Synthesis and evaluation against Trypanosoma cruzi of naphthoquinone-containing triazoles

Synthesis and evaluation against Trypanosoma cruzi of naphthoquinone-containing triazoles

Diogo, Emilay B. T.; Dias, a Gleiston G.; Valença, Wagner O.; Camara, Celso A.; Silva, Mauro G. da; Oliveira, Ronaldo N. de; Menna-Barreto, Rubem F. S.; Castro, Solange L. de; Júnior, Eufrânio N. da Silva

Abstract:

Chagas disease (CD), caused by the protozoan Trypanosoma cruzi, affects approximately eight million individuals in Latin America. CD is characterized by a short acute phase defined by patent parasitemia and a long and progressive chronic phase. Up to 40%-50% of chronically infected patients develop progressive cardiomyopathy and/or motility disturbances of the esophagus and colon. The available chemotherapy for CD is not satisfactory depending on two heterocyclic agents, nifurtimox and benznidazole. Naphthoquinones are considered privileged structures in medicinal chemistry due to their structural properties and biological activities. Recently, we have described the synthesis, trypanocidal and leishmanicidal activity of lapachone-based 1,2,3-triazoles. In this context, herein we describe the synthesis and evaluation against T. cruzi of 1,2,3-triazole substituted para-and ortho- naphthoquinones.

Chagas disease (CD), caused by the protozoan Trypanosoma cruzi, affects approximately eight million individuals in Latin America. CD is characterized by a short acute phase defined by patent parasitemia and a long and progressive chronic phase. Up to 40%-50% of chronically infected patients develop progressive cardiomyopathy and/or motility disturbances of the esophagus and colon. The available chemotherapy for CD is not satisfactory depending on two heterocyclic agents, nifurtimox and benznidazole. Naphthoquinones are considered privileged structures in medicinal chemistry due to their structural properties and biological activities. Recently, we have described the synthesis, trypanocidal and leishmanicidal activity of lapachone-based 1,2,3-triazoles. In this context, herein we describe the synthesis and evaluation against T. cruzi of 1,2,3-triazole substituted para-and ortho- naphthoquinones.

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DOI: 10.5151/chempro-15bmos-BMOS2013_20139517918

Referências bibliográficas

• [1] 1 Rassi Júnior, A.; Rassi, A.; Rezende, J. M. Infect. Dis. Clin. North Am. 2012, 26, 275.
• [2] 2 Soeiro, M. N. C.; de Castro, S. L. Open Med. Chem. J. 2011, 5, 21.
• [3] 3 Guimarães, T. T.; Pinto, M. C. F. R.; Lanza, J. S.; Melo, M. N.; do Monte-Neto, R. L.; de Melo, I. M. M.; Diogo, E. B. T.; Ferreira, V. F.; Camara, C. A.; Valença, W. O.; de Oliveira, R. N.; Frézard, F.; da Silva Júnior, E. N. Eur. J. Med. Chem. 2013, 63, 523.

Como citar:

Diogo, Emilay B. T.; Dias, a Gleiston G.; Valença, Wagner O.; Camara, Celso A.; Silva, Mauro G. da; Oliveira, Ronaldo N. de; Menna-Barreto, Rubem F. S.; Castro, Solange L. de; Júnior, Eufrânio N. da Silva; "Synthesis and evaluation against Trypanosoma cruzi of naphthoquinone-containing triazoles", p-22-22. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_20139517918