Antitumor and anti-Mycobacterium tuberculosis agents based on cationic ruthenium complexes with amino acids

Detalhes bibliográficos
Autor(a) principal: dos Santos, Edjane R.
Data de Publicação: 2017
Outros Autores: Corrêa, Rodrigo S., Pozzi, Lucas V., Graminha, Angelica E., Selistre-de-Araújo, Heloisa S., Pavan, Fernando R. [UNESP], Batista, Alzir A.
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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spelling 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
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