Antiparasitic activities of novel ruthenium/lapachol complexes.

Detalhes bibliográficos
Autor(a) principal: Barbosa, Marília Imaculada Frazão
Data de Publicação: 2014
Outros Autores: Corrêa, Rodrigo de Souza, Oliveira, Katia Mara de, Rodrigues, Claudia, Ellena, Javier Alcides, Nascimento, Otaciro Rangel, Rocha, Vinícius Pinto Costa, Nonato, Fabiana Regina, Macedo, Taís Soares, Barbosa Filho, José Maria, Soares, Milena Botelho Pereira, Batista, Alzir Azevedo
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da FIOCRUZ (ARCA)
Texto Completo: https://www.arca.fiocruz.br/handle/icict/8462
Resumo: Universidade Federal de São Carlos. Departamento de Química. São Carlos, SP, Brasil
id CRUZ_220c75e910c3d6286ea39a12209d7c91
oai_identifier_str oai:www.arca.fiocruz.br:icict/8462
network_acronym_str CRUZ
network_name_str Repositório Institucional da FIOCRUZ (ARCA)
repository_id_str 2135
spelling Barbosa, Marília Imaculada FrazãoCorrêa, Rodrigo de SouzaOliveira, Katia Mara deRodrigues, ClaudiaEllena, Javier AlcidesNascimento, Otaciro RangelRocha, Vinícius Pinto CostaNonato, Fabiana ReginaMacedo, Taís SoaresBarbosa Filho, José MariaSoares, Milena Botelho PereiraBatista, Alzir Azevedo2014-09-26T19:24:26Z2014-09-26T19:24:26Z2014BARBOSA, M. I. F. et al. Antiparasitic activities of novel ruthenium/lapachol complexes. Journal of Inorganic Biochemistry, v. 136, p. 33-39, 2014.1873-3344https://www.arca.fiocruz.br/handle/icict/846210.1016/j.jinorgbio.2014.03.009engElsevier IncAntiparasitic activities of novel ruthenium/lapachol complexes.info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleUniversidade Federal de São Carlos. Departamento de Química. São Carlos, SP, BrasilUniversidade Federal de São Carlos. Departamento de Química. São Carlos, SP, BrasilUniversidade Federal de São Carlos. Departamento de Química. São Carlos, SP, BrasilUniversidade Federal de São Carlos. Departamento de Química. São Carlos, SP, BrasilUniversidade de São Paulo. Instituto de Física de São Carlos. São Carlos, SP, BrasilUniversidade de São Paulo. Instituto de Física de São Carlos. São Carlos, SP, BrasilFundação Oswaldo Cruz. Centro de Pesquisa Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, BrasilFundação Oswaldo Cruz. Centro de Pesquisa Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, BrasilFundação Oswaldo Cruz. Centro de Pesquisa Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, BrasilUniversidade Federal da Paraíba. Laboratório de Tecnologia Farmacêutica. João Pessoa, PB, BrasilFundação Oswaldo Cruz. Centro de Pesquisa Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, Brasil / Centro de Biotecnologia e Terapia Celular. Hospital São Rafael. Salvador, BA, BrasilUniversidade Federal de São Carlos. Departamento de Química. São Carlos, SP, BrasilThe present study describes the synthesis, characterization, antileishmanial and antiplasmodial activities of novel diimine/(2,2'-bipyridine (bipy), 1,10-phenanthroline (phen), 4,4'-methylbipyridine (Me-bipy) and 4,4'-methoxybipyridine (MeO-bipy)/phosphine/ruthenium(II) complexes containing lapachol (Lap, 2-hydroxy-3-(3-33 methyl-2-buthenyl)-1,4-naphthoquinone) as