The characterization of anti-T. cruzi activity relationships between ferrocenyl, cyrhetrenyl complexes and ROS release

César Echeverría; Valentina Romero; Rodrigo Arancibia; Hugo Klahn; Ignacio Montorfano; Ricardo Armisen; Vincenzo Borgna; Felipe Simon; Rodrigo Ramirez-Tagle

doi:10.1007/s10534-016-9953-1

The characterization of anti-T. cruzi activity relationships between ferrocenyl, cyrhetrenyl complexes and ROS release

César Echeverría, Valentina Romero, Rodrigo Arancibia, Hugo Klahn, Ignacio Montorfano, Ricardo Armisen, Vincenzo Borgna, Felipe Simon, Rodrigo Ramirez-Tagle

Life Sciences School

Research output: Contribution to journal › Article › peer-review

14 Citations (Scopus)

Abstract

Trypanosoma cruzi (T. cruzi) is the parasite that causes Chagas disease. Nifurtimox is the most used drug against the T. cruzi, this drug increases intermediaries nitro group, being mainly responsible for the high toxicity component, for this reason it is important to study new organic compounds and thus improve therapeutic strategies against Chagas disease. The electronic effects of ferrocenyl and cyrhetrenyl fragments were investigated by DFT calculation. A close correlation was found between HOMO–LUMO gap of nitro radical NO₂ ⁻ with the experimental reduction potential found for nitro group and IC₅₀ of two forms the T. cruzi (epimastigote and trypomastigote). The IC₅₀ on human hepatoma cells is higher for both compounds compared to IC₅₀ demonstrated in the two forms the T. cruzi, and additionally show reactive oxygen species release. The information obtained in this paper could generate two new drugs with anti-T. cruzi activity, but additional studies are needed.

Original language	English
Pages (from-to)	743-749
Number of pages	7
Journal	BioMetals
Volume	29
Issue number	4
DOIs	https://doi.org/10.1007/s10534-016-9953-1
Publication status	Published - 1 Aug 2016

Keywords

Anti-chagasic
DFT
Reactive oxygen species
Trypanosoma cruzi

ASJC Scopus subject areas

Biomaterials
General Biochemistry,Genetics and Molecular Biology
General Agricultural and Biological Sciences
Metals and Alloys

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10.1007/s10534-016-9953-1

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title = "The characterization of anti-T. cruzi activity relationships between ferrocenyl, cyrhetrenyl complexes and ROS release",

abstract = "Trypanosoma cruzi (T. cruzi) is the parasite that causes Chagas disease. Nifurtimox is the most used drug against the T. cruzi, this drug increases intermediaries nitro group, being mainly responsible for the high toxicity component, for this reason it is important to study new organic compounds and thus improve therapeutic strategies against Chagas disease. The electronic effects of ferrocenyl and cyrhetrenyl fragments were investigated by DFT calculation. A close correlation was found between HOMO–LUMO gap of nitro radical NO2 − with the experimental reduction potential found for nitro group and IC50 of two forms the T. cruzi (epimastigote and trypomastigote). The IC50 on human hepatoma cells is higher for both compounds compared to IC50 demonstrated in the two forms the T. cruzi, and additionally show reactive oxygen species release. The information obtained in this paper could generate two new drugs with anti-T. cruzi activity, but additional studies are needed.",

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author = "C{\'e}sar Echeverr{\'i}a and Valentina Romero and Rodrigo Arancibia and Hugo Klahn and Ignacio Montorfano and Ricardo Armisen and Vincenzo Borgna and Felipe Simon and Rodrigo Ramirez-Tagle",

note = "Funding Information: This work was supported by the research grants from Fondo Nacional de Desarrollo Cient{\'i}fico y Tecnol{\'o}gico—Fondecyt 11130007 (R.R-T.), 3140448 (C.E.), 1121078 (F.S.), 1120286 (R.A.), Millennium Institute on Immunology and Immunotherapy P09-016-F (F.S.) and UNAB DI-741-15/N (F.S.). Publisher Copyright: {\textcopyright} 2016, Springer Science+Business Media New York.",

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AU - Echeverría, César

AU - Romero, Valentina

AU - Arancibia, Rodrigo

AU - Klahn, Hugo

AU - Montorfano, Ignacio

AU - Armisen, Ricardo

AU - Borgna, Vincenzo

AU - Simon, Felipe

AU - Ramirez-Tagle, Rodrigo

N1 - Funding Information: This work was supported by the research grants from Fondo Nacional de Desarrollo Científico y Tecnológico—Fondecyt 11130007 (R.R-T.), 3140448 (C.E.), 1121078 (F.S.), 1120286 (R.A.), Millennium Institute on Immunology and Immunotherapy P09-016-F (F.S.) and UNAB DI-741-15/N (F.S.). Publisher Copyright: © 2016, Springer Science+Business Media New York.

PY - 2016/8/1

Y1 - 2016/8/1

N2 - Trypanosoma cruzi (T. cruzi) is the parasite that causes Chagas disease. Nifurtimox is the most used drug against the T. cruzi, this drug increases intermediaries nitro group, being mainly responsible for the high toxicity component, for this reason it is important to study new organic compounds and thus improve therapeutic strategies against Chagas disease. The electronic effects of ferrocenyl and cyrhetrenyl fragments were investigated by DFT calculation. A close correlation was found between HOMO–LUMO gap of nitro radical NO2 − with the experimental reduction potential found for nitro group and IC50 of two forms the T. cruzi (epimastigote and trypomastigote). The IC50 on human hepatoma cells is higher for both compounds compared to IC50 demonstrated in the two forms the T. cruzi, and additionally show reactive oxygen species release. The information obtained in this paper could generate two new drugs with anti-T. cruzi activity, but additional studies are needed.

AB - Trypanosoma cruzi (T. cruzi) is the parasite that causes Chagas disease. Nifurtimox is the most used drug against the T. cruzi, this drug increases intermediaries nitro group, being mainly responsible for the high toxicity component, for this reason it is important to study new organic compounds and thus improve therapeutic strategies against Chagas disease. The electronic effects of ferrocenyl and cyrhetrenyl fragments were investigated by DFT calculation. A close correlation was found between HOMO–LUMO gap of nitro radical NO2 − with the experimental reduction potential found for nitro group and IC50 of two forms the T. cruzi (epimastigote and trypomastigote). The IC50 on human hepatoma cells is higher for both compounds compared to IC50 demonstrated in the two forms the T. cruzi, and additionally show reactive oxygen species release. The information obtained in this paper could generate two new drugs with anti-T. cruzi activity, but additional studies are needed.

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KW - DFT

KW - Reactive oxygen species

KW - Trypanosoma cruzi

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The characterization of anti-T. cruzi activity relationships between ferrocenyl, cyrhetrenyl complexes and ROS release

Abstract

Keywords

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