ELECTROCHEMICAL, ESR, THEORETICAL STUDIES AND in vitro ANTI-T. cruzi ACTIVITY OF 2-ORGANOMETALLIC-5-NITRO-BENZIMIDAZOLES

Germán Barriga-González; Carla Olivares-Petit; Patricia M. Toro; A. Hugo Klahn; Claudio Olea-Azar; Juan D. Maya; Yosselin Huentupil; Rodrigo Arancibia

Keywords: cyclic voltammetry, esr, dft, trypanocidal activity, Organometallic-benzimidazoles, computational calculations

Abstract

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 (η5-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.

Más información

Título según SCOPUS: Electrochemical, ESR, theoretical studies and in vitro anti-T. cruzi activity of 2-organometallic-5-nitro-benzimidazoles
Título según SCIELO: ELECTROCHEMICAL, ESR, THEORETICAL STUDIES AND in vitro ANTI-T. cruzi ACTIVITY OF 2-ORGANOMETALLIC-5-NITRO-BENZIMIDAZOLES
Volumen: 65
Número: 1
Fecha de publicación: 2020
Página final: 4696
Idioma: English
DOI:

10.4067/S0717-97072020000104692

Notas: SCIELO, SCOPUS