bidentate ligand. The [Ru(Lap)(PPh3)2(bipy)]PF6 (1), [Ru(Lap)(PPh3)2(Me-bipy)]PF6 (2), [Ru(Lap)(PPh3)2(MeO-bipy)]PF6(3) and[Ru(Lap)(PPh3)2(phen)]PF6 (4) complexes, PPh3=triphenylphospine, were synthesized from the reactions of cis-[RuCl2(PPh3)2(X-bipy)] or cis-[RuCl2(PPh3)2(phen)], with lapachol. The [RuCl2(Lap)(dppb)] (5) [dppb=1,4-bis(diphenylphosphine)butane] was synthesized from the mer-[RuCl3(dppb)(H2O)] complex. The complexes were characterized by elemental analysis, molar conductivity, infrared and UV-vis spectroscopy, (31)P{(1)H} and (1)H NMR, and cyclic voltammetry. The Ru(III) complex, [RuCl2(Lap)(dppb)], was also characterized by the EPR technique. The structure of the complexes [Ru(Lap)(PPh3)2(bipy)]PF6 and [RuCl2(Lap)(dppb)] was elucidated by X-ray diffraction. The evaluation of the antiparasitic activities of the complexes against Leishmania amazonensis and Plasmodium falciparum demonstrated that lapachol-ruthenium complexes are more potent than the free lapachol. The [RuCl2(Lap)(dppb)] complex is the most potent and selective antiparasitic compound among the five new ruthenium complexes studied in this work, exhibiting an activity comparable to the reference drugs.Ruthenium (II) and (III) lapachol complexCytotoxicityAntileishmanial and antiplasmodial activitiesinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da FIOCRUZ (ARCA)instname:Fundação Oswaldo Cruz (FIOCRUZ)instacron:FIOCRUZLICENSElicense.txtlicense.txttext/plain; charset=utf-81914https://www.arca.fiocruz.br/bitstream/icict/8462/1/license.txt7d48279ffeed55da8dfe2f8e81f3b81fMD51ORIGINALBarbosa M I F Antiparasitic....pdfBarbosa M I F Antiparasitic....pdfapplication/pdf660571https://www.arca.fiocruz.br/bitstream/icict/8462/2/Barbosa%20M%20I%20F%20Antiparasitic....pdfbe4a26833638562dc6514863d3094ebdMD52TEXTBarbosa M I F Antiparasitic....pdf.txtBarbosa M I F Antiparasitic....pdf.txtExtracted texttext/plain38204https://www.arca.fiocruz.br/bitstream/icict/8462/3/Barbosa%20M%20I%20F%20Antiparasitic....pdf.txt218da295dd4aed78c69f643c9e10f2c5MD53icict/84622023-03-15 14:32:53.552oai:www.arca.fiocruz.br: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ório InstitucionalPUBhttps://www.arca.fiocruz.br/oai/requestrepositorio.arca@fiocruz.bropendoar:21352023-03-15T17:32:53Repositório Institucional da FIOCRUZ (ARCA) - Fundação Oswaldo Cruz (FIOCRUZ)false
dc.title.pt_BR.fl_str_mv Antiparasitic activities of novel ruthenium/lapachol complexes.
title Antiparasitic activities of novel ruthenium/lapachol complexes.
spellingShingle Antiparasitic activities of novel ruthenium/lapachol complexes.
Barbosa, Marília Imaculada Frazão
Ruthenium (II) and (III) lapachol complex
Cytotoxicity
Antileishmanial and antiplasmodial activities
title_short Antiparasitic activities of novel ruthenium/lapachol complexes.
title_full Antiparasitic activities of novel ruthenium/lapachol complexes.
title_fullStr Antiparasitic activities of novel ruthenium/lapachol complexes.
title_full_unstemmed Antiparasitic activities of novel ruthenium/lapachol complexes.
title_sort Antiparasitic activities of novel ruthenium/lapachol complexes.
