A novel bis(pyrazolyl)methane compound as a potential agent against Gram-positive bacteria

Abstract 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 antib...

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Autores principales:	Pedro Seguí, John J. Aguilera-Correa, Elena Domínguez-Jurado, Christian M. Sánchez-López, Ramón Pérez-Tanoira, Ana V. Ocaña, José A. Castro-Osma, Jaime Esteban, Antonio Marcilla, Carlos Alonso-Moreno, Francisco C. Pérez-Martínez, Milagros Molina-Alarcón
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2021
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/d7cf4a045fdd4394aaba1c44da275b66
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spelling	oai:doaj.org-article:d7cf4a045fdd4394aaba1c44da275b662021-12-02T18:50:57ZA novel bis(pyrazolyl)methane compound as a potential agent against Gram-positive bacteria10.1038/s41598-021-95609-z2045-2322https://doaj.org/article/d7cf4a045fdd4394aaba1c44da275b662021-08-01T00:00:00Zhttps://doi.org/10.1038/s41598-021-95609-zhttps://doaj.org/toc/2045-2322Abstract 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.Pedro SeguíJohn J. Aguilera-CorreaElena Domínguez-JuradoChristian M. Sánchez-LópezRamón Pérez-TanoiraAna V. OcañaJosé A. Castro-OsmaJaime EstebanAntonio MarcillaCarlos Alonso-MorenoFrancisco C. Pérez-MartínezMilagros Molina-AlarcónNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 11, Iss 1, Pp 1-10 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q Pedro Seguí John J. Aguilera-Correa Elena Domínguez-Jurado Christian M. Sánchez-López Ramón Pérez-Tanoira Ana V. Ocaña José A. Castro-Osma Jaime Esteban Antonio Marcilla Carlos Alonso-Moreno Francisco C. Pérez-Martínez Milagros Molina-Alarcón A novel bis(pyrazolyl)methane compound as a potential agent against Gram-positive bacteria
description	Abstract 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	article
author	Pedro Seguí John J. Aguilera-Correa Elena Domínguez-Jurado Christian M. Sánchez-López Ramón Pérez-Tanoira Ana V. Ocaña José A. Castro-Osma Jaime Esteban Antonio Marcilla Carlos Alonso-Moreno Francisco C. Pérez-Martínez Milagros Molina-Alarcón
author_facet	Pedro Seguí John J. Aguilera-Correa Elena Domínguez-Jurado Christian M. Sánchez-López Ramón Pérez-Tanoira Ana V. Ocaña José A. Castro-Osma Jaime Esteban Antonio Marcilla Carlos Alonso-Moreno Francisco C. Pérez-Martínez Milagros Molina-Alarcón
author_sort	Pedro Seguí
title	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_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_sort	novel bis(pyrazolyl)methane compound as a potential agent against gram-positive bacteria
publisher	Nature Portfolio
publishDate	2021
url	https://doaj.org/article/d7cf4a045fdd4394aaba1c44da275b66
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A novel bis(pyrazolyl)methane compound as a potential agent against Gram-positive bacteria

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