Artículo de revista
Electrochemical, ESR, theoretical studies and in vitro anti-t. cruzi activity of 2-Organometallic-5-Nitro-benzimidazoles
Fecha
2020Registro en:
J. Chil. Chem. Soc., 65, N°1 (2020): 4692-4696
10.4067/S0717-97072020000104692
Autor
Barriga González, Germán
Olivares Petit, Carla
Toro, Patricia M.
Klahn, A. Hugo
Olea Azar, Claudio
Maya Arango, Juan D.
Huentupil, Yosselin
Arancibia, Rodrigo
Institución
Resumen
The bioorganometallic compounds 2-cyrhetrenyl-5-nitro-benzimidazole (Bzn-1) and 2-ferrocenyl-5-nitro-benzimidazole (Bzn-2) have been proposed as potential anti-Trypanosoma cruzi agents. In this regard, electrochemical, electron spin resonance and biological studies were carried out. Cyclic voltammetry experiments showed the generation of nitro anion radical derivatives and a self-protonation process was observed. Nitro anion radicals generated were characterized and analyzed using electron spin resonance spectroscopy. The compounds were tested in vitro against Trypanosoma cruzi (Dm28c strain). Biological evaluation display that 2-cyrhetrenyl-5-nitro-benzimidazole (Bzn-1) was more active than its ferrocene analogue (Bzn-2) and purely organic derivate (Bzn-3), associated with the electronwithdrawing properties of the (eta(5)-C5H4)Re(CO)(3) moiety. Finally, theoretical studies were carried out in order to elucidate the correlation between organometallic fragment, nitro-reduction potentials and trypanocidal activity.