Pentaciclyc triterpenes from cecropia telenitida with immunomodulatory actyivity on dendritic cells

ABSTRACT: Pentacyclic triterpenes are a large family of plant metabolites that exhibit a wide array of biological activities. The genus Cecropia, which encompasses many plant species, has been used as traditional medicine for the treatment of inflammatory diseases and is known to produce many active...

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Autores:
Montoya Peláez, Guillermo León
Sierra Restrepo, Jelver Alexander
Alzate Restrepo, Juan Fernando
Holzgrabe, Ulrike
Ramírez Pineda, José Robinson
Tipo de recurso:
Article of investigation
Fecha de publicación:
2013
Institución:
Universidad de Antioquia
Repositorio:
Repositorio UdeA
Idioma:
eng
OAI Identifier:
oai:bibliotecadigital.udea.edu.co:10495/25735
Acceso en línea:
http://hdl.handle.net/10495/25735
Palabra clave:
Citocinas
Cytokines
Células Dendríticas
Dendritic Cells
Productos naturales
Natural products
Cecropia telenitida
Actividad antiinflamatoria
Anti-inflammatory activity
Rights
openAccess
License
http://creativecommons.org/licenses/by/2.5/co/
id UDEA2_31927a74f66ed5800c14a4563991de93
oai_identifier_str oai:bibliotecadigital.udea.edu.co:10495/25735
network_acronym_str UDEA2
network_name_str Repositorio UdeA
repository_id_str
dc.title.spa.fl_str_mv Pentaciclyc triterpenes from cecropia telenitida with immunomodulatory actyivity on dendritic cells
title Pentaciclyc triterpenes from cecropia telenitida with immunomodulatory actyivity on dendritic cells
spellingShingle Pentaciclyc triterpenes from cecropia telenitida with immunomodulatory actyivity on dendritic cells
Citocinas
Cytokines
Células Dendríticas
Dendritic Cells
Productos naturales
Natural products
Cecropia telenitida
Actividad antiinflamatoria
Anti-inflammatory activity
title_short Pentaciclyc triterpenes from cecropia telenitida with immunomodulatory actyivity on dendritic cells
title_full Pentaciclyc triterpenes from cecropia telenitida with immunomodulatory actyivity on dendritic cells
title_fullStr Pentaciclyc triterpenes from cecropia telenitida with immunomodulatory actyivity on dendritic cells
title_full_unstemmed Pentaciclyc triterpenes from cecropia telenitida with immunomodulatory actyivity on dendritic cells
title_sort Pentaciclyc triterpenes from cecropia telenitida with immunomodulatory actyivity on dendritic cells
dc.creator.fl_str_mv Montoya Peláez, Guillermo León
Sierra Restrepo, Jelver Alexander
Alzate Restrepo, Juan Fernando
Holzgrabe, Ulrike
Ramírez Pineda, José Robinson
dc.contributor.author.none.fl_str_mv Montoya Peláez, Guillermo León
Sierra Restrepo, Jelver Alexander
Alzate Restrepo, Juan Fernando
Holzgrabe, Ulrike
Ramírez Pineda, José Robinson
dc.subject.decs.none.fl_str_mv Citocinas
Cytokines
Células Dendríticas
Dendritic Cells
topic Citocinas
Cytokines
Células Dendríticas
Dendritic Cells
Productos naturales
Natural products
Cecropia telenitida
Actividad antiinflamatoria
Anti-inflammatory activity
dc.subject.lemb.none.fl_str_mv Productos naturales
Natural products
dc.subject.proposal.spa.fl_str_mv Cecropia telenitida
Actividad antiinflamatoria
Anti-inflammatory activity
description ABSTRACT: Pentacyclic triterpenes are a large family of plant metabolites that exhibit a wide array of biological activities. The genus Cecropia, which encompasses many plant species, has been used as traditional medicine for the treatment of inflammatory diseases and is known to produce many active pentacyclic triterpenes. In this study we investigated the chemical composition of a pentacyclic triterpene fraction from the roots of Cecropia telenitida Cuatrec., Urticaceae. A novel compound, which we termed yarumic acid, and four known molecules (serjanic acid, spergulagenic acid A, 20-hydroxy-ursolic acid and goreishic acid I) were isolated and characterised. In a dendritic cell (DC)-based assay, we demonstrated that non-toxic doses of these pentacyclic triterpenes inhibited the secretion of at least one of the proinflammatory cytokines tested (IL-1β, IL-12p40, IL-12p70, TNF-α). Spergulagenic acid A also inhibited nitric oxide production in lipopolysaccharide-stimulated dendritic cell. Serjanic acid and spergulagenic acid A, which were the most potent abundant compounds in the pentacyclic triterpene fraction, showed the most activity in the dendritic cell-based assay. These results show that all pentacyclic triterpenes might contribute to the anti-inflammatory activities of C. telenitida. Moreover, yarumic acid as well as the four known pentacyclic triterpenes, can be exploited as potential immunomodulatory/anti-inflammatory agents.
