Synthesis, crystal structure, catalytic and anti-Trypanosoma cruzi activity of a new chromium(III) complex containing bis(3,5-dimethylpyrazol-1-yl)methane

John Hurtado; Laura Ibarra; David Yepes; Paola García-Huertas; Mario A. Macías; Omar Triana-Chavez; Edgar Nagles; Leopoldo Suescun; Alvaro Muñoz-Castro

doi:10.1016/j.molstruc.2017.06.014

Synthesis, crystal structure, catalytic and anti-Trypanosoma cruzi activity of a new chromium(III) complex containing bis(3,5-dimethylpyrazol-1-yl)methane

John Hurtado, Laura Ibarra, David Yepes, Paola García-Huertas, Mario A. Macías, Omar Triana-Chavez, Edgar Nagles, Leopoldo Suescun, Alvaro Muñoz-Castro

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14 Scopus citations

Abstract

The reaction of CrCl₃6H₂O with the ligand bis(3,5-dimethylpyrazol-1-yl)methane (L) yielded the cationic complex [(Cr(L)(H₂O)₂Cl₂]⁺, which crystallized as the chloride trihydrate [(Cr(L)(H₂O)₂Cl₂]Cl·3H₂O. The chromium complex was characterized by elemental analysis, electrical conductivity, Infrared and Ultraviolet/Visible spectroscopy. The crystal structure determination using single-crystal X-ray diffraction showed a chromium center in a distorted octahedral coordination sphere. In the crystal, the packing was directed by O[sbnd]H⋯(O,Cl) hydrogen bonds and weak C[sbnd]H⋯O interactions to build a monoclinic P2₁/c supramolecular structure. The complex showed excellent properties as an initiator for the ring opening polymerization of є-caprolactone (CL) under solvent-free conditions. The obtained polymer showed high crystallinity (89.9%) and a decomposition temperature above 475 °C. In addition, the new complex was evaluated against epimastigotes from Trypanosoma cruzi (T. cruzi) strains. The results indicated that this complex has a high activity against this parasite with a minimum inhibitory concentration 50 (MIC₅₀) of 1.08 μg/mL. Interestingly, this compound showed little effect on erythrocytes, indicating that it is not cytotoxic. These results provide interesting contributions to the design of metal complexes by using simple and accessible ligands with activity against T. cruzi and with potential applications in the polymerization of CL.

Original language	English
Pages (from-to)	365-372
Number of pages	8
Journal	Journal of Molecular Structure
Volume	1146
DOIs	https://doi.org/10.1016/j.molstruc.2017.06.014
State	Published - 15 Oct 2017

Bibliographical note

Funding Information:
Thanks to the Department of Chemistry and the School of Science of the Universidad de los Andes for the financial support. O. Triana acknowledges the Universidad de Antioquia-UdeA. E. Nagles acknowledges the Ibague University project 16-416-INT. M. Macías wishes to thank ANII (EQC_2012_07), CSIC and Facultad de Química for the funds to purchase the diffractometer. MAM also thanks ANII for his post-doctoral contract (PD_NAC_2014_1_102409). A. Muñoz-Castro thanks FONDECYT 1140359 for financial support. We thank the reviewers and editor for their useful comments.

Publisher Copyright:
© 2017 Elsevier B.V.

Keywords

Chromium complex
Crystal structure
Ring opening polymerization
Trypanosoma cruzi
ε-caprolactone

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10.1016/j.molstruc.2017.06.014

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Hurtado, J., Ibarra, L., Yepes, D., García-Huertas, P., Macías, M. A., Triana-Chavez, O., Nagles, E., Suescun, L., & Muñoz-Castro, A. (2017). Synthesis, crystal structure, catalytic and anti-Trypanosoma cruzi activity of a new chromium(III) complex containing bis(3,5-dimethylpyrazol-1-yl)methane. Journal of Molecular Structure, 1146, 365-372. https://doi.org/10.1016/j.molstruc.2017.06.014

@article{5bafe53a9cbc46d78c59cb33e78f1928,

title = "Synthesis, crystal structure, catalytic and anti-Trypanosoma cruzi activity of a new chromium(III) complex containing bis(3,5-dimethylpyrazol-1-yl)methane",

abstract = "The reaction of CrCl36H2O with the ligand bis(3,5-dimethylpyrazol-1-yl)methane (L) yielded the cationic complex [(Cr(L)(H2O)2Cl2]+, which crystallized as the chloride trihydrate [(Cr(L)(H2O)2Cl2]Cl·3H2O. The chromium complex was characterized by elemental analysis, electrical conductivity, Infrared and Ultraviolet/Visible spectroscopy. The crystal structure determination using single-crystal X-ray diffraction showed a chromium center in a distorted octahedral coordination sphere. In the crystal, the packing was directed by O[sbnd]H⋯(O,Cl) hydrogen bonds and weak C[sbnd]H⋯O interactions to build a monoclinic P21/c supramolecular structure. The complex showed excellent properties as an initiator for the ring opening polymerization of є-caprolactone (CL) under solvent-free conditions. The obtained polymer showed high crystallinity (89.9%) and a decomposition temperature above 475 °C. In addition, the new complex was evaluated against epimastigotes from Trypanosoma cruzi (T. cruzi) strains. The results indicated that this complex has a high activity against this parasite with a minimum inhibitory concentration 50 (MIC50) of 1.08 μg/mL. Interestingly, this compound showed little effect on erythrocytes, indicating that it is not cytotoxic. These results provide interesting contributions to the design of metal complexes by using simple and accessible ligands with activity against T. cruzi and with potential applications in the polymerization of CL.",

keywords = "Chromium complex, Crystal structure, Ring opening polymerization, Trypanosoma cruzi, ε-caprolactone",

author = "John Hurtado and Laura Ibarra and David Yepes and Paola Garc{\'i}a-Huertas and Mac{\'i}as, {Mario A.} and Omar Triana-Chavez and Edgar Nagles and Leopoldo Suescun and Alvaro Mu{\~n}oz-Castro",

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Hurtado, J, Ibarra, L, Yepes, D, García-Huertas, P, Macías, MA, Triana-Chavez, O, Nagles, E, Suescun, L & Muñoz-Castro, A 2017, 'Synthesis, crystal structure, catalytic and anti-Trypanosoma cruzi activity of a new chromium(III) complex containing bis(3,5-dimethylpyrazol-1-yl)methane', Journal of Molecular Structure, vol. 1146, pp. 365-372. https://doi.org/10.1016/j.molstruc.2017.06.014

TY - JOUR

T1 - Synthesis, crystal structure, catalytic and anti-Trypanosoma cruzi activity of a new chromium(III) complex containing bis(3,5-dimethylpyrazol-1-yl)methane

AU - Hurtado, John

AU - Ibarra, Laura

AU - Yepes, David

AU - García-Huertas, Paola

AU - Macías, Mario A.

AU - Triana-Chavez, Omar

AU - Nagles, Edgar

AU - Suescun, Leopoldo

AU - Muñoz-Castro, Alvaro

PY - 2017/10/15

Y1 - 2017/10/15

N2 - The reaction of CrCl36H2O with the ligand bis(3,5-dimethylpyrazol-1-yl)methane (L) yielded the cationic complex [(Cr(L)(H2O)2Cl2]+, which crystallized as the chloride trihydrate [(Cr(L)(H2O)2Cl2]Cl·3H2O. The chromium complex was characterized by elemental analysis, electrical conductivity, Infrared and Ultraviolet/Visible spectroscopy. The crystal structure determination using single-crystal X-ray diffraction showed a chromium center in a distorted octahedral coordination sphere. In the crystal, the packing was directed by O[sbnd]H⋯(O,Cl) hydrogen bonds and weak C[sbnd]H⋯O interactions to build a monoclinic P21/c supramolecular structure. The complex showed excellent properties as an initiator for the ring opening polymerization of є-caprolactone (CL) under solvent-free conditions. The obtained polymer showed high crystallinity (89.9%) and a decomposition temperature above 475 °C. In addition, the new complex was evaluated against epimastigotes from Trypanosoma cruzi (T. cruzi) strains. The results indicated that this complex has a high activity against this parasite with a minimum inhibitory concentration 50 (MIC50) of 1.08 μg/mL. Interestingly, this compound showed little effect on erythrocytes, indicating that it is not cytotoxic. These results provide interesting contributions to the design of metal complexes by using simple and accessible ligands with activity against T. cruzi and with potential applications in the polymerization of CL.

AB - The reaction of CrCl36H2O with the ligand bis(3,5-dimethylpyrazol-1-yl)methane (L) yielded the cationic complex [(Cr(L)(H2O)2Cl2]+, which crystallized as the chloride trihydrate [(Cr(L)(H2O)2Cl2]Cl·3H2O. The chromium complex was characterized by elemental analysis, electrical conductivity, Infrared and Ultraviolet/Visible spectroscopy. The crystal structure determination using single-crystal X-ray diffraction showed a chromium center in a distorted octahedral coordination sphere. In the crystal, the packing was directed by O[sbnd]H⋯(O,Cl) hydrogen bonds and weak C[sbnd]H⋯O interactions to build a monoclinic P21/c supramolecular structure. The complex showed excellent properties as an initiator for the ring opening polymerization of є-caprolactone (CL) under solvent-free conditions. The obtained polymer showed high crystallinity (89.9%) and a decomposition temperature above 475 °C. In addition, the new complex was evaluated against epimastigotes from Trypanosoma cruzi (T. cruzi) strains. The results indicated that this complex has a high activity against this parasite with a minimum inhibitory concentration 50 (MIC50) of 1.08 μg/mL. Interestingly, this compound showed little effect on erythrocytes, indicating that it is not cytotoxic. These results provide interesting contributions to the design of metal complexes by using simple and accessible ligands with activity against T. cruzi and with potential applications in the polymerization of CL.

KW - Chromium complex

KW - Crystal structure

KW - Ring opening polymerization

KW - Trypanosoma cruzi

KW - ε-caprolactone

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U2 - 10.1016/j.molstruc.2017.06.014

DO - 10.1016/j.molstruc.2017.06.014

M3 - Artículo

AN - SCOPUS:85020478963

SN - 0022-2860

VL - 1146

SP - 365

EP - 372

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

ER -

Synthesis, crystal structure, catalytic and anti-Trypanosoma cruzi activity of a new chromium(III) complex containing bis(3,5-dimethylpyrazol-1-yl)methane

Abstract

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Keywords

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