Bibenzyl Derivatives from Radula voluta (An Ecuadorian Liverwort): Bioprospecting for Antiprotozoal Properties

This article belongs to the Special Issue Phytochemicals and Bioactivity: Advances in Natural Product Chemistry and Applications

Detalles Bibliográficos
Autores: Andrade, José Miguel, Bethencourt-Estrella, Carlos J., Chao-Pellicer, Javier, Cartuche, Luis, Morocho, Vladimir, Benítez, Ángel, Rodríguez-Expósito, Rubén L., Piñero, José E., Lorenzo-Morales, Jacob, Díaz-Marrero, Ana Raquel, Fernandez, José J.
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2025
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/408534
Acceso en línea:http://hdl.handle.net/10261/408534
Access Level:acceso abierto
Palabra clave:Radula voluta
Bibenzyls
Antiprotozoal activity
Trypanosoma cruzi
Leishmania spp.
Naegleria fowleri
Acanthamoeba castellanii
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oai_identifier_str oai:digital.csic.es:10261/408534
network_acronym_str ES
network_name_str España
repository_id_str
dc.title.none.fl_str_mv Bibenzyl Derivatives from Radula voluta (An Ecuadorian Liverwort): Bioprospecting for Antiprotozoal Properties
title Bibenzyl Derivatives from Radula voluta (An Ecuadorian Liverwort): Bioprospecting for Antiprotozoal Properties
spellingShingle Bibenzyl Derivatives from Radula voluta (An Ecuadorian Liverwort): Bioprospecting for Antiprotozoal Properties
Andrade, José Miguel
Radula voluta
Bibenzyls
Antiprotozoal activity
Trypanosoma cruzi
Leishmania spp.
Naegleria fowleri
Acanthamoeba castellanii
title_short Bibenzyl Derivatives from Radula voluta (An Ecuadorian Liverwort): Bioprospecting for Antiprotozoal Properties
title_full Bibenzyl Derivatives from Radula voluta (An Ecuadorian Liverwort): Bioprospecting for Antiprotozoal Properties
title_fullStr Bibenzyl Derivatives from Radula voluta (An Ecuadorian Liverwort): Bioprospecting for Antiprotozoal Properties
title_full_unstemmed Bibenzyl Derivatives from Radula voluta (An Ecuadorian Liverwort): Bioprospecting for Antiprotozoal Properties
title_sort Bibenzyl Derivatives from Radula voluta (An Ecuadorian Liverwort): Bioprospecting for Antiprotozoal Properties
dc.creator.none.fl_str_mv Andrade, José Miguel
Bethencourt-Estrella, Carlos J.
Chao-Pellicer, Javier
Cartuche, Luis
Morocho, Vladimir
Benítez, Ángel
Rodríguez-Expósito, Rubén L.
Piñero, José E.
Lorenzo-Morales, Jacob
Díaz-Marrero, Ana Raquel
Fernandez, José J.
author Andrade, José Miguel
author_facet Andrade, José Miguel
Bethencourt-Estrella, Carlos J.
Chao-Pellicer, Javier
Cartuche, Luis
Morocho, Vladimir
Benítez, Ángel
Rodríguez-Expósito, Rubén L.
Piñero, José E.
Lorenzo-Morales, Jacob
Díaz-Marrero, Ana Raquel
Fernandez, José J.
author_role author
author2 Bethencourt-Estrella, Carlos J.
Chao-Pellicer, Javier
Cartuche, Luis
Morocho, Vladimir
Benítez, Ángel
Rodríguez-Expósito, Rubén L.
Piñero, José E.
Lorenzo-Morales, Jacob
Díaz-Marrero, Ana Raquel
Fernandez, José J.
author2_role author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Ministerio de Ciencia e Innovación (España)
Gobierno de Canarias
Turismo de Islas Canarias
Agencia Estatal de Investigación (España)
European Commission
Centro de Investigación Biomédica en Red (España)
Centro de Investigación Biomédica en Red de Enfermedades Infecciosas (España)
Instituto de Salud Carlos III
Cabildo de Tenerife
Ministerio de Sanidad (España)
Generalitat Valenciana
Bethencourt-Estrella, Carlos J. [0000-0002-3486-7740]
Cartuche, Luis [0000-0001-7227-4092]
Morocho, Vladimir [0000-0001-5156-0700]
Benítez, Ángel [0000-0003-4579-1291]
Rodríguez-Expósito, Rubén L. [0000-0002-3858-836X]
Piñero, José E. [0000-0001-6233-8224]
Díaz-Marrero, Ana Raquel [0000-0002-8886-7519]
Fernandez, José J. [0000-0002-0805-8317]
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Radula voluta
Bibenzyls
Antiprotozoal activity
Trypanosoma cruzi
Leishmania spp.
Naegleria fowleri
Acanthamoeba castellanii
topic Radula voluta
Bibenzyls
Antiprotozoal activity
Trypanosoma cruzi
Leishmania spp.
Naegleria fowleri
Acanthamoeba castellanii
description This article belongs to the Special Issue Phytochemicals and Bioactivity: Advances in Natural Product Chemistry and Applications
publishDate 2025
dc.date.none.fl_str_mv 2025
2025
2025
2025
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Publisher's version
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/408534
url http://hdl.handle.net/10261/408534
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2019-109476RB-C21
https://doi.org/10.3390/molecules30234543

dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Multidisciplinary Digital Publishing Institute
publisher.none.fl_str_mv Multidisciplinary Digital Publishing Institute
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869405156577116160
spelling Bibenzyl Derivatives from Radula voluta (An Ecuadorian Liverwort): Bioprospecting for Antiprotozoal PropertiesAndrade, José MiguelBethencourt-Estrella, Carlos J.Chao-Pellicer, JavierCartuche, LuisMorocho, VladimirBenítez, ÁngelRodríguez-Expósito, Rubén L.Piñero, José E.Lorenzo-Morales, JacobDíaz-Marrero, Ana RaquelFernandez, José J.Radula volutaBibenzylsAntiprotozoal activityTrypanosoma cruziLeishmania spp.Naegleria fowleriAcanthamoeba castellaniiThis article belongs to the Special Issue Phytochemicals and Bioactivity: Advances in Natural Product Chemistry and ApplicationsPhytochemical investigation of Radula voluta, a liverwort species collected in the Ecuadorian Amazon, led to the isolation of four known bibenzyl derivatives: 2-prenyl-3,5-dihydroxy-bibenzyl (1), 2-geranyl-3,5-dihydroxybibenzyl (2), 2,2-dimethyl-5-phenethyl-2H-chromen-7-ol (3), and radulanin L (4). Structural elucidation was achieved through extensive NMR and MS analyses, supported by comparison with previously reported data. Compounds 1 and 4 are reported for the first time in R. voluta. The crude extract and isolated compounds were evaluated for their in vitro antiprotozoal activity against Trypanosoma cruzi, Leishmania amazonensis, Leishmania donovani, Naegleria fowleri, and Acanthamoeba castellanii Neff. Among the isolated compounds, bibenzyls 2 and 4 exhibited the most potent activity across multiple protozoan strains. Cytotoxicity was assessed against murine macrophages (J774A.1), obtaining moderate–low toxicities against compounds 1 and 3. These findings highlight the pharmacological value of liverwort-derived bibenzyls and support further research on R. voluta as a promising source of antiparasitic leads.This research was funded by Ministerio de Ciencia e Innovación, Spain (Project No. PID2019-109476RB-C21, BIOALGRI); Gobierno de Canarias: PROMOTUR Turismo de Canarias (Acciones para la gestión inteligente y creación del producto de Turismo Azul), specifically the project “Islas Canarias, naturaleza marina singular: Salud y bienestar”, within the framework of the Recovery, Transformation and Resilience Plan (Next Generation EU Funds); and ProID2024010033 (BIMICMAR), co-funded by EU; Plan Propio de Investigación 2025, Universidad de La Laguna, 2025/0002183; Consorcio Centro de Investigación Biomédica (CIBER) de Enfermedades Infecciosas (CIBERINFEC); the Instituto de Salud Carlos III, 28006 Madrid, Spain (CB21/13/00100); project CC20230222, CABILDO.23 funded by Cabildo Insular de Tenerife 2023–2028 and the Ministerio de Sanidad, Spain. This research was also supported by Personalized and precision medicine grant (MePRAM Project, PMP22/00092), Instituto de Salud Carlos III, Ministerio de Ciencia e Innovación. Funded by Next Generation EU funds from the European Union that finance the actions of the The Resilience and Recovery Facility. C.J.B.-E., R.L.R.-E. and J.C.-P. contracts (CC20230222, CABILDO.23) were funded by Cabildo Insular de Tenerife 2023–2028 and Ministerio de Sanidad, Spain; PROMETEO Program, Programa de Ayudas para Grupos de Investigación de Excelencia (CIPROM/2024/88), Generalitat Valenciana, Valencia, Spain.Peer reviewedMultidisciplinary Digital Publishing InstituteMinisterio de Ciencia e Innovación (España)Gobierno de CanariasTurismo de Islas CanariasAgencia Estatal de Investigación (España)European CommissionCentro de Investigación Biomédica en Red (España)Centro de Investigación Biomédica en Red de Enfermedades Infecciosas (España)Instituto de Salud Carlos IIICabildo de TenerifeMinisterio de Sanidad (España)Generalitat ValencianaBethencourt-Estrella, Carlos J. [0000-0002-3486-7740]Cartuche, Luis [0000-0001-7227-4092]Morocho, Vladimir [0000-0001-5156-0700]Benítez, Ángel [0000-0003-4579-1291]Rodríguez-Expósito, Rubén L. [0000-0002-3858-836X]Piñero, José E. [0000-0001-6233-8224]Díaz-Marrero, Ana Raquel [0000-0002-8886-7519]Fernandez, José J. [0000-0002-0805-8317]Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]2025202520252025info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionhttp://hdl.handle.net/10261/408534reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2019-109476RB-C21https://doi.org/10.3390/molecules30234543Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/4085342026-05-22T06:33:51Z
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