publishDate 2013
dc.date.issued.none.fl_str_mv 2013
dc.date.accessioned.none.fl_str_mv 2022-02-01T20:07:24Z
dc.date.available.none.fl_str_mv 2022-02-01T20:07:24Z
dc.type.spa.fl_str_mv info:eu-repo/semantics/article
dc.type.coarversion.fl_str_mv http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.hasversion.spa.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.coar.spa.fl_str_mv http://purl.org/coar/resource_type/c_2df8fbb1
dc.type.redcol.spa.fl_str_mv https://purl.org/redcol/resource_type/ART
dc.type.local.spa.fl_str_mv Artículo de investigación
format http://purl.org/coar/resource_type/c_2df8fbb1
status_str publishedVersion
dc.identifier.uri.none.fl_str_mv http://hdl.handle.net/10495/25735
dc.identifier.eissn.none.fl_str_mv 2175-9790
url http://hdl.handle.net/10495/25735
identifier_str_mv 2175-9790
dc.language.iso.spa.fl_str_mv eng
language eng
dc.relation.ispartofjournalabbrev.spa.fl_str_mv Braz. J. Pharm. Sci.
dc.rights.spa.fl_str_mv info:eu-repo/semantics/openAccess
dc.rights.uri.*.fl_str_mv http://creativecommons.org/licenses/by/2.5/co/
dc.rights.accessrights.spa.fl_str_mv http://purl.org/coar/access_right/c_abf2
dc.rights.creativecommons.spa.fl_str_mv https://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by/2.5/co/
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dc.format.extent.spa.fl_str_mv 8
dc.format.mimetype.spa.fl_str_mv application/pdf
dc.publisher.spa.fl_str_mv Universidade de São Paulo, Faculdade de Ciências Farmacêuticas
dc.publisher.group.spa.fl_str_mv Inmunomodulación
dc.publisher.place.spa.fl_str_mv São Paulo, Brasil
institution Universidad de Antioquia
bitstream.url.fl_str_mv http://bibliotecadigital.udea.edu.co/bitstream/10495/25735/2/license_rdf
http://bibliotecadigital.udea.edu.co/bitstream/10495/25735/1/MontoyaGuillermo_2013_PentacyclicCecropiaTelenitida.pdf
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repository.name.fl_str_mv Repositorio Institucional Universidad de Antioquia
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spelling Montoya Peláez, Guillermo LeónSierra Restrepo, Jelver AlexanderAlzate Restrepo, Juan FernandoHolzgrabe, UlrikeRamírez Pineda, José Robinson2022-02-01T20:07:24Z2022-02-01T20:07:24Z2013http://hdl.handle.net/10495/257352175-9790ABSTRACT: Pentacyclic triterpenes are a large family of plant metabolites that exhibit a wide array of biological activities. The genus Cecropia, which encompasses many plant species, has been used as traditional medicine for the treatment of inflammatory diseases and is known to produce many active pentacyclic triterpenes. In this study we investigated the chemical composition of a pentacyclic triterpene fraction from the roots of Cecropia telenitida Cuatrec., Urticaceae. A novel compound, which we termed yarumic acid, and four known molecules (serjanic acid, spergulagenic acid A, 20-hydroxy-ursolic acid and goreishic acid I) were isolated and characterised. In a dendritic cell (DC)-based assay, we demonstrated that non-toxic doses of these pentacyclic triterpenes inhibited the secretion of at least one of the proinflammatory cytokines tested (IL-1β, IL-12p40, IL-12p70, TNF-α). Spergulagenic acid A also inhibited nitric oxide production in lipopolysaccharide-stimulated dendritic cell. Serjanic acid and spergulagenic acid A, which were the most potent abundant compounds in the pentacyclic triterpene fraction, showed the most activity in the dendritic cell-based assay. These results show that all pentacyclic triterpenes might contribute to the anti-inflammatory activities of C. telenitida. Moreover, yarumic acid as well as the four known pentacyclic triterpenes, can be exploited as potential immunomodulatory/anti-inflammatory agents.COL00383898application/pdfengUniversidade de São Paulo, Faculdade de Ciências FarmacêuticasInmunomodulaciónSão Paulo, Brasilinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_2df8fbb1https://purl.org/redcol/resource_type/ARTArtículo de investigaciónhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/2.5/co/http://purl.org/coar/access_right/c_abf2https://creativecommons.org/licenses/by/4.0/Pentaciclyc triterpenes from cecropia telenitida with immunomodulatory actyivity on dendritic cellsCitocinasCytokinesCélulas DendríticasDendritic CellsProductos naturalesNatural productsCecropia telenitidaActividad antiinflamatoriaAnti-inflammatory activityBraz. J. Pharm. Sci.Brazilian Journal of Pharmaceutical Sciences754761235CC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-8927http://bibliotecadigital.udea.edu.co/bitstream/10495/25735/2/license_rdf1646d1f6b96dbbbc38035efc9239ac9cMD52ORIGINALMontoyaGuillermo_2013_PentacyclicCecropiaTelenitida.pdfMontoyaGuillermo_2013_PentacyclicCecropiaTelenitida.pdfArtículo de investigaciónapplication/pdf911802http://bibliotecadigital.udea.edu.co/bitstream/10495/25735/1/MontoyaGuillermo_2013_PentacyclicCecropiaTelenitida.pdf89d511eab629f11c48431e3713607ae6MD51LICENSElicense.txtlicense.txttext/plain; charset=utf-81748http://bibliotecadigital.udea.edu.co/bitstream/10495/25735/3/license.txt8a4605be74aa9ea9d79846c1fba20a33MD5310495/25735oai:bibliotecadigital.udea.edu.co:10495/257352022-02-01 15:07:24.738Repositorio Institucional Universidad de Antioquiaandres.perez@udea.edu.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