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Biological Activity and Molecular Structures of Bis(benzimidazole) and Trithiocyanurate Complexes
1-(1H-Benzimidazol-2-yl)-N-(1H-benzimidazol-2-ylmethyl)methanamine (abb) and 2-(1H-benzimidazol-2-ylmethylsulfanylmethyl)-1H-benzimidazole (tbb) have been prepared and characterized by elemental analysis. These bis(benzimidazoles) have been further used in combination with trithiocyanuric acid for t...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6272323/ https://www.ncbi.nlm.nih.gov/pubmed/26053490 http://dx.doi.org/10.3390/molecules200610360 |
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author | Kopel, Pavel Wawrzak, Dorota Langer, Vratislav Cihalova, Kristyna Chudobova, Dagmar Vesely, Radek Adam, Vojtech Kizek, Rene |
author_facet | Kopel, Pavel Wawrzak, Dorota Langer, Vratislav Cihalova, Kristyna Chudobova, Dagmar Vesely, Radek Adam, Vojtech Kizek, Rene |
author_sort | Kopel, Pavel |
collection | PubMed |
description | 1-(1H-Benzimidazol-2-yl)-N-(1H-benzimidazol-2-ylmethyl)methanamine (abb) and 2-(1H-benzimidazol-2-ylmethylsulfanylmethyl)-1H-benzimidazole (tbb) have been prepared and characterized by elemental analysis. These bis(benzimidazoles) have been further used in combination with trithiocyanuric acid for the preparation of complexes. The crystal and molecular structures of two of them have been solved. Each nickel atom in the structure of trinuclear complex [Ni(3)(abb)(3)(H(2)O)(3)(μ-ttc)](ClO(4))(3)·3H(2)O·EtOH (1), where ttcH(3) = trithiocyanuric acid, is coordinated with three N atoms of abb, the N,S donor set of ttc anion and an oxygen of a water molecule. The crystal of [(tbbH(2))(ttcH(2))(2)(ttcH(3))(H(2)O)] (2) is composed of a protonated bis(benzimidazole), two ttcH(2) anions, ttcH(3) and water. The structure is stabilized by a network of hydrogen bonds. These compounds were primarily synthesized for their potential antimicrobial activity and hence their possible use in the treatment of infections caused by bacteria or yeasts (fungi). The antimicrobial and antifungal activity of the prepared compounds have been evaluated on a wide spectrum of bacterial and yeast strains and clinical specimens isolated from patients with infectious wounds and the best antimicrobial properties were observed in strains after the use of ligand abb and complex 1, when at least 80% growth inhibition was achieved. |
format | Online Article Text |
id | pubmed-6272323 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62723232018-12-31 Biological Activity and Molecular Structures of Bis(benzimidazole) and Trithiocyanurate Complexes Kopel, Pavel Wawrzak, Dorota Langer, Vratislav Cihalova, Kristyna Chudobova, Dagmar Vesely, Radek Adam, Vojtech Kizek, Rene Molecules Article 1-(1H-Benzimidazol-2-yl)-N-(1H-benzimidazol-2-ylmethyl)methanamine (abb) and 2-(1H-benzimidazol-2-ylmethylsulfanylmethyl)-1H-benzimidazole (tbb) have been prepared and characterized by elemental analysis. These bis(benzimidazoles) have been further used in combination with trithiocyanuric acid for the preparation of complexes. The crystal and molecular structures of two of them have been solved. Each nickel atom in the structure of trinuclear complex [Ni(3)(abb)(3)(H(2)O)(3)(μ-ttc)](ClO(4))(3)·3H(2)O·EtOH (1), where ttcH(3) = trithiocyanuric acid, is coordinated with three N atoms of abb, the N,S donor set of ttc anion and an oxygen of a water molecule. The crystal of [(tbbH(2))(ttcH(2))(2)(ttcH(3))(H(2)O)] (2) is composed of a protonated bis(benzimidazole), two ttcH(2) anions, ttcH(3) and water. The structure is stabilized by a network of hydrogen bonds. These compounds were primarily synthesized for their potential antimicrobial activity and hence their possible use in the treatment of infections caused by bacteria or yeasts (fungi). The antimicrobial and antifungal activity of the prepared compounds have been evaluated on a wide spectrum of bacterial and yeast strains and clinical specimens isolated from patients with infectious wounds and the best antimicrobial properties were observed in strains after the use of ligand abb and complex 1, when at least 80% growth inhibition was achieved. MDPI 2015-06-04 /pmc/articles/PMC6272323/ /pubmed/26053490 http://dx.doi.org/10.3390/molecules200610360 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Kopel, Pavel Wawrzak, Dorota Langer, Vratislav Cihalova, Kristyna Chudobova, Dagmar Vesely, Radek Adam, Vojtech Kizek, Rene Biological Activity and Molecular Structures of Bis(benzimidazole) and Trithiocyanurate Complexes |
title | Biological Activity and Molecular Structures of Bis(benzimidazole) and Trithiocyanurate Complexes |
title_full | Biological Activity and Molecular Structures of Bis(benzimidazole) and Trithiocyanurate Complexes |
title_fullStr | Biological Activity and Molecular Structures of Bis(benzimidazole) and Trithiocyanurate Complexes |
title_full_unstemmed | Biological Activity and Molecular Structures of Bis(benzimidazole) and Trithiocyanurate Complexes |
title_short | Biological Activity and Molecular Structures of Bis(benzimidazole) and Trithiocyanurate Complexes |
title_sort | biological activity and molecular structures of bis(benzimidazole) and trithiocyanurate complexes |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6272323/ https://www.ncbi.nlm.nih.gov/pubmed/26053490 http://dx.doi.org/10.3390/molecules200610360 |
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