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

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...

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Autores principales:	Barriga-González,Germán, Olivares-Petit,Carla, Toro,Patricia M., Klahn,A. Hugo, Olea-Azar,Claudio, Maya,Juan D., Huentupil,Yosselin, Arancibia,Rodrigo
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2020
Materias:	Organometallic-benzimidazoles Cyclic voltammetry ESR Trypanocidal activity computational calculations DFT
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072020000104692
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spelling	oai:scielo:S0717-970720200001046922020-04-16ELECTROCHEMICAL, ESR, THEORETICAL STUDIES AND in vitro ANTI-T. cruzi ACTIVITY OF 2-ORGANOMETALLIC-5-NITRO-BENZIMIDAZOLESBarriga-González,GermánOlivares-Petit,CarlaToro,Patricia M.Klahn,A. HugoOlea-Azar,ClaudioMaya,Juan D.Huentupil,YosselinArancibia,Rodrigo Organometallic-benzimidazoles Cyclic voltammetry ESR Trypanocidal activity computational calculations DFT 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 electron-withdrawing 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.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.65 n.1 20202020-03-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072020000104692en10.4067/S0717-97072020000104692
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	Organometallic-benzimidazoles Cyclic voltammetry ESR Trypanocidal activity computational calculations DFT
spellingShingle	Organometallic-benzimidazoles Cyclic voltammetry ESR Trypanocidal activity computational calculations DFT Barriga-González,Germán Olivares-Petit,Carla Toro,Patricia M. Klahn,A. Hugo Olea-Azar,Claudio Maya,Juan D. Huentupil,Yosselin Arancibia,Rodrigo ELECTROCHEMICAL, ESR, THEORETICAL STUDIES AND in vitro ANTI-T. cruzi ACTIVITY OF 2-ORGANOMETALLIC-5-NITRO-BENZIMIDAZOLES
description	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 electron-withdrawing 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.
author	Barriga-González,Germán Olivares-Petit,Carla Toro,Patricia M. Klahn,A. Hugo Olea-Azar,Claudio Maya,Juan D. Huentupil,Yosselin Arancibia,Rodrigo
author_facet	Barriga-González,Germán Olivares-Petit,Carla Toro,Patricia M. Klahn,A. Hugo Olea-Azar,Claudio Maya,Juan D. Huentupil,Yosselin Arancibia,Rodrigo
author_sort	Barriga-González,Germán
title	ELECTROCHEMICAL, ESR, THEORETICAL STUDIES AND in vitro ANTI-T. cruzi ACTIVITY OF 2-ORGANOMETALLIC-5-NITRO-BENZIMIDAZOLES
title_short	ELECTROCHEMICAL, ESR, THEORETICAL STUDIES AND in vitro ANTI-T. cruzi ACTIVITY OF 2-ORGANOMETALLIC-5-NITRO-BENZIMIDAZOLES
title_full	ELECTROCHEMICAL, ESR, THEORETICAL STUDIES AND in vitro ANTI-T. cruzi ACTIVITY OF 2-ORGANOMETALLIC-5-NITRO-BENZIMIDAZOLES
title_fullStr	ELECTROCHEMICAL, ESR, THEORETICAL STUDIES AND in vitro ANTI-T. cruzi ACTIVITY OF 2-ORGANOMETALLIC-5-NITRO-BENZIMIDAZOLES
title_full_unstemmed	ELECTROCHEMICAL, ESR, THEORETICAL STUDIES AND in vitro ANTI-T. cruzi ACTIVITY OF 2-ORGANOMETALLIC-5-NITRO-BENZIMIDAZOLES
title_sort	electrochemical, esr, theoretical studies and in vitro anti-t. cruzi activity of 2-organometallic-5-nitro-benzimidazoles
publisher	Sociedad Chilena de Química
publishDate	2020
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072020000104692
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ELECTROCHEMICAL, ESR, THEORETICAL STUDIES AND in vitro ANTI-T. cruzi ACTIVITY OF 2-ORGANOMETALLIC-5-NITRO-BENZIMIDAZOLES

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