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Marine Puupehenone and Puupehedione: Synthesis and Future Perspectives

Puupehenone and puupehedione are natural products isolated from marine organisms. These compounds display a broad spectrum of biological activities, the in vitro antitubercular activity of puupehenone being a stand out, and are equipped with an interesting structural complexity. These products have...

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Detalles Bibliográficos
Autores principales: Rosales Martínez, Antonio, Rodríguez-García, Ignacio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10301801/
https://www.ncbi.nlm.nih.gov/pubmed/37367647
http://dx.doi.org/10.3390/md21060322
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author Rosales Martínez, Antonio
Rodríguez-García, Ignacio
author_facet Rosales Martínez, Antonio
Rodríguez-García, Ignacio
author_sort Rosales Martínez, Antonio
collection PubMed
description Puupehenone and puupehedione are natural products isolated from marine organisms. These compounds display a broad spectrum of biological activities, the in vitro antitubercular activity of puupehenone being a stand out, and are equipped with an interesting structural complexity. These products have served to stimulate the continual interest of the synthetic community. The first part of this article is a review of their total synthesis, using natural compounds which have the potential to be transformed into these marine compounds as starting materials; the synthetic routes employed to generate the basic skeleton; and the advances made to synthesize the pyran C ring with the required diastereoselectivity to obtain the natural products. Finally, this perspective shows a personal reflection of the authors on a possible unified and efficient retrosynthetic route that could allow easy access to these natural products, as well as their epimers at the C8 carbon and which could be used to address future biological issues in the production of pharmacologically active compounds.
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spelling pubmed-103018012023-06-29 Marine Puupehenone and Puupehedione: Synthesis and Future Perspectives Rosales Martínez, Antonio Rodríguez-García, Ignacio Mar Drugs Perspective Puupehenone and puupehedione are natural products isolated from marine organisms. These compounds display a broad spectrum of biological activities, the in vitro antitubercular activity of puupehenone being a stand out, and are equipped with an interesting structural complexity. These products have served to stimulate the continual interest of the synthetic community. The first part of this article is a review of their total synthesis, using natural compounds which have the potential to be transformed into these marine compounds as starting materials; the synthetic routes employed to generate the basic skeleton; and the advances made to synthesize the pyran C ring with the required diastereoselectivity to obtain the natural products. Finally, this perspective shows a personal reflection of the authors on a possible unified and efficient retrosynthetic route that could allow easy access to these natural products, as well as their epimers at the C8 carbon and which could be used to address future biological issues in the production of pharmacologically active compounds. MDPI 2023-05-26 /pmc/articles/PMC10301801/ /pubmed/37367647 http://dx.doi.org/10.3390/md21060322 Text en © 2023 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 Perspective
Rosales Martínez, Antonio
Rodríguez-García, Ignacio
Marine Puupehenone and Puupehedione: Synthesis and Future Perspectives
title Marine Puupehenone and Puupehedione: Synthesis and Future Perspectives
title_full Marine Puupehenone and Puupehedione: Synthesis and Future Perspectives
title_fullStr Marine Puupehenone and Puupehedione: Synthesis and Future Perspectives
title_full_unstemmed Marine Puupehenone and Puupehedione: Synthesis and Future Perspectives
title_short Marine Puupehenone and Puupehedione: Synthesis and Future Perspectives
title_sort marine puupehenone and puupehedione: synthesis and future perspectives
topic Perspective
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10301801/
https://www.ncbi.nlm.nih.gov/pubmed/37367647
http://dx.doi.org/10.3390/md21060322
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