author Barbosa, Marília Imaculada Frazão
author_facet Barbosa, Marília Imaculada Frazão
Corrêa, Rodrigo de Souza
Oliveira, Katia Mara de
Rodrigues, Claudia
Ellena, Javier Alcides
Nascimento, Otaciro Rangel
Rocha, Vinícius Pinto Costa
Nonato, Fabiana Regina
Macedo, Taís Soares
Barbosa Filho, José Maria
Soares, Milena Botelho Pereira
Batista, Alzir Azevedo
author_role author
author2 Corrêa, Rodrigo de Souza
Oliveira, Katia Mara de
Rodrigues, Claudia
Ellena, Javier Alcides
Nascimento, Otaciro Rangel
Rocha, Vinícius Pinto Costa
Nonato, Fabiana Regina
Macedo, Taís Soares
Barbosa Filho, José Maria
Soares, Milena Botelho Pereira
Batista, Alzir Azevedo
author2_role author
author
author
author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Barbosa, Marília Imaculada Frazão
Corrêa, Rodrigo de Souza
Oliveira, Katia Mara de
Rodrigues, Claudia
Ellena, Javier Alcides
Nascimento, Otaciro Rangel
Rocha, Vinícius Pinto Costa
Nonato, Fabiana Regina
Macedo, Taís Soares
Barbosa Filho, José Maria
Soares, Milena Botelho Pereira
Batista, Alzir Azevedo
dc.subject.en.pt_BR.fl_str_mv Ruthenium (II) and (III) lapachol complex
Cytotoxicity
Antileishmanial and antiplasmodial activities
topic Ruthenium (II) and (III) lapachol complex
Cytotoxicity
Antileishmanial and antiplasmodial activities
description Universidade Federal de São Carlos. Departamento de Química. São Carlos, SP, Brasil
publishDate 2014
dc.date.accessioned.fl_str_mv 2014-09-26T19:24:26Z
dc.date.available.fl_str_mv 2014-09-26T19:24:26Z
dc.date.issued.fl_str_mv 2014
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.citation.fl_str_mv BARBOSA, M. I. F. et al. Antiparasitic activities of novel ruthenium/lapachol complexes. Journal of Inorganic Biochemistry, v. 136, p. 33-39, 2014.
dc.identifier.uri.fl_str_mv https://www.arca.fiocruz.br/handle/icict/8462
dc.identifier.issn.none.fl_str_mv 1873-3344
dc.identifier.doi.none.fl_str_mv 10.1016/j.jinorgbio.2014.03.009
identifier_str_mv BARBOSA, M. I. F. et al. Antiparasitic activities of novel ruthenium/lapachol complexes. Journal of Inorganic Biochemistry, v. 136, p. 33-39, 2014.
1873-3344
10.1016/j.jinorgbio.2014.03.009
url https://www.arca.fiocruz.br/handle/icict/8462
dc.language.iso.fl_str_mv eng
language eng
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Elsevier Inc
publisher.none.fl_str_mv Elsevier Inc
dc.source.none.fl_str_mv reponame:Repositório Institucional da FIOCRUZ (ARCA)
instname:Fundação Oswaldo Cruz (FIOCRUZ)
instacron:FIOCRUZ
instname_str Fundação Oswaldo Cruz (FIOCRUZ)
instacron_str FIOCRUZ
institution FIOCRUZ
reponame_str Repositório Institucional da FIOCRUZ (ARCA)
collection Repositório Institucional da FIOCRUZ (ARCA)
bitstream.url.fl_str_mv https://www.arca.fiocruz.br/bitstream/icict/8462/1/license.txt
https://www.arca.fiocruz.br/bitstream/icict/8462/2/Barbosa%20M%20I%20F%20Antiparasitic....pdf
https://www.arca.fiocruz.br/bitstream/icict/8462/3/Barbosa%20M%20I%20F%20Antiparasitic....pdf.txt
bitstream.checksum.fl_str_mv 7d48279ffeed55da8dfe2f8e81f3b81f
be4a26833638562dc6514863d3094ebd
218da295dd4aed78c69f643c9e10f2c5
bitstream.checksumAlgorithm.fl_str_mv MD5
MD5
MD5
repository.name.fl_str_mv Repositório Institucional da FIOCRUZ (ARCA) - Fundação Oswaldo Cruz (FIOCRUZ)
repository.mail.fl_str_mv repositorio.arca@fiocruz.br
_version_ 1813009285640093696