Ruthenium(II) complexes with hydroxypyridinecarboxylates: Screening potential metallodrugs against Mycobacterium tuberculosis

被引:23
作者
Barbosa, Marilia I. F. [1 ]
Correa, Rodrigo S. [1 ]
Pozzi, Lucas V. [1 ]
Lopes, Erica de O. [2 ]
Pavan, Fernando R. [2 ]
Leite, Clarice Q. F. [2 ]
Ellena, Javier [3 ]
Machado, Sergio de P. [4 ]
Von Poelhsitz, Gustavo [5 ]
Batista, Alzir A. [1 ]
机构
[1] Univ Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP, Brazil
[2] Univ Estadual Paulista, Dept Ciencias Biol, Fac Ciencias Farmaceut, BR-14800900 Araraquara, SP, Brazil
[3] Univ Sao Paulo, Inst Fis Sao Carlos, BR-13560970 Sao Carlos, SP, Brazil
[4] Univ Fed Rio de Janeiro, Inst Quim, BR-21941590 Rio De Janeiro, RJ, Brazil
[5] Univ Fed Uberlandia, Inst Quim, BR-38400902 Uberlandia, MG, Brazil
基金
巴西圣保罗研究基金会;
关键词
Mycobacterium tuberculosis; Cytotoxicity; Ruthenium(II) complexes; Metallodrugs; Hydroxypyridinecarboxylates; CRYSTAL-STRUCTURES; ANTIMYCOBACTERIAL ACTIVITY; COORDINATION MODES; ACID; ANTITUMOR; LIGANDS; ASSAY;
D O I
10.1016/j.poly.2014.08.057
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Three promising antimycobacterium tuberculosis ruthenium(II) complexes with the deprotonated ligands 2-hydroxynicotinic acid (2-OHnicH), 6-hydroxynicotinic acid (6-OHnicH) and 3-hydroxypicolinic acid (3-OHpicH) were synthesized and characterized. Structural analysis revealed three different coordination modes depending of the hydroxypyridinecarboxylate ligand. In the complex [Ru(2-OHnic)(dppb)(bipy)PF6 (1), the 2-OHnic anion is coordinated by the O,O-chelating mode (via carboxylate group and phenolate oxygen), in the Ru(6-OHnic)(dppb)(bipy)]PF6 (2) a O-O chelation by the carboxylate group is observed for the 6-OHnic ligand and for the complex [Ru(3-OHpic)(dppb)(bipy))PF6 (3) a N,O-chelating mode (via carboxylate) occurs to the 3-OHpic anion. The compounds were evaluated for activity against Mycobacterium tuberculosis H(37)Rv ATCC 27294 using Resazurin Microtitre Assay (REMA) plate method and cytotoxicity in VERO CCL-81 cell line. All the synthesized compounds exhibited good antimycobacterial activity and a completely lack of cytotoxicity activity, indicating a good selectivity index. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:376 / 382
页数:7
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