Autor(es): 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
Data: 2014
Origem: Oasisbr
Assunto(s): Ruthenium (II) and (III) lapachol complex; Cytotoxicity; Antileishmanial and antiplasmodial activities
Universidade Federal de São Carlos. Departamento de Química. São Carlos, SP, Brasil
Universidade Federal de São Carlos. Departamento de Química. São Carlos, SP, Brasil
Universidade Federal de São Carlos. Departamento de Química. São Carlos, SP, Brasil
Universidade Federal de São Carlos. Departamento de Química. São Carlos, SP, Brasil
Universidade de São Paulo. Instituto de Física de São Carlos. São Carlos, SP, Brasil
Universidade de São Paulo. Instituto de Física de São Carlos. São Carlos, SP, Brasil
Fundação Oswaldo Cruz. Centro de Pesquisa Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, Brasil
Fundação Oswaldo Cruz. Centro de Pesquisa Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, Brasil
Fundação Oswaldo Cruz. Centro de Pesquisa Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, Brasil
Universidade Federal da Paraíba. Laboratório de Tecnologia Farmacêutica. João Pessoa, PB, Brasil
Fundação 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, Brasil
Universidade Federal de São Carlos. Departamento de Química. São Carlos, SP, Brasil
The 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.
