Antiparasitic activities of novel ruthenium/lapachol complexes.
| Autor(a) principal: | |
|---|---|
| Data de Publicação: | 2014 |
| Outros Autores: | , , , , , , , , , , |
| 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 |
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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:icict/8462TElDRU7Dh0EgREUgRElTVFJJQlVJw4fDg08gTsODTy1FWENMVVNJVkEKCkFvIGNvbmNvcmRhciBlIGFjZWl0YXIgZXN0YSBsaWNlbsOnYSB2b2PDqiAoYXV0b3Igb3UgZGV0ZW50b3IgZG9zIGRpcmVpdG9zIGF1dG9yYWlzKToKCmEpIERlY2xhcmEgcXVlIGNvbmhlY2UgYSBwb2zDrXRpY2EgZGUgY29weXJpZ2h0IGRhIGVkaXRvcmEgZG8gc2V1IGRvY3VtZW50by4KCmIpIERlY2xhcmEgcXVlIGNvbmhlY2UgZSBhY2VpdGEgYXMgRGlyZXRyaXplcyBwYXJhIG8gUmVwb3NpdMOzcmlvIEluc3RpdHVjaW9uYWwgZGEgRnVuZGHDp8OjbyBPc3dhbGRvIENydXogKEZJT0NSVVopLgoKYykgQ29uY2VkZSDDoCBGSU9DUlVaIG8gZGlyZWl0byBuw6NvLWV4Y2x1c2l2byBkZSBhcnF1aXZhciwgcmVwcm9kdXppciwgY29udmVydGVyIChjb21vIGRlZmluaWRvIGEgc2VndWlyKSwgY29tdW5pY2FyCiAKZS9vdSBkaXN0cmlidWlyIG5vIFJlcG9zaXTDs3JpbyBkYSBGSU9DUlVaLCBvIGRvY3VtZW50byBlbnRyZWd1ZSAoaW5jbHVpbmRvIG8gcmVzdW1vL2Fic3RyYWN0KSBlbSBmb3JtYXRvIGRpZ2l0YWwgb3UgCgpwb3IgcXVhbHF1ZXIgb3V0cm8gbWVpby4KCmQpIERlY2xhcmEgcXVlIGF1dG9yaXphIGEgRklPQ1JVWiBhIGFycXVpdmFyIG1haXMgZGUgdW1hIGPDs3BpYSBkZXN0ZSBkb2N1bWVudG8gZSBjb252ZXJ0w6otbG8sIHNlbSBhbHRlcmFyIG8gc2V1IGNvbnRlw7pkbywgCgpwYXJhIHF1YWxxdWVyIGZvcm1hdG8gZGUgYXJxdWl2bywgbWVpbyBvdSBzdXBvcnRlLCBwYXJhIGVmZWl0b3MgZGUgc2VndXJhbsOnYSwgcHJlc2VydmHDp8OjbyAoYmFja3VwKSBlIGFjZXNzby4KCmUpIERlY2xhcmEgcXVlIG8gZG9jdW1lbnRvIHN1Ym1ldGlkbyDDqSBvIHNldSB0cmFiYWxobyBvcmlnaW5hbCwgZSBxdWUgZGV0w6ltIG8gZGlyZWl0byBkZSBjb25jZWRlciBhIHRlcmNlaXJvcyBvcyBkaXJlaXRvcyAKCmNvbnRpZG9zIG5lc3RhIGxpY2Vuw6dhLiBEZWNsYXJhIHRhbWLDqW0gcXVlIGEgZW50cmVnYSBkbyBkb2N1bWVudG8gbsOjbyBpbmZyaW5nZSBvcyBkaXJlaXRvcyBkZSBxdWFscXVlciBvdXRyYSBwZXNzb2Egb3UgZW50aWRhZGUuCgpmKSBEZWNsYXJhIHF1ZSwgbm8gY2FzbyBkbyBkb2N1bWVudG8gc3VibWV0aWRvIGNvbnRlciBtYXRlcmlhbCBkbyBxdWFsIG7Do28gZGV0w6ltIG9zIGRpcmVpdG9zIGRlIGF1dG9yLCBvYnRldmUgYSBhdXRvcml6YcOnw6NvIAoKaXJyZXN0cml0YSBkbyByZXNwZWN0aXZvIGRldGVudG9yIGRlc3NlcyBkaXJlaXRvcywgcGFyYSBjZWRlciBhIEZJT0NSVVogb3MgZGlyZWl0b3MgcmVxdWVyaWRvcyBwb3IgZXN0YSBMaWNlbsOnYSBlIGF1dG9yaXphciBhIAoKdXRpbGl6w6EtbG9zIGxlZ2FsbWVudGUuIERlY2xhcmEgdGFtYsOpbSBxdWUgZXNzZSBtYXRlcmlhbCBjdWpvcyBkaXJlaXRvcyBzw6NvIGRlIHRlcmNlaXJvcyBlc3TDoSBjbGFyYW1lbnRlIGlkZW50aWZpY2FkbyBlIHJlY29uaGVjaWRvIAoKbm8gdGV4dG8gb3UgY29udGXDumRvIGRvIGRvY3VtZW50byBlbnRyZWd1ZS4KCmcpIFNFIE8gRE9DVU1FTlRPIEVOVFJFR1VFIMOJIEJBU0VBRE8gRU0gVFJBQkFMSE8gRklOQU5DSUFETyBPVSBBUE9JQURPIFBPUiBPVVRSQSBJTlNUSVRVScOHw4NPIFFVRSBOw4NPIEEgRklPQ1JVWiwgREVDTEFSQSBRVUUgQ1VNUFJJVSAKClFVQUlTUVVFUiBPQlJJR0HDh8OVRVMgRVhJR0lEQVMgUEVMTyBSRVNQRUNUSVZPIENPTlRSQVRPIE9VIEFDT1JETy4gQSBGSU9DUlVaIGlkZW50aWZpY2Fyw6EgY2xhcmFtZW50ZSBvKHMpIG5vbWUocykgZG8ocykgYXV0b3IoZXMpIGRvcyAKCmRpcmVpdG9zIGRvIGRvY3VtZW50byBlbnRyZWd1ZSBlIG7Do28gZmFyw6EgcXVhbHF1ZXIgYWx0ZXJhw6fDo28sIHBhcmEgYWzDqW0gZG8gcHJldmlzdG8gbmEgYWzDrW5lYSBjKS4KRepositório 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 |
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2014 |
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2014-09-26T19:24:26Z |
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2014-09-26T19:24:26Z |
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2014 |
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BARBOSA, M. I. F. et al. Antiparasitic activities of novel ruthenium/lapachol complexes. Journal of Inorganic Biochemistry, v. 136, p. 33-39, 2014. |
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https://www.arca.fiocruz.br/handle/icict/8462 |
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1873-3344 |
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10.1016/j.jinorgbio.2014.03.009 |
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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 |
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