Synthesis of Marine (−)-Pelorol and Future Perspectives

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 fr...

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Main Authors: Antonio Rosales Martínez, Ignacio Rodríguez-García
Format: Article
Language:English
Published: MDPI AG 2024-09-01
Series:Marine Drugs
Subjects:
Online Access:https://www.mdpi.com/1660-3397/22/9/425
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author Antonio Rosales Martínez
Ignacio Rodríguez-García
author_facet Antonio Rosales Martínez
Ignacio Rodríguez-García
author_sort Antonio Rosales Martínez
collection DOAJ
description 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.
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spelling doaj-art-25bea5e5280246b394917e15c3b4582c2025-08-20T01:54:18ZengMDPI AGMarine Drugs1660-33972024-09-0122942510.3390/md22090425Synthesis of Marine (−)-Pelorol and Future PerspectivesAntonio Rosales Martínez0Ignacio Rodríguez-García1Department of Chemical Engineering, Escuela Politécnica Superior, University of Sevilla, 41011 Sevilla, SpainOrganic Chemistry, CeiA3, CIAIMBITAL, University of Almería, 04120 Almeria, SpainMeroterpenoid-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.https://www.mdpi.com/1660-3397/22/9/425marine natural productsmeroterpenoidspelorol
spellingShingle Antonio Rosales Martínez
Ignacio Rodríguez-García
Synthesis of Marine (−)-Pelorol and Future Perspectives
Marine Drugs
marine natural products
meroterpenoids
pelorol
title Synthesis of Marine (−)-Pelorol and Future Perspectives
title_full Synthesis of Marine (−)-Pelorol and Future Perspectives
title_fullStr Synthesis of Marine (−)-Pelorol and Future Perspectives
title_full_unstemmed Synthesis of Marine (−)-Pelorol and Future Perspectives
title_short Synthesis of Marine (−)-Pelorol and Future Perspectives
title_sort synthesis of marine pelorol and future perspectives
topic marine natural products
meroterpenoids
pelorol
url https://www.mdpi.com/1660-3397/22/9/425
work_keys_str_mv AT antoniorosalesmartinez synthesisofmarinepelorolandfutureperspectives
AT ignaciorodriguezgarcia synthesisofmarinepelorolandfutureperspectives