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A novel bis(pyrazolyl)methane compound as a potential agent against Gram-positive bacteria
This study was designed to propose alternative therapeutic compounds to fight against bacterial pathogens. Thus, a library of nitrogen-based compounds bis(triazolyl)methane (1T–7T) and bis(pyrazolyl)methane (1P–11P) was synthesised following previously reported methodologies and their antibacterial...
Autores principales: | , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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Nature Publishing Group UK
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8357914/ https://www.ncbi.nlm.nih.gov/pubmed/34381091 http://dx.doi.org/10.1038/s41598-021-95609-z |
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author | Seguí, Pedro Aguilera-Correa, John J. Domínguez-Jurado, Elena Sánchez-López, Christian M. Pérez-Tanoira, Ramón Ocaña, Ana V. Castro-Osma, José A. Esteban, Jaime Marcilla, Antonio Alonso-Moreno, Carlos Pérez-Martínez, Francisco C. Molina-Alarcón, Milagros |
author_facet | Seguí, Pedro Aguilera-Correa, John J. Domínguez-Jurado, Elena Sánchez-López, Christian M. Pérez-Tanoira, Ramón Ocaña, Ana V. Castro-Osma, José A. Esteban, Jaime Marcilla, Antonio Alonso-Moreno, Carlos Pérez-Martínez, Francisco C. Molina-Alarcón, Milagros |
author_sort | Seguí, Pedro |
collection | PubMed |
description | This study was designed to propose alternative therapeutic compounds to fight against bacterial pathogens. Thus, a library of nitrogen-based compounds bis(triazolyl)methane (1T–7T) and bis(pyrazolyl)methane (1P–11P) was synthesised following previously reported methodologies and their antibacterial activity was tested using the collection strains of Staphylococcus aureus, Enterococcus faecalis, Escherichia coli, and Pseudomonas aeruginosa. Moreover, the novel compound 2P was fully characterized by IR, UV–Vis and NMR spectroscopy. To evaluate antibacterial activity, minimal inhibitory concentrations (MICs), minimal bactericidal concentrations (MBCs), minimum biofilm inhibitory concentrations (MBICs), and minimum biofilm eradication concentrations (MBECs) assays were carried out at different concentrations (2–2000 µg/mL). The MTT assay and Resazurin viability assays were performed in both human liver carcinoma HepG2 and human colorectal adenocarcinoma Caco-2 cell lines at 48 h. Of all the synthesised compounds, 2P had an inhibitory effect on Gram-positive strains, especially against S. aureus. The MIC and MBC of 2P were 62.5 and 2000 µg/mL against S. aureus, and 250 and 2000 µg/mL against E. faecalis, respectively. However, these values were > 2000 µg/mL against E. coli and P. aeruginosa. In addition, the MBICs and MBECs of 2P against S. aureus were 125 and > 2000 µg/mL, respectively, whereas these values were > 2000 µg/mL against E. faecalis, E. coli, and P. aeruginosa. On the other hand, concentrations up to 250 µg/mL of 2P were non-toxic doses for eukaryotic cell cultures. Thus, according to the obtained results, the 2P nitrogen-based compound showed a promising anti-Gram-positive effect (especially against S. aureus) both on planktonic state and biofilm, at non-toxic concentrations. |
format | Online Article Text |
id | pubmed-8357914 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | Nature Publishing Group UK |
record_format | MEDLINE/PubMed |
spelling | pubmed-83579142021-08-13 A novel bis(pyrazolyl)methane compound as a potential agent against Gram-positive bacteria Seguí, Pedro Aguilera-Correa, John J. Domínguez-Jurado, Elena Sánchez-López, Christian M. Pérez-Tanoira, Ramón Ocaña, Ana V. Castro-Osma, José A. Esteban, Jaime Marcilla, Antonio Alonso-Moreno, Carlos Pérez-Martínez, Francisco C. Molina-Alarcón, Milagros Sci Rep Article This study was designed to propose alternative therapeutic compounds to fight against bacterial pathogens. Thus, a library of nitrogen-based compounds bis(triazolyl)methane (1T–7T) and bis(pyrazolyl)methane (1P–11P) was synthesised following previously reported methodologies and their antibacterial activity was tested using the collection strains of Staphylococcus aureus, Enterococcus faecalis, Escherichia coli, and Pseudomonas aeruginosa. Moreover, the novel compound 2P was fully characterized by IR, UV–Vis and NMR spectroscopy. To evaluate antibacterial activity, minimal inhibitory concentrations (MICs), minimal bactericidal concentrations (MBCs), minimum biofilm inhibitory concentrations (MBICs), and minimum biofilm eradication concentrations (MBECs) assays were carried out at different concentrations (2–2000 µg/mL). The MTT assay and Resazurin viability assays were performed in both human liver carcinoma HepG2 and human colorectal adenocarcinoma Caco-2 cell lines at 48 h. Of all the synthesised compounds, 2P had an inhibitory effect on Gram-positive strains, especially against S. aureus. The MIC and MBC of 2P were 62.5 and 2000 µg/mL against S. aureus, and 250 and 2000 µg/mL against E. faecalis, respectively. However, these values were > 2000 µg/mL against E. coli and P. aeruginosa. In addition, the MBICs and MBECs of 2P against S. aureus were 125 and > 2000 µg/mL, respectively, whereas these values were > 2000 µg/mL against E. faecalis, E. coli, and P. aeruginosa. On the other hand, concentrations up to 250 µg/mL of 2P were non-toxic doses for eukaryotic cell cultures. Thus, according to the obtained results, the 2P nitrogen-based compound showed a promising anti-Gram-positive effect (especially against S. aureus) both on planktonic state and biofilm, at non-toxic concentrations. Nature Publishing Group UK 2021-08-11 /pmc/articles/PMC8357914/ /pubmed/34381091 http://dx.doi.org/10.1038/s41598-021-95609-z Text en © The Author(s) 2021 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) . |
spellingShingle | Article Seguí, Pedro Aguilera-Correa, John J. Domínguez-Jurado, Elena Sánchez-López, Christian M. Pérez-Tanoira, Ramón Ocaña, Ana V. Castro-Osma, José A. Esteban, Jaime Marcilla, Antonio Alonso-Moreno, Carlos Pérez-Martínez, Francisco C. Molina-Alarcón, Milagros A novel bis(pyrazolyl)methane compound as a potential agent against Gram-positive bacteria |
title | A novel bis(pyrazolyl)methane compound as a potential agent against Gram-positive bacteria |
title_full | A novel bis(pyrazolyl)methane compound as a potential agent against Gram-positive bacteria |
title_fullStr | A novel bis(pyrazolyl)methane compound as a potential agent against Gram-positive bacteria |
title_full_unstemmed | A novel bis(pyrazolyl)methane compound as a potential agent against Gram-positive bacteria |
title_short | A novel bis(pyrazolyl)methane compound as a potential agent against Gram-positive bacteria |
title_sort | novel bis(pyrazolyl)methane compound as a potential agent against gram-positive bacteria |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8357914/ https://www.ncbi.nlm.nih.gov/pubmed/34381091 http://dx.doi.org/10.1038/s41598-021-95609-z |
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