Please use this identifier to cite or link to this item: https://www.arca.fiocruz.br/handle/icict/24995
Title: Structural isomerism of Ru(II)-carbonyl complexes: synthesis, characterization and their antitrypanosomal activities
Authors: Barbosa, Marilia Imaculada Frazão
Correa, Rodrigo de Sousa
Bastos, Tanira Matutino
Pozzi, L. V
Moreira, Diogo Rodrigo de Magalhães
Ellena, Javier Alcides
Doriguetto, Antonio Carlos
Silveira, Rafael Gomes da
Oliveira, C. R
Kuznetsov, Aleksey Evgenyevich
Malta, Valeria Rodrigues dos Santos
Soares, Milena Botelho Pereira
Batista, Alzir Azevedo
Affilliation: Universidade Federal de Alfenas. Instituto de Química. Alfenas, MG, Brasil
Universidade Federal de Ouro Preto. Instituto de Ciências Exatas e Biológicas. Departamento de Química. Ouro Preto, MG, Brasil
Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Salvador, BA, Brasil
Universidade Federal de São Carlos. Departamento de Química. São Carlos, SP, Brasil
Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Salvador, BA, Brasil
Universidade de São Paulo. Instituto de Física de São Carlos. São Carlos, SP, Brasil
Universidade Federal de Alfenas. Instituto de Química. Alfenas, MG, Brasil
Universidade Federal de São Carlos. Departamento de Química. São Carlos, SP, Brazil / Instituto Federal Goiano. Ceres, GO, 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 Alagoas. Instituto de Química e Biotecnologia. Maceió, AL, Brasil
Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Salvador, BA, Brasil / Hospital São Rafael. Centro de Biotecnologia e Terapia Celular. Salvador, BA, Brasil
Universidade Federal de São Carlos. Departamento de Química. São Carlos, SP, Brasil
Abstract: New complexes with the general formula [RuCl(CO)(dppb)(diimine)]PF6, [dppb = 1,4-bis(diphenylphosphino) butane; diimine = 2,20-bipyridine (bipy) or 1,10-phenanthroline (phen)], were prepared. Thus, the complexes ct-[RuCl(CO)(dppb)(bipy)]PF6 (1), ct-[RuCl(CO)(dppb)(phen)]PF6 (2), tc-[RuCl(CO)(dppb)(bipy)]PF6 (3), tc-[RuCl(CO)(dppb)(phen)]PF6 (4), cc-[RuCl(CO)(dppb)(bipy)]PF6 (5) and cc-[RuCl(CO)(dppb)(phen)]PF6 (6) were obtained and characterized. In this case, the first letter in the prefixes indicates the position of CO with respect to the chlorido ligand and the second one is related to the phosphorus atoms. The compositions of the complexes were confirmed by analytical techniques and an octahedral environment around the ruthenium was confirmed by single-crystal X-ray diffraction of the complexes ct-[RuCl(CO)(dppb)(bipy)]PF6 and cc-[RuCl(CO)(dppb)(phen)]PF6. The oxidation potentials of the complexes were determined by cyclic voltammetry and it was found that they vary according to the CO position in the complexes. In order to obtain information on the stability of the ct, tc and cc-[RuCl(CO)(dppb)(bipy)]PF6 (1), (3) and (5) isomers, computational studies were carried out, and they showed large differences between the HOMO/LUMO energies. As monitored by 13C NMR, the stability of the complexes with respect to CO displacement, for at least 72 h, in DMSO-d6 solution, is independent of the CO position in the complexes. Pharmacological evaluation of the complexes against the Trypanosoma cruzi parasite revealed the structure–activity relationships, showing that the presence and position of the CO ligand in the complexes are relevant for the antiparasitic activity of the compounds. The most active compound, the tc-[RuCl(CO)(dppb)(bipy)]PF6 isomer, presented potent antiparasitic activity, which was achieved by causing oxidative stress followed by parasite cell death through necrosis. Thus, the findings presented here demonstrate that the use of a carbonyl ligand provides stability and pharmacological properties to ruthenium/diphosphine/diimine complexes.
Keywords: Ruthenium complex
isomerism
Trypanosoma cruzi
X-Ray crystallography
Pharmacology
Chemicals
keywords: Compostos de rutênio
Isomerismo
Trypanosoma cruzi
Cristalografia por raios X
Farmacologia
Produtos quimicos
Issue Date: 2017
Publisher: Royal Society of Chemistry
Citation: BARBOSA, M. I. F. et al. Structural isomerism of Ru(II)-carbonyl complexes: synthesis, characterization and their antitrypanosomal activities. New Journal of Chemistry, v. 41, p. 4468-4477, 2017.
ISSN: 1144-0546
Copyright: open access
Appears in Collections:BA - IGM - Artigos de Periódicos

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