Synthesis, Structural Studies and Molecular Modelling of a Novel Imidazoline Derivative with Antifungal Activity

Six novel imidazoline derivatives were synthesized and tested in antifungal assays. One of the compounds, N-cyclohexyl-2-imino-3-(4-nitrophenyl)imidazolidine-1-carboxamide showed moderate activity against several clinical strains of Candida albicans. Its structure was solved by X-ray crystallography...

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Autores principales: Wróbel, Tomasz M., Kosikowska, Urszula, Kaczor, Agnieszka A., Andrzejczuk, Sylwia, Karczmarzyk, Zbigniew, Wysocki, Waldemar, Urbańczyk-Lipkowska, Zofia, Morawiak, Maja, Matosiuk, Dariusz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332182/
https://www.ncbi.nlm.nih.gov/pubmed/26287137
http://dx.doi.org/10.3390/molecules200814761
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author Wróbel, Tomasz M.
Kosikowska, Urszula
Kaczor, Agnieszka A.
Andrzejczuk, Sylwia
Karczmarzyk, Zbigniew
Wysocki, Waldemar
Urbańczyk-Lipkowska, Zofia
Morawiak, Maja
Matosiuk, Dariusz
author_facet Wróbel, Tomasz M.
Kosikowska, Urszula
Kaczor, Agnieszka A.
Andrzejczuk, Sylwia
Karczmarzyk, Zbigniew
Wysocki, Waldemar
Urbańczyk-Lipkowska, Zofia
Morawiak, Maja
Matosiuk, Dariusz
author_sort Wróbel, Tomasz M.
collection PubMed
description Six novel imidazoline derivatives were synthesized and tested in antifungal assays. One of the compounds, N-cyclohexyl-2-imino-3-(4-nitrophenyl)imidazolidine-1-carboxamide showed moderate activity against several clinical strains of Candida albicans. Its structure was solved by X-ray crystallography and its mode of action was deduced using molecular modelling. It was found to be similar to that of fluconazole. The potential for further optimization including SAR of the compound is briefly discussed.
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spelling pubmed-63321822019-01-24 Synthesis, Structural Studies and Molecular Modelling of a Novel Imidazoline Derivative with Antifungal Activity Wróbel, Tomasz M. Kosikowska, Urszula Kaczor, Agnieszka A. Andrzejczuk, Sylwia Karczmarzyk, Zbigniew Wysocki, Waldemar Urbańczyk-Lipkowska, Zofia Morawiak, Maja Matosiuk, Dariusz Molecules Article Six novel imidazoline derivatives were synthesized and tested in antifungal assays. One of the compounds, N-cyclohexyl-2-imino-3-(4-nitrophenyl)imidazolidine-1-carboxamide showed moderate activity against several clinical strains of Candida albicans. Its structure was solved by X-ray crystallography and its mode of action was deduced using molecular modelling. It was found to be similar to that of fluconazole. The potential for further optimization including SAR of the compound is briefly discussed. MDPI 2015-08-13 /pmc/articles/PMC6332182/ /pubmed/26287137 http://dx.doi.org/10.3390/molecules200814761 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
Wróbel, Tomasz M.
Kosikowska, Urszula
Kaczor, Agnieszka A.
Andrzejczuk, Sylwia
Karczmarzyk, Zbigniew
Wysocki, Waldemar
Urbańczyk-Lipkowska, Zofia
Morawiak, Maja
Matosiuk, Dariusz
Synthesis, Structural Studies and Molecular Modelling of a Novel Imidazoline Derivative with Antifungal Activity
title Synthesis, Structural Studies and Molecular Modelling of a Novel Imidazoline Derivative with Antifungal Activity
title_full Synthesis, Structural Studies and Molecular Modelling of a Novel Imidazoline Derivative with Antifungal Activity
title_fullStr Synthesis, Structural Studies and Molecular Modelling of a Novel Imidazoline Derivative with Antifungal Activity
title_full_unstemmed Synthesis, Structural Studies and Molecular Modelling of a Novel Imidazoline Derivative with Antifungal Activity
title_short Synthesis, Structural Studies and Molecular Modelling of a Novel Imidazoline Derivative with Antifungal Activity
title_sort synthesis, structural studies and molecular modelling of a novel imidazoline derivative with antifungal activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332182/
https://www.ncbi.nlm.nih.gov/pubmed/26287137
http://dx.doi.org/10.3390/molecules200814761
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