Antitumor and anti-Mycobacterium tuberculosis agents based on cationic ruthenium complexes with amino acids
Autor(a) principal: | |
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Data de Publicação: | 2017 |
Outros Autores: | , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.1016/j.ica.2017.04.012 http://hdl.handle.net/11449/174469 |
Resumo: | Six new complexes of Ru(II)/phenanthroline/1,4-bis(diphenylphosphino)butane containing amino acids (Glycine, L-Alanine, L-Valine, L-Tyrosine, L-Methionine or L-Tryptophan) were synthesized and characterized by IR, 31P{1H}, 13C and 1H NMR spectroscopies and cyclic voltammetry experiments. These data suggest the presence of diastereoisomers, except for the complex with glycine, amino acid that does not exhibit chiral carbon. The compounds are active against the MDA-MB-231 tumor cells and against Mycobacterium tuberculosis. The cationic ruthenium complexes with amino acids, reported here, show similar cytotoxicity against the MDA-MB-231 tumor cells. When compared with analogs complexes containing 2,2′-bipyridine as ligands, instead of 1,10-phenatroline, the new complexes studied here are, in general, roughly twice more active than the 2,2′-bipyridine ones and their IC50 values comparable with the cisplatin. In addition, low MICs values were obtained against Mycobacterium tuberculosis compared with the reference drugs, cycloserine and ethambutol. |
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Antitumor and anti-Mycobacterium tuberculosis agents based on cationic ruthenium complexes with amino acidsAmino acidAnti-Mycobacterial tuberculosisCytotoxicityDiastereoisomersRuthenium complexesSix new complexes of Ru(II)/phenanthroline/1,4-bis(diphenylphosphino)butane containing amino acids (Glycine, L-Alanine, L-Valine, L-Tyrosine, L-Methionine or L-Tryptophan) were synthesized and characterized by IR, 31P{1H}, 13C and 1H NMR spectroscopies and cyclic voltammetry experiments. These data suggest the presence of diastereoisomers, except for the complex with glycine, amino acid that does not exhibit chiral carbon. The compounds are active against the MDA-MB-231 tumor cells and against Mycobacterium tuberculosis. The cationic ruthenium complexes with amino acids, reported here, show similar cytotoxicity against the MDA-MB-231 tumor cells. When compared with analogs complexes containing 2,2′-bipyridine as ligands, instead of 1,10-phenatroline, the new complexes studied here are, in general, roughly twice more active than the 2,2′-bipyridine ones and their IC50 values comparable with the cisplatin. In addition, low MICs values were obtained against Mycobacterium tuberculosis compared with the reference drugs, cycloserine and ethambutol.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Departamento de Química Universidade Federal de São Carlos, C.P. 676Departamento de Química ICEB Universidade Federal de Ouro PretoDepartamento de Ciências Fisiológicas Universidade Federal de São Carlos, C.P. 676Departamento de Ciências Biológicas Faculdade de Ciências Farmacêuticas UNESPDepartamento de Ciências Biológicas Faculdade de Ciências Farmacêuticas UNESPUniversidade Federal de São Carlos (UFSCar)Universidade Federal de Ouro PretoUniversidade Estadual Paulista (Unesp)dos Santos, Edjane R.Corrêa, Rodrigo S.Pozzi, Lucas V.Graminha, Angelica E.Selistre-de-Araújo, Heloisa S.Pavan, Fernando R. [UNESP]Batista, Alzir A.2018-12-11T17:11:15Z2018-12-11T17:11:15Z2017-01-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article1-6application/pdfhttp://dx.doi.org/10.1016/j.ica.2017.04.012Inorganica Chimica Acta, v. 463, p. 1-6.0020-1693http://hdl.handle.net/11449/17446910.1016/j.ica.2017.04.0122-s2.0-850175295342-s2.0-85017529534.pdfScopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengInorganica Chimica Acta0,485info:eu-repo/semantics/openAccess2024-06-24T13:07:39Zoai:repositorio.unesp.br:11449/174469Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T18:25:56.905959Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Antitumor and anti-Mycobacterium tuberculosis agents based on cationic ruthenium complexes with amino acids |
