Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Pérez, Álvaro, Quílez del Moral, José F., Galisteo, Alberto, Amaro, Juan M., Barrero, Alejandro F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
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
_version_ 1785082752714932224
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
work_keys_str_mv AT perezalvaro bioinspiredsynthesisofplatensimycinfromnaturalentkaurenoicacids
AT quilezdelmoraljosef bioinspiredsynthesisofplatensimycinfromnaturalentkaurenoicacids
AT galisteoalberto bioinspiredsynthesisofplatensimycinfromnaturalentkaurenoicacids
AT amarojuanm bioinspiredsynthesisofplatensimycinfromnaturalentkaurenoicacids
AT barreroalejandrof bioinspiredsynthesisofplatensimycinfromnaturalentkaurenoicacids