Artigo Publicado em Periódico
Synthesis and structural studies of 4-thioxopyrimidines with antimicrobial activities
Fecha
2007Registro en:
0026-9247
v. 138, n. 2
Autor
Cunha, Silvio do Desterro
Bastos, Rodrigo M.
Silva, Priscila de O.
Costa, Giselle A. Nobre
Vencato, Ivo
Lariucci, Carlito
Napolitano, Hamilton B.
Oliveira, Cecília M. A. de
Kato, Lucília
Silva, Cleuza C. da
Menezes, Diego
Santos, Marcos André Vannier dos
Cunha, Silvio do Desterro
Bastos, Rodrigo M.
Silva, Priscila de O.
Costa, Giselle A. Nobre
Vencato, Ivo
Lariucci, Carlito
Napolitano, Hamilton B.
Oliveira, Cecília M. A. de
Kato, Lucília
Silva, Cleuza C. da
Menezes, Diego
Santos, Marcos André Vannier dos
Institución
Resumen
This work describes a two-step, one-pot synthetic method for the formal aza-[3 + 3] cycloaddition between N-alkyl substituted enaminones and benzoyl isothiocyanate, which afforded 4-thioxopyrimidines in reasonable yields. Reaction of acyclic enaminone with a sterically hindered group attached to the nitrogen atom afforded pyridine-2-thione, yet in low yield. The antibacterial, antifungal, and trypanocidal activities of the thioxopyrimidines were evaluated and five compounds exhibited moderate activity against Candida albicans, Micrococcus luteus, and Trypanosoma cruzi. The solid state structures of a thioxopyrimidine, an organic disulfide, and a 1,2,4-triazole were determined by X-ray diffraction analysis.