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

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.

• Authors: 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
• Journal: European journal of medicinal chemistry (Eur J Med Chem) Vol. 43 Issue 8 Pg. 1774-80 (Aug 2008) ISSN: 0223-5234 [Print] France
• PMID: 18045742 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Azides
• Cations
• Naphthoquinones
• Triazoles
• Trypanocidal Agents

Topics

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