The evaluation of quinonoid compounds against Trypanosoma cruzi: Synthesis of imidazolic anthraquinones, nor-β-lapachone derivatives and β-lapachone-based 1,2,3-triazoles

被引：62

作者：

da Silva Junior, Eufranio N. ^{[2
,3
]}

Guimaraes, Tiago T. ^{[2
]}

Menna-Barreto, Rubem F. S. ^{[1
]}

Pinto, Maria do Carmo F. R. ^{[2
]}

de Simone, Carlos A. ^{[4
,5
]}

Pessoa, Claudia ^{[7
]}

Cavalcanti, Bruno C. ^{[7
]}

Sabino, Jose R. ^{[6
]}

Andrade, Carlos Kleber Z. ^{[3
]}

Goulart, Marilia O. F. ^{[4
]}

de Castro, Solange L. ^{[1
]}

Pinto, Antonio V. ^{[2
]}

机构：

[1] Fiocruz MS, Inst Oswaldo Cruz, Lab Biol Celular, BR-21045900 Rio De Janeiro, Brazil

[2] Univ Fed Rio de Janeiro, Nucleo Pesquisas Prod Nat, BR-21941971 Rio de Janeiro, Brazil

[3] Univ Brasilia, Inst Quim, BR-70910970 Brasilia, DF, Brazil

[4] Univ Fed Alagoas, Inst Quim & Biotecnol, BR-57072970 Maceio, Alagoas, Brazil

[5] Univ Sao Paulo, Dept Fis & Informat, Inst Fis, BR-13560160 Sao Carlos, SP, Brazil

[6] Univ Fed Goias, Inst Fis, BR-74001770 Goiania, Go, Brazil

[7] Univ Fed Ceara, Dept Fisiol & Farmacol, BR-60430270 Fortaleza, CE, Brazil

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2010年 / 18卷 / 09期

关键词：

Naphthoquinones; Nor-beta-lapachone; Chagas' disease; Trypanosoma cruzi; Experimental chemotherapy; CHAGAS-DISEASE; TRYPANOCIDAL ACTIVITY; ARYLAMINO DERIVATIVES; CHEMOTHERAPY; BRAZIL;

D O I：

10.1016/j.bmc.2010.03.029

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

In continuing our screening program of naphthoquinone activity against Trypanosoma cruzi, the aetiological agent of Chagas' disease, new beta-lapachone-based 1,2,3-triazoles, 3-arylamino-nor-beta-lapachones, 3-alkoxy-nor-beta-lapachones and imidazole anthraquinones were synthesised and evaluated against bloodstream trypomastigote forms of the parasite. Compounds 2,2-dimethyl-3-(2,4-dibromophenylamino)-2,3-dihydro-naphtho[1,2-b]furan-4,5-dione, IC50/24 h 24.9 +/- 7.4 and 4-azido-3-bromo-2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione with 23.4 +/- 3.8 mu M showed a trypanosomicidal activity higher than benznidazole. These results demonstrate the potential of naphthoquinone derivatives as novel structures for the development of alternative drugs for Chagas' disease. (c) 2010 Elsevier Ltd. All rights reserved.

引用

页码：3224 / 3230

页数：7

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