Article
Synthesis and biological evaluation of N-alkyl naphthoimidazoles derived from β-lapachone against Trypanosoma cruzi bloodstream trypomastigotes
Registro en:
SILVA, Ari Miranda da; et al. Synthesis and biological evaluation of N-alkyl naphthoimidazoles derived from β-lapachone against Trypanosoma cruzi bloodstream trypomastigotes. Med. Chem. Commun., v.8, p.952-959, 2017.
2040-2503
2040-2511
Autor
Silva, Ari Miranda
Silva, Leonardo Araújo
Bombaça, Ana Cristina S.
Menna-Barreto, Rubem F. S.
Santos, Claudio Eduardo Rodrigues
Ferreira, Aurélio B. Buarque
Castro, Solange L. de
Resumen
The QSAR study of 34 2-aryl-naphthoimidazoles screened so far revealed that σi is the most important factor
for their lytic activity on the bloodstream trypomastigote forms of T. cruzi, the etiologic agent of
Chagas disease. Based on this result, 16 new N-alkyl-naphthoimidazoles derived from 6,6-dimethyl-
3,4,5,6-tetrahydrobenzoij7,8]chromeneij5,6-d]imidazole (the product of the reaction of β-lapachone with
paraformaldehyde) by its reaction with halo-alkanes were prepared and evaluated against the parasite and
peritoneal macrophages. The N1-n-hexyl and N3-n-hexyl naphthoimidazoles were 2.2 and 3.2 times more
active than the standard drug benznidazole with selectivity indices of 2.7 and 13.4, respectively. 2030-01-01