Antileishmanial epidioxysterols from the Colombian marine sponge Ircinia campana are oxidation products from naturally occurring 5,7 sterols

ABSTRACT: Marine sponges of the genus Ircinia are known to contain several classes of metabolites, some of them with interesting biological activities as furanesesterterpenes, polyprenylated hydroquinones, macrolides, sulfur containing terpenoids, and steroids with various patterns of oxidation. In...

Full description

Autores:
Márquez Fernández, Diana Margarita
Martínez Martínez, Alejandro
Tipo de recurso:
Article of investigation
Fecha de publicación:
2007
Institución:
Universidad de Antioquia
Repositorio:
Repositorio UdeA
Idioma:
eng
OAI Identifier:
oai:bibliotecadigital.udea.edu.co:10495/22307
Acceso en línea:
http://hdl.handle.net/10495/22307
https://revistas.udea.edu.co/index.php/vitae/article/view/587
Palabra clave:
Esponjas
Sponges
Ircinia
Epidioxysterols
epidioxiesteroles
http://aims.fao.org/aos/agrovoc/c_7321
Rights
openAccess
License
http://creativecommons.org/licenses/by-nc-sa/2.5/co/
id UDEA2_18c1226c8e051800d0008fbbdd710708
oai_identifier_str oai:bibliotecadigital.udea.edu.co:10495/22307
network_acronym_str UDEA2
network_name_str Repositorio UdeA
repository_id_str
dc.title.spa.fl_str_mv Antileishmanial epidioxysterols from the Colombian marine sponge Ircinia campana are oxidation products from naturally occurring 5,7 sterols
dc.title.alternative.spa.fl_str_mv Los epidioxiesteroles con actividad antileishmania de la esponja marina Colombiana Ircinia campana son productos de oxidación de los esteroles naturales 5,7
title Antileishmanial epidioxysterols from the Colombian marine sponge Ircinia campana are oxidation products from naturally occurring 5,7 sterols
spellingShingle Antileishmanial epidioxysterols from the Colombian marine sponge Ircinia campana are oxidation products from naturally occurring 5,7 sterols
Esponjas
Sponges
Ircinia
Epidioxysterols
epidioxiesteroles
http://aims.fao.org/aos/agrovoc/c_7321
title_short Antileishmanial epidioxysterols from the Colombian marine sponge Ircinia campana are oxidation products from naturally occurring 5,7 sterols
title_full Antileishmanial epidioxysterols from the Colombian marine sponge Ircinia campana are oxidation products from naturally occurring 5,7 sterols
title_fullStr Antileishmanial epidioxysterols from the Colombian marine sponge Ircinia campana are oxidation products from naturally occurring 5,7 sterols
title_full_unstemmed Antileishmanial epidioxysterols from the Colombian marine sponge Ircinia campana are oxidation products from naturally occurring 5,7 sterols
title_sort Antileishmanial epidioxysterols from the Colombian marine sponge Ircinia campana are oxidation products from naturally occurring 5,7 sterols
dc.creator.fl_str_mv Márquez Fernández, Diana Margarita
Martínez Martínez, Alejandro
dc.contributor.author.none.fl_str_mv Márquez Fernández, Diana Margarita
Martínez Martínez, Alejandro
dc.subject.agrovoc.none.fl_str_mv Esponjas
Sponges
topic Esponjas
Sponges
Ircinia
Epidioxysterols
epidioxiesteroles
http://aims.fao.org/aos/agrovoc/c_7321
dc.subject.proposal.spa.fl_str_mv Ircinia
Epidioxysterols
epidioxiesteroles
dc.subject.agrovocuri.none.fl_str_mv http://aims.fao.org/aos/agrovoc/c_7321
description ABSTRACT: Marine sponges of the genus Ircinia are known to contain several classes of metabolites, some of them with interesting biological activities as furanesesterterpenes, polyprenylated hydroquinones, macrolides, sulfur containing terpenoids, and steroids with various patterns of oxidation. In our search for antiparasitic metabolites from marine sponges, we found that the Colombian Caribbean sponge Ircinia campana contains a complex mixture of epidioxysterols which displayed antileishmanial activity. This paper demonstrates that epidioxysterols found in this sponge are photo-oxidation products from the naturally occurring ∆5,7 sterols. These results suggest that epidioxysterols reported previously in sponges of the genus Ircinia are not naturally occurring products, so they are not valid chemotaxonomic markers for the sponges of this genus.
publishDate 2007
dc.date.issued.none.fl_str_mv 2007
dc.date.accessioned.none.fl_str_mv 2021-09-08T01:43:15Z
dc.date.available.none.fl_str_mv 2021-09-08T01:43:15Z
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.issn.none.fl_str_mv 0121-4004
dc.identifier.uri.none.fl_str_mv http://hdl.handle.net/10495/22307
dc.identifier.eissn.none.fl_str_mv 2145-2660
dc.identifier.url.spa.fl_str_mv https://revistas.udea.edu.co/index.php/vitae/article/view/587
identifier_str_mv 0121-4004
2145-2660
url http://hdl.handle.net/10495/22307
https://revistas.udea.edu.co/index.php/vitae/article/view/587
dc.language.iso.spa.fl_str_mv eng
language eng
dc.relation.ispartofjournalabbrev.spa.fl_str_mv Vitae
dc.rights.spa.fl_str_mv info:eu-repo/semantics/openAccess
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eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc-sa/2.5/co/
http://purl.org/coar/access_right/c_abf2
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dc.format.extent.spa.fl_str_mv 6
dc.format.mimetype.spa.fl_str_mