih (L07) are described in literature and H2bpinh (L08), is new. Six gold(III) complexes with this ligands are inedited: [Au(H3pcih)Cl3]Cl2∙2H2O (C01), [Au(H3bpih)Cl3]Cl2∙2H2O (C03), [Au(pamih)Cl2]‧½CH3OH (C04), Au(H2ginh)Cl2]Cl‧½CH3OH (C05), [Au(Hpinh)OH]Cl (C06) and [Au(H2bpinh)Cl2]Cl‧½CH3OH (C08). Hapih was the most active N-acyl hydrazone to HL-60, MCF-7, PC-3 and HCT-116 cell lines reducing cell viabillity more than 50 % to HL-60 and showed more activity than reference farmacs. C03 is highly cytotoxic to HL-60 and HCT-116 cells, IC50 values are 2.4 ± 2.17 and 2.4 ± 1.3 μmol L─1, respectively. Furthermore, C03 is more potent than HAuCl4‧3H2O and etoposide against MDA-MB-231, MCF-7 and HCT-116 cells, respectively. Its IC90 promotes a zero survival fraction in HCT-116 cells in the clonogenicity assay. According to investigation of action mechanism for C03, the complex may not induce apoptosis cell death. C03 proved to be a compound with interesting cytotoxic action in vitro for further study of its pharmacological potential. |
publishDate |
2019 |
dc.date.issued.fl_str_mv |
2019-11-08 |
dc.date.accessioned.fl_str_mv |
2023-01-12T14:29:27Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/doctoralThesis |
format |
doctoralThesis |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
FIRMINO, Gisele dos Santos Silva. Síntese e investigação do potencial citotóxico de compostos de ouro(III) com hidrazonas e bis(hidrazonas) derivadas de isoniazida. 2019. 172 f. Tese (Doutorado em Química) - Faculdade de Química, Universidade do Estado do Rio de Janeiro, Rio de Janeiro, 2019. |
dc.identifier.uri.fl_str_mv |
http://www.bdtd.uerj.br/handle/1/18864 |
identifier_str_mv |
FIRMINO, Gisele dos Santos Silva. Síntese e investigação do potencial citotóxico de compostos de ouro(III) com hidrazonas e bis(hidrazonas) derivadas de isoniazida. 2019. 172 f. Tese (Doutorado em Química) - Faculdade de Química, Universidade do Estado do Rio de Janeiro, Rio de Janeiro, 2019. |
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http://www.bdtd.uerj.br/handle/1/18864 |
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por |
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por |
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info:eu-repo/semantics/openAccess |
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openAccess |
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application/pdf |
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Universidade do Estado do Rio de Janeiro |
dc.publisher.program.fl_str_mv |
Programa de Pós-Graduação em Química |
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UERJ |
dc.publisher.country.fl_str_mv |
Brasil |
dc.publisher.department.fl_str_mv |
Centro de Tecnologia e Ciências::Instituto de Química |
publisher.none.fl_str_mv |
Universidade do Estado do Rio de Janeiro |
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reponame:Biblioteca Digital de Teses e Dissertações da UERJ instname:Universidade do Estado do Rio de Janeiro (UERJ) instacron:UERJ |
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Universidade do Estado do Rio de Janeiro (UERJ) |
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UERJ |
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UERJ |
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Biblioteca Digital de Teses e Dissertações da UERJ |
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Biblioteca Digital de Teses e Dissertações da UERJ |
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http://www.bdtd.uerj.br/bitstream/1/18864/2/Tese+-+Gisele+dos+Santos+Silva+Firmino+-+2019+-+Completa.pdf http://www.bdtd.uerj.br/bitstream/1/18864/1/license.txt |
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MD5 MD5 |
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Biblioteca Digital de Teses e Dissertações da UERJ - Universidade do Estado do Rio de Janeiro (UERJ) |
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bdtd.suporte@uerj.br |
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1811728721967579136 |