Produção Nacional
Revisado por pares
Synthesis of naphthofuranquinones with activity against Trypanosoma cruzi
2006; Elsevier BV; Volume: 41; Issue: 4 Linguagem: Inglês
10.1016/j.ejmech.2005.12.006
ISSN1768-3254
AutoresRaphael S. F. Silva, Elaine Costa, U.L.T. Trindade, Daniel V. Teixeira, Maria de Carmo F. R. Pinto, Gustavo L. Santos, V.R.S. Malta, Carlos A. de Simone, António Pinto, Solange L. de Castro,
Tópico(s)Synthesis and biological activity
ResumoFour new naphthofuranquinones, obtained from 2-hydroxy-3-allyl-naphthoquinone (1) and nor-lapachol (2), have their structures established by physical and X-ray analysis and their activity evaluated against Trypanosoma cruzi. Compounds 3 and 4 were obtained by addition of iodine to 1 followed by cyclization generating a furan ring. Compound 5 was obtained through the acid-catalyzed reaction by dissolution of 1 in sulfuric acid. Compound 6 was synthesized by addition of bromine and aniline to 2. The IC50/24 h for 3–6 in assays with T. cruzi trypomastigotes was between 157 and 640 μM, while the value for crystal violet was 536.0 ± 3.0 μM. Compounds 3–5 also inhibited epimastigote proliferation. The trypanocidal activity of the new naphthofuranquinones endowed with redox properties reinforces a rational approach in the chemotherapy of Chagas' disease.
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