Antiparasitic activities of novel ruthenium/lapachol complexes

Autor(es):Mostrar menos -

Barbosa, Marilia I. F. ^[1] ; Correa, Rodrigo S. ^[1] ; de Oliveira, Katia Mara ^[1] ; Rodrigues, Claudia ^[1] ; Ellena, Javier ^[2] ; Nascimento, Otaciro R. ^[2] ; Rocha, Vinicius P. C. ^[3] ; Nonato, Fabiana R. ^[3] ; Macedo, Tais S. ^[3] ; Barbosa-Filho, Jose Maria ^[4] ; Soares, Milena B. P. ^{[3, 5]} ; Batista, Alzir A. ^[1]

Afiliação do(s) autor(es)

^[1] Univ Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP - Brazil

^[2] Univ Sao Paulo, Inst Fis Sao Carlos, BR-13560970 Sao Carlos, SP - Brazil

^[3] Fiocruz MS, Lab Engn Tecidual & Imunofarmacol, BR-40296710 Salvador, BA - Brazil

^[4] Univ Fed Paraiba, Lab Tecnol Farmaceut, BR-58051900 Joao Pessoa, Paraiba - Brazil

^[5] Hosp Sao Rafael, Ctr Biotecnol & Terapia Celular, BR-41253790 Salvador, BA - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Journal of Inorganic Biochemistry; v. 136, p. 33-39, JUL 2014.
• Citações Web of Science: 30

Resumo

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, P-31[H-1) and H-1 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. (C) 2014 Elsevier Inc. All rigts reserved. (AU)

• Processo FAPESP: 09/08131-1 - Complexos de rutênio com ligantes de interesse biológico: aspectos químicos, estruturais e avaliação de suas citotoxicidades em células tumorais
• Beneficiário: Rodrigo de Souza Corrêa
• Modalidade de apoio: Bolsas no Brasil - Doutorado