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Natural and Synthetic Oligoarylamides: Privileged Structures for Medical Applications

The term “privileged structure” refers to a single molecular substructure or scaffold that can serve as a starting point for high‐affinity ligands for more than one receptor type. In this report, a hitherto overlooked group of privileged substructures is addressed, namely aromatic oligoamides, for w...

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Detalles Bibliográficos
Autores principales: Seedorf, Tim, Kirschning, Andreas, Solga, Danny
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8251530/
https://www.ncbi.nlm.nih.gov/pubmed/33481284
http://dx.doi.org/10.1002/chem.202005086
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author Seedorf, Tim
Kirschning, Andreas
Solga, Danny
author_facet Seedorf, Tim
Kirschning, Andreas
Solga, Danny
author_sort Seedorf, Tim
collection PubMed
description The term “privileged structure” refers to a single molecular substructure or scaffold that can serve as a starting point for high‐affinity ligands for more than one receptor type. In this report, a hitherto overlooked group of privileged substructures is addressed, namely aromatic oligoamides, for which there are natural models in the form of cystobactamids, albicidin, distamycin A, netropsin, and others. The aromatic and heteroaromatic core, together with a flexible selection of substituents, form conformationally well‐defined scaffolds capable of specifically binding to conformationally well‐defined regions of biomacromolecules such as helices in proteins or DNA often by acting as helices mimics themselves. As such, these aromatic oligoamides have already been employed to inhibit protein–protein and nucleic acid–protein interactions. This article is the first to bring together the scattered knowledge about aromatic oligoamides in connection with biomedical applications.
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spelling pubmed-82515302021-07-06 Natural and Synthetic Oligoarylamides: Privileged Structures for Medical Applications Seedorf, Tim Kirschning, Andreas Solga, Danny Chemistry Reviews The term “privileged structure” refers to a single molecular substructure or scaffold that can serve as a starting point for high‐affinity ligands for more than one receptor type. In this report, a hitherto overlooked group of privileged substructures is addressed, namely aromatic oligoamides, for which there are natural models in the form of cystobactamids, albicidin, distamycin A, netropsin, and others. The aromatic and heteroaromatic core, together with a flexible selection of substituents, form conformationally well‐defined scaffolds capable of specifically binding to conformationally well‐defined regions of biomacromolecules such as helices in proteins or DNA often by acting as helices mimics themselves. As such, these aromatic oligoamides have already been employed to inhibit protein–protein and nucleic acid–protein interactions. This article is the first to bring together the scattered knowledge about aromatic oligoamides in connection with biomedical applications. John Wiley and Sons Inc. 2021-03-04 2021-05-06 /pmc/articles/PMC8251530/ /pubmed/33481284 http://dx.doi.org/10.1002/chem.202005086 Text en © 2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Reviews
Seedorf, Tim
Kirschning, Andreas
Solga, Danny
Natural and Synthetic Oligoarylamides: Privileged Structures for Medical Applications
title Natural and Synthetic Oligoarylamides: Privileged Structures for Medical Applications
title_full Natural and Synthetic Oligoarylamides: Privileged Structures for Medical Applications
title_fullStr Natural and Synthetic Oligoarylamides: Privileged Structures for Medical Applications
title_full_unstemmed Natural and Synthetic Oligoarylamides: Privileged Structures for Medical Applications
title_short Natural and Synthetic Oligoarylamides: Privileged Structures for Medical Applications
title_sort natural and synthetic oligoarylamides: privileged structures for medical applications
topic Reviews
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8251530/
https://www.ncbi.nlm.nih.gov/pubmed/33481284
http://dx.doi.org/10.1002/chem.202005086
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