Article
Imidazoles from nitroallylic acetates and α-bromonitroalkenes with amidines: synthesis and trypanocidal activity studies
Registro en:
GOPI, Elumalai; et al. Imidazoles from nitroallylic acetates and α-bromonitroalkenes with amidines: synthesis and trypanocidal activity studies. Org. Biomol. Chem., v.13, p.9862-9871, Aug. 2015.
1477-0520
10.1039/c5ob01444a
1477-0539
Autor
Gopi, Elumalai
Kumar, Tarun
Menna Barreto, Rubem F. S.
Valença, Wagner O.
Silva Júnior, Eufrânio N. da
Namboothir, Irishi N. N.
Resumen
Cascade reactions of amidines with nitroallylic acetates and α-bromonitroalkenes provide potentially bioactive
imidazoles in good to excellent yields in most cases. While 2,4-disubstituted imidazol-5-yl acetates
are formed in the first case, 2,4-disubstituted imidazoles, bearing no substituent at position 5, are the products
in the second case. These two series of imidazoles, viz. 2,4,5-trisubstituted and 2,4-disubstituted,
were screened for their activity against the protozoan parasite Trypanosoma cruzi which is responsible for
Chagas disease. As many as three compounds were as active as the standard benznidazole and two
others were 2–3-fold more active highlighting the potential of substituted imidazoles, easily accessible
from nitroalkenes, as possible anti-parasitic agents.