Naphthoquinoidal [1,2,3]-triazole, a new structural moiety active against Trypanosoma cruzi

Eufrânio N da Silva Jr; Rubem F S Menna-Barreto; Maria do Carmo F R Pinto; Raphael S F Silva; Daniel V Teixeira; Maria Cecília B V de Souza; Carlos Alberto De Simone; Solange L De Castro; Vitor F Ferreira; Antônio V Pinto

doi:10.1016/j.ejmech.2007.10.015

Naphthoquinoidal [1,2,3]-triazole, a new structural moiety active against Trypanosoma cruzi

Eur J Med Chem. 2008 Aug;43(8):1774-80. doi: 10.1016/j.ejmech.2007.10.015. Epub 2007 Oct 22.

Authors

Eufrânio N da Silva Jr¹, Rubem F S Menna-Barreto, Maria do Carmo F R Pinto, Raphael S F Silva, Daniel V Teixeira, Maria Cecília B V de Souza, Carlos Alberto De Simone, Solange L De Castro, Vitor F Ferreira, Antônio V Pinto

Affiliation

¹ Departamento de Química Orgânica, Instituto de Química, UFF, Campus do Valouguinho, 24020-150, Niterói, RJ, Brazil.

PMID: 18045742
DOI: 10.1016/j.ejmech.2007.10.015

Abstract

[1,2,3]-Triazole derivatives of nor-beta-lapachone were synthesized and assayed against the infective bloodstream trypomastigote form of Trypanosoma cruzi, the etiological agent of Chagas disease. All the derivatives were more active than the original quinones, with IC(50)/1 day values in the range of 17 to 359 microM, the apolar phenyl substituted triazole 6 being the most active compound. These triazole derivatives of nor-beta-lapachone emerge as interesting new lead compounds in drug development for Chagas disease.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Azides / chemistry
Cations / chemistry
Crystallography, X-Ray
Hydrogen Bonding
Models, Molecular
Molecular Structure
Naphthoquinones / chemistry*
Structure-Activity Relationship
Triazoles / chemical synthesis*
Triazoles / chemistry
Triazoles / pharmacology*
Trypanocidal Agents / chemical synthesis*
Trypanocidal Agents / chemistry
Trypanocidal Agents / pharmacology*
Trypanosoma cruzi / drug effects*

Substances

Azides
Cations
Naphthoquinones
Triazoles
Trypanocidal Agents