title |
Antitumor and anti-Mycobacterium tuberculosis agents based on cationic ruthenium complexes with amino acids |
spellingShingle |
Antitumor and anti-Mycobacterium tuberculosis agents based on cationic ruthenium complexes with amino acids dos Santos, Edjane R. Amino acid Anti-Mycobacterial tuberculosis Cytotoxicity Diastereoisomers Ruthenium complexes |
title_short |
Antitumor and anti-Mycobacterium tuberculosis agents based on cationic ruthenium complexes with amino acids |
title_full |
Antitumor and anti-Mycobacterium tuberculosis agents based on cationic ruthenium complexes with amino acids |
title_fullStr |
Antitumor and anti-Mycobacterium tuberculosis agents based on cationic ruthenium complexes with amino acids |
title_full_unstemmed |
Antitumor and anti-Mycobacterium tuberculosis agents based on cationic ruthenium complexes with amino acids |
title_sort |
Antitumor and anti-Mycobacterium tuberculosis agents based on cationic ruthenium complexes with amino acids |
author |
dos Santos, Edjane R. |
author_facet |
dos Santos, Edjane R. Corrêa, Rodrigo S. Pozzi, Lucas V. Graminha, Angelica E. Selistre-de-Araújo, Heloisa S. Pavan, Fernando R. [UNESP] Batista, Alzir A. |
author_role |
author |
author2 |
Corrêa, Rodrigo S. Pozzi, Lucas V. Graminha, Angelica E. Selistre-de-Araújo, Heloisa S. Pavan, Fernando R. [UNESP] Batista, Alzir A. |
author2_role |
author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade Federal de São Carlos (UFSCar) Universidade Federal de Ouro Preto Universidade Estadual Paulista (Unesp) |
dc.contributor.author.fl_str_mv |
dos Santos, Edjane R. Corrêa, Rodrigo S. Pozzi, Lucas V. Graminha, Angelica E. Selistre-de-Araújo, Heloisa S. Pavan, Fernando R. [UNESP] Batista, Alzir A. |
dc.subject.por.fl_str_mv |
Amino acid Anti-Mycobacterial tuberculosis Cytotoxicity Diastereoisomers Ruthenium complexes |
topic |
Amino acid Anti-Mycobacterial tuberculosis Cytotoxicity Diastereoisomers Ruthenium complexes |
description |
Six new complexes of Ru(II)/phenanthroline/1,4-bis(diphenylphosphino)butane containing amino acids (Glycine, L-Alanine, L-Valine, L-Tyrosine, L-Methionine or L-Tryptophan) were synthesized and characterized by IR, 31P{1H}, 13C and 1H NMR spectroscopies and cyclic voltammetry experiments. These data suggest the presence of diastereoisomers, except for the complex with glycine, amino acid that does not exhibit chiral carbon. The compounds are active against the MDA-MB-231 tumor cells and against Mycobacterium tuberculosis. The cationic ruthenium complexes with amino acids, reported here, show similar cytotoxicity against the MDA-MB-231 tumor cells. When compared with analogs complexes containing 2,2′-bipyridine as ligands, instead of 1,10-phenatroline, the new complexes studied here are, in general, roughly twice more active than the 2,2′-bipyridine ones and their IC50 values comparable with the cisplatin. In addition, low MICs values were obtained against Mycobacterium tuberculosis compared with the reference drugs, cycloserine and ethambutol. |
publishDate |
2017 |
dc.date.none.fl_str_mv |
2017-01-01 2018-12-11T17:11:15Z 2018-12-11T17:11:15Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://dx.doi.org/10.1016/j.ica.2017.04.012 Inorganica Chimica Acta, v. 463, p. 1-6. 0020-1693 http://hdl.handle.net/11449/174469 10.1016/j.ica.2017.04.012 2-s2.0-85017529534 2-s2.0-85017529534.pdf |
url |
http://dx.doi.org/10.1016/j.ica.2017.04.012 http://hdl.handle.net/11449/174469 |
identifier_str_mv |
Inorganica Chimica Acta, v. 463, p. 1-6. 0020-1693 10.1016/j.ica.2017.04.012 2-s2.0-85017529534 2-s2.0-85017529534.pdf |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Inorganica Chimica Acta 0,485 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
1-6 application/pdf |
dc.source.none.fl_str_mv |
Scopus reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
_version_ |
1808128931400777728 |