Synthesis of Marine (-)-Pelorol and Future Perspectives.


Journal

Marine drugs
ISSN: 1660-3397
Titre abrégé: Mar Drugs
Pays: Switzerland
ID NLM: 101213729

Informations de publication

Date de publication:
19 Sep 2024
Historique:
received: 30 08 2024
revised: 15 09 2024
accepted: 18 09 2024
medline: 27 9 2024
pubmed: 27 9 2024
entrez: 27 9 2024
Statut: epublish

Résumé

Meroterpenoid-type marine natural compounds have attracted an increasing amount of attention due to their peculiar chemical structures and their potential for the development of therapeutically important probes. Within this group of substances pelorol stands out; it is a natural compound isolated from marine organisms with a unique structure and an interesting biological profile. In this article, we summarize and highlight the most interesting aspects of the synthetic procedures towards this compound, which have two common key steps. The first is the coupling of a drimanyl derivative with a compound derived from an arene. The second is a Friedel-Crafts cyclization which forms the C ring of the natural product. Despite the synthetic advances achieved so far, we consider that a more efficient synthetic procedures could be carried out, since their synthetic routes are difficult to scale up due to numerous reaction steps and the limitations imposed by the use of some reagents. In this article, we present a new and versatile retrosynthetic analysis of (-)-pelorol and analogs, which is highly desirable for their easy preparation and subsequent broad study of their biological activities. This is a retrosynthetic route that could improve those reported in the literature in terms of cost-effectiveness.

Identifiants

pubmed: 39330306
pii: md22090425
doi: 10.3390/md22090425
pii:
doi:

Substances chimiques

Biological Products 0
Terpenes 0
Sesquiterpenes 0

Types de publication

Journal Article Review

Langues

eng

Sous-ensembles de citation

IM

Subventions

Organisme : Universidad Sevilla
ID : Projects 2020/00001014 and 2021/00000422: Ayudas a Consolidación de Grupos de la Junta de Andalucía and Project Politec-Biomat: Red de Biomateriales en la Universidad de Sevilla
Organisme : Universidad Almería
ID : Fortalecimiento de Grupos 2023/88
Organisme : European Commission
ID : Horizon 2020-Research and Innovation Framework Program of the European Commission, project 101022507 LAURELIN

Auteurs

Antonio Rosales Martínez (A)

Department of Chemical Engineering, Escuela Politécnica Superior, University of Sevilla, 41011 Sevilla, Spain.

Ignacio Rodríguez-García (I)

Organic Chemistry, CeiA3, CIAIMBITAL, University of Almería, 04120 Almeria, Spain.

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Classifications MeSH