A macrolactone from benzo[a]phenazine with potent activity against Mycobacterium tuberculosis

被引：21
|
作者：
Silva, Raphael S. F. [1 ]
Pinto, Maria do Carmo F. R. [1 ]
Goulart, Marilia O. F. [2 ]
de Souza Filho, Jose D. [3 ]
Neves, Ivan, Jr. [4 ]
Lourenco, Maria Cristina S. [4 ]
Pinto, Antonio V. [1 ]
机构：
[1] Univ Fed Rio de Janeiro, Ilha Fundao, CCS, Nucleo Pesquisas Prod Nat, BR-21941902 Rio De Janeiro, Brazil
[2] Univ Fed Alagoas, Inst Quim & Biotecnol, BR-57072970 Maceio, AL, Brazil
[3] Univ Fed Minas Gerais, Dept Quim, ICEx, BR-31270901 Belo Horizonte, MG, Brazil
[4] Inst Pesquisa Clin Evandro Chagas, Serv Bacteriol, Setor Testagem Drogas, BR-21045900 Rio De Janeiro, Brazil
来源：
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2009年 / 44卷 / 05期
关键词：
Lapachol; Phenazines; Peracetic acid oxidation; Macrolactones; Tuberculosis; ALAMAR BLUE ASSAY; IN-VITRO ACTIVITY; BETA-LAPACHONE; OXIDATIVE CLEAVAGE; ANTIMYCOBACTERIAL ACTIVITY; DERIVATIVES; PHENAZINES;
D O I：
10.1016/j.ejmech.2008.06.014
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
We report here an alternative to the MCPBA or ozonolysis-based oxidation methods of quinoxaline-featuring compounds prepared from beta-lapachones. The use of peracetic acid allowed a simple preparation of the corresponding macrolactones by cleavage of the ring system. These lactones were evaluated for their antimycobacterial potential and compound 4 turned out to have an MIC of 0.62 mu g per mL on Mycocabteriumtuberculosis H37Rv. These results justify further research into its value as a potential lead for an original treatment of tuberculosis. (C) 2008 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码：2334 / 2337
页数：4
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