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Bioinspired Synthesis of Platensimycin from Natural ent-Kaurenoic Acids
[Image: see text] The biomimetic formal synthesis of the antibiotic platensimycin for the treatment of infection by multidrug-resistant bacteria was accomplished starting from either ent-kaurenoic acid or grandiflorenic acid, each of which is a natural compound available in multigram scale from its...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10391625/ https://www.ncbi.nlm.nih.gov/pubmed/37338151 http://dx.doi.org/10.1021/acs.orglett.3c01470 |
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author | Pérez, Álvaro Quílez del Moral, José F. Galisteo, Alberto Amaro, Juan M. Barrero, Alejandro F. |
author_facet | Pérez, Álvaro Quílez del Moral, José F. Galisteo, Alberto Amaro, Juan M. Barrero, Alejandro F. |
author_sort | Pérez, Álvaro |
collection | PubMed |
description | [Image: see text] The biomimetic formal synthesis of the antibiotic platensimycin for the treatment of infection by multidrug-resistant bacteria was accomplished starting from either ent-kaurenoic acid or grandiflorenic acid, each of which is a natural compound available in multigram scale from its natural source. Apart from the natural origin of the selected precursors, the keys of the described approach are the long-distance functionalization of ent-kaurenoic acid at C11 and the efficient protocol for the A-ring degradation of the diterpene framework. |
format | Online Article Text |
id | pubmed-10391625 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-103916252023-08-02 Bioinspired Synthesis of Platensimycin from Natural ent-Kaurenoic Acids Pérez, Álvaro Quílez del Moral, José F. Galisteo, Alberto Amaro, Juan M. Barrero, Alejandro F. Org Lett [Image: see text] The biomimetic formal synthesis of the antibiotic platensimycin for the treatment of infection by multidrug-resistant bacteria was accomplished starting from either ent-kaurenoic acid or grandiflorenic acid, each of which is a natural compound available in multigram scale from its natural source. Apart from the natural origin of the selected precursors, the keys of the described approach are the long-distance functionalization of ent-kaurenoic acid at C11 and the efficient protocol for the A-ring degradation of the diterpene framework. American Chemical Society 2023-06-20 /pmc/articles/PMC10391625/ /pubmed/37338151 http://dx.doi.org/10.1021/acs.orglett.3c01470 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Pérez, Álvaro Quílez del Moral, José F. Galisteo, Alberto Amaro, Juan M. Barrero, Alejandro F. Bioinspired Synthesis of Platensimycin from Natural ent-Kaurenoic Acids |
title | Bioinspired
Synthesis of Platensimycin from Natural ent-Kaurenoic
Acids |
title_full | Bioinspired
Synthesis of Platensimycin from Natural ent-Kaurenoic
Acids |
title_fullStr | Bioinspired
Synthesis of Platensimycin from Natural ent-Kaurenoic
Acids |
title_full_unstemmed | Bioinspired
Synthesis of Platensimycin from Natural ent-Kaurenoic
Acids |
title_short | Bioinspired
Synthesis of Platensimycin from Natural ent-Kaurenoic
Acids |
title_sort | bioinspired
synthesis of platensimycin from natural ent-kaurenoic
acids |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10391625/ https://www.ncbi.nlm.nih.gov/pubmed/37338151 http://dx.doi.org/10.1021/acs.orglett.3c01470 |
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