Recent advances in lamellarin alkaloids: isolation, synthesis and activity

Lamellarins are a large family of marine alkaloids with potential anticancer activity that have been isolated from diverse marine organisms, mainly ascidians and sponges. All lamellarins feature a 3,4-diarylpyrrole system. Pentacyclic lamellarins, whose polyheterocyclic system has a pyrrole core, ar...

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Detalhes bibliográficos
Autores: Pla Queral, Daniel, Albericio Palomera, Fernando, Álvarez Domingo, Mercedes
Formato: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2008
País:España
Recursos:Universidad de Barcelona
Repositorio:Dipòsit Digital de la UB
OAI Identifier:oai:diposit.ub.edu:2445/54981
Acesso em linha:https://hdl.handle.net/2445/54981
Access Level:acceso abierto
Palavra-chave:Alcaloides
Productes naturals marins
Compostos heterocíclics
Medicaments antineoplàstics
Alkaloids
Marine natural products
Heterocyclic compounds
Antineoplastic agents
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spelling Recent advances in lamellarin alkaloids: isolation, synthesis and activityPla Queral, DanielAlbericio Palomera, FernandoÁlvarez Domingo, MercedesAlcaloidesProductes naturals marinsCompostos heterocíclicsMedicaments antineoplàsticsAlkaloidsMarine natural productsHeterocyclic compoundsAntineoplastic agentsLamellarins are a large family of marine alkaloids with potential anticancer activity that have been isolated from diverse marine organisms, mainly ascidians and sponges. All lamellarins feature a 3,4-diarylpyrrole system. Pentacyclic lamellarins, whose polyheterocyclic system has a pyrrole core, are the most active compounds. Some of these alkaloids are potently cytotoxic to various tumor cell lines. To date, Lam-D and Lam-H have been identified as lead compounds for the inhibition of topoisomerase I and HIV-1 integrase, respectively nuclear enzymes which are over-expressed in deregulation disorders. Moreover,these compounds have been reported for their efficacy in treatment of multi-drug resistant (MDR) tumors cells without mediated drug efflux, as well as their immunomodulatory activity and selectivity towards melanoma cell lines. This article is an overview of recent literature on lamellarins, encompassing their isolation, recent synthetic strategies for their total synthesis, the preparation of their analogs, studies on their mechanisms of action, and their structure-activity relationships (SAR).Bentham Science Publishers2008info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersionapplication/pdfhttps://hdl.handle.net/2445/54981Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)reponame:Dipòsit Digital de la UBinstname:Universidad de BarcelonaInglésVersió postprint del document publicat a: http://dx.doi.org/10.2174/187152008785914789Anti-Cancer Agents In Medicinal Chemistry, 2008, vol. 8, num. 7, p. 746-760http://dx.doi.org/10.2174/187152008785914789(c) Bentham Science Publishers, 2008info:eu-repo/semantics/openAccessoai:diposit.ub.edu:2445/549812026-05-27T06:46:51Z
dc.title.none.fl_str_mv Recent advances in lamellarin alkaloids: isolation, synthesis and activity
title Recent advances in lamellarin alkaloids: isolation, synthesis and activity
spellingShingle Recent advances in lamellarin alkaloids: isolation, synthesis and activity
Pla Queral, Daniel
Alcaloides
Productes naturals marins
Compostos heterocíclics
Medicaments antineoplàstics
Alkaloids
Marine natural products
Heterocyclic compounds
Antineoplastic agents
title_short Recent advances in lamellarin alkaloids: isolation, synthesis and activity
title_full Recent advances in lamellarin alkaloids: isolation, synthesis and activity
title_fullStr Recent advances in lamellarin alkaloids: isolation, synthesis and activity
title_full_unstemmed Recent advances in lamellarin alkaloids: isolation, synthesis and activity
title_sort Recent advances in lamellarin alkaloids: isolation, synthesis and activity
dc.creator.none.fl_str_mv Pla Queral, Daniel
Albericio Palomera, Fernando
Álvarez Domingo, Mercedes
author Pla Queral, Daniel
author_facet Pla Queral, Daniel
Albericio Palomera, Fernando
Álvarez Domingo, Mercedes
author_role author
author2 Albericio Palomera, Fernando
Álvarez Domingo, Mercedes
author2_role author
author
dc.subject.none.fl_str_mv Alcaloides
Productes naturals marins
Compostos heterocíclics
Medicaments antineoplàstics
Alkaloids
Marine natural products
Heterocyclic compounds
Antineoplastic agents
topic Alcaloides
Productes naturals marins
Compostos heterocíclics
Medicaments antineoplàstics
Alkaloids
Marine natural products
Heterocyclic compounds
Antineoplastic agents
description Lamellarins are a large family of marine alkaloids with potential anticancer activity that have been isolated from diverse marine organisms, mainly ascidians and sponges. All lamellarins feature a 3,4-diarylpyrrole system. Pentacyclic lamellarins, whose polyheterocyclic system has a pyrrole core, are the most active compounds. Some of these alkaloids are potently cytotoxic to various tumor cell lines. To date, Lam-D and Lam-H have been identified as lead compounds for the inhibition of topoisomerase I and HIV-1 integrase, respectively nuclear enzymes which are over-expressed in deregulation disorders. Moreover,these compounds have been reported for their efficacy in treatment of multi-drug resistant (MDR) tumors cells without mediated drug efflux, as well as their immunomodulatory activity and selectivity towards melanoma cell lines. This article is an overview of recent literature on lamellarins, encompassing their isolation, recent synthetic strategies for their total synthesis, the preparation of their analogs, studies on their mechanisms of action, and their structure-activity relationships (SAR).
publishDate 2008
dc.date.none.fl_str_mv 2008
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv https://hdl.handle.net/2445/54981
url https://hdl.handle.net/2445/54981
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Versió postprint del document publicat a: http://dx.doi.org/10.2174/187152008785914789
Anti-Cancer Agents In Medicinal Chemistry, 2008, vol. 8, num. 7, p. 746-760
http://dx.doi.org/10.2174/187152008785914789
dc.rights.none.fl_str_mv (c) Bentham Science Publishers, 2008
info:eu-repo/semantics/openAccess
rights_invalid_str_mv (c) Bentham Science Publishers, 2008
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Bentham Science Publishers
publisher.none.fl_str_mv Bentham Science Publishers
dc.source.none.fl_str_mv Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)
reponame:Dipòsit Digital de la UB
instname:Universidad de Barcelona
instname_str Universidad de Barcelona
reponame_str Dipòsit Digital de la UB
collection Dipòsit Digital de la UB
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,300724

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