Electrochemical, ESR, theoretical studies and in vitro anti-t. cruzi activity of 2-Organometallic-5-Nitro-benzimidazoles
Author
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Barriga González, Germán
Author
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Olivares Petit, Carla
Author
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Toro, Patricia M.
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Klahn, A. Hugo
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Olea Azar, Claudio
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Maya Arango, Juan D.
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Huentupil, Yosselin
Author
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Arancibia, Rodrigo
Admission date
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2020-05-20T20:48:05Z
Available date
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2020-05-20T20:48:05Z
Publication date
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2020
Cita de ítem
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J. Chil. Chem. Soc., 65, N°1 (2020): 4692-4696
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Identifier
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10.4067/S0717-97072020000104692
Identifier
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https://repositorio.uchile.cl/handle/2250/174870
Abstract
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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.
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Patrocinador
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Comisión Nacional de Investigación Cientifica y Tecnológica (CONICYT) CONICYT FONDECYT 1190327 1110669
VRID-UdeC 216.021.034-1.0