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Design, Spectroscopy, and Assessment of Cholinesterase Inhibition and Antimicrobial Activities of Novel Coumarin–Thiadiazole Hybrids

A novel series of coumarin–thiadiazole hybrids, derived from substituted coumarin-3-carboxylic acids was isolated and fully characterized with the use of a number of spectroscopic techniques and XRD crystallography. Several of the novel compounds showed intensive fluorescence in the visible region,...

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Autores principales: Karcz, Dariusz, Starzak, Karolina, Ciszkowicz, Ewa, Lecka-Szlachta, Katarzyna, Kamiński, Daniel, Creaven, Bernadette, Miłoś, Anna, Jenkins, Hollie, Ślusarczyk, Lidia, Matwijczuk, Arkadiusz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9180949/
https://www.ncbi.nlm.nih.gov/pubmed/35682998
http://dx.doi.org/10.3390/ijms23116314
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author Karcz, Dariusz
Starzak, Karolina
Ciszkowicz, Ewa
Lecka-Szlachta, Katarzyna
Kamiński, Daniel
Creaven, Bernadette
Miłoś, Anna
Jenkins, Hollie
Ślusarczyk, Lidia
Matwijczuk, Arkadiusz
author_facet Karcz, Dariusz
Starzak, Karolina
Ciszkowicz, Ewa
Lecka-Szlachta, Katarzyna
Kamiński, Daniel
Creaven, Bernadette
Miłoś, Anna
Jenkins, Hollie
Ślusarczyk, Lidia
Matwijczuk, Arkadiusz
author_sort Karcz, Dariusz
collection PubMed
description A novel series of coumarin–thiadiazole hybrids, derived from substituted coumarin-3-carboxylic acids was isolated and fully characterized with the use of a number of spectroscopic techniques and XRD crystallography. Several of the novel compounds showed intensive fluorescence in the visible region, comparable to that of known coumarin-based fluorescence standards. Moreover, the new compounds were tested as potential antineurodegenerative agents via their ability to act as acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) inhibitors. Compared to the commercial standards, only a few compounds demonstrated moderate AChE and BuChE activities. Moreover, the novel derivatives were tested for their antimicrobial activity against a panel of pathogenic bacterial and fungal species. Their lack of activity and toxicity across a broad range of biochemical assays, together with the exceptional emission of some hybrid molecules, highlights the possible use of a number of the novel hybrids as potential fluorescence standards or fluorescence imaging agents.
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spelling pubmed-91809492022-06-10 Design, Spectroscopy, and Assessment of Cholinesterase Inhibition and Antimicrobial Activities of Novel Coumarin–Thiadiazole Hybrids Karcz, Dariusz Starzak, Karolina Ciszkowicz, Ewa Lecka-Szlachta, Katarzyna Kamiński, Daniel Creaven, Bernadette Miłoś, Anna Jenkins, Hollie Ślusarczyk, Lidia Matwijczuk, Arkadiusz Int J Mol Sci Article A novel series of coumarin–thiadiazole hybrids, derived from substituted coumarin-3-carboxylic acids was isolated and fully characterized with the use of a number of spectroscopic techniques and XRD crystallography. Several of the novel compounds showed intensive fluorescence in the visible region, comparable to that of known coumarin-based fluorescence standards. Moreover, the new compounds were tested as potential antineurodegenerative agents via their ability to act as acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) inhibitors. Compared to the commercial standards, only a few compounds demonstrated moderate AChE and BuChE activities. Moreover, the novel derivatives were tested for their antimicrobial activity against a panel of pathogenic bacterial and fungal species. Their lack of activity and toxicity across a broad range of biochemical assays, together with the exceptional emission of some hybrid molecules, highlights the possible use of a number of the novel hybrids as potential fluorescence standards or fluorescence imaging agents. MDPI 2022-06-05 /pmc/articles/PMC9180949/ /pubmed/35682998 http://dx.doi.org/10.3390/ijms23116314 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Karcz, Dariusz
Starzak, Karolina
Ciszkowicz, Ewa
Lecka-Szlachta, Katarzyna
Kamiński, Daniel
Creaven, Bernadette
Miłoś, Anna
Jenkins, Hollie
Ślusarczyk, Lidia
Matwijczuk, Arkadiusz
Design, Spectroscopy, and Assessment of Cholinesterase Inhibition and Antimicrobial Activities of Novel Coumarin–Thiadiazole Hybrids
title Design, Spectroscopy, and Assessment of Cholinesterase Inhibition and Antimicrobial Activities of Novel Coumarin–Thiadiazole Hybrids
title_full Design, Spectroscopy, and Assessment of Cholinesterase Inhibition and Antimicrobial Activities of Novel Coumarin–Thiadiazole Hybrids
title_fullStr Design, Spectroscopy, and Assessment of Cholinesterase Inhibition and Antimicrobial Activities of Novel Coumarin–Thiadiazole Hybrids
title_full_unstemmed Design, Spectroscopy, and Assessment of Cholinesterase Inhibition and Antimicrobial Activities of Novel Coumarin–Thiadiazole Hybrids
title_short Design, Spectroscopy, and Assessment of Cholinesterase Inhibition and Antimicrobial Activities of Novel Coumarin–Thiadiazole Hybrids
title_sort design, spectroscopy, and assessment of cholinesterase inhibition and antimicrobial activities of novel coumarin–thiadiazole hybrids
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9180949/
https://www.ncbi.nlm.nih.gov/pubmed/35682998
http://dx.doi.org/10.3390/ijms23116314
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