Synthesis and biological evaluation of truncated derivatives of abyssomicin C as antibacterial agents

The synthesis and antibacterial activity of two new highly truncated derivatives of the natural product abyssomicin C are reported. This work outlines the limits of structural truncation of the natural product and consequently provides insights for further structure–activity relationship studies tow...

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Autores principales: Monjas, Leticia, Fodran, Peter, Kollback, Johanna, Cassani, Carlo, Olsson, Thomas, Genheden, Maja, Larsson, D G Joakim, Wallentin, Carl-Johan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2019
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6633193/
https://www.ncbi.nlm.nih.gov/pubmed/31354863
http://dx.doi.org/10.3762/bjoc.15.147
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author Monjas, Leticia
Fodran, Peter
Kollback, Johanna
Cassani, Carlo
Olsson, Thomas
Genheden, Maja
Larsson, D G Joakim
Wallentin, Carl-Johan
author_facet Monjas, Leticia
Fodran, Peter
Kollback, Johanna
Cassani, Carlo
Olsson, Thomas
Genheden, Maja
Larsson, D G Joakim
Wallentin, Carl-Johan
author_sort Monjas, Leticia
collection PubMed
description The synthesis and antibacterial activity of two new highly truncated derivatives of the natural product abyssomicin C are reported. This work outlines the limits of structural truncation of the natural product and consequently provides insights for further structure–activity relationship studies towards novel antibiotics targeting 4-amino-4-deoxychorismate (ADC) synthase. Specifically, it is demonstrated that the synthetically challenging bicyclic motif is essential for activity towards methicillin-resistant Staphylococcus aureus (MRSA).
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spelling pubmed-66331932019-07-26 Synthesis and biological evaluation of truncated derivatives of abyssomicin C as antibacterial agents Monjas, Leticia Fodran, Peter Kollback, Johanna Cassani, Carlo Olsson, Thomas Genheden, Maja Larsson, D G Joakim Wallentin, Carl-Johan Beilstein J Org Chem Letter The synthesis and antibacterial activity of two new highly truncated derivatives of the natural product abyssomicin C are reported. This work outlines the limits of structural truncation of the natural product and consequently provides insights for further structure–activity relationship studies towards novel antibiotics targeting 4-amino-4-deoxychorismate (ADC) synthase. Specifically, it is demonstrated that the synthetically challenging bicyclic motif is essential for activity towards methicillin-resistant Staphylococcus aureus (MRSA). Beilstein-Institut 2019-07-02 /pmc/articles/PMC6633193/ /pubmed/31354863 http://dx.doi.org/10.3762/bjoc.15.147 Text en Copyright © 2019, Monjas et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Letter
Monjas, Leticia
Fodran, Peter
Kollback, Johanna
Cassani, Carlo
Olsson, Thomas
Genheden, Maja
Larsson, D G Joakim
Wallentin, Carl-Johan
Synthesis and biological evaluation of truncated derivatives of abyssomicin C as antibacterial agents
title Synthesis and biological evaluation of truncated derivatives of abyssomicin C as antibacterial agents
title_full Synthesis and biological evaluation of truncated derivatives of abyssomicin C as antibacterial agents
title_fullStr Synthesis and biological evaluation of truncated derivatives of abyssomicin C as antibacterial agents
title_full_unstemmed Synthesis and biological evaluation of truncated derivatives of abyssomicin C as antibacterial agents
title_short Synthesis and biological evaluation of truncated derivatives of abyssomicin C as antibacterial agents
title_sort synthesis and biological evaluation of truncated derivatives of abyssomicin c as antibacterial agents
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6633193/
https://www.ncbi.nlm.nih.gov/pubmed/31354863
http://dx.doi.org/10.3762/bjoc.15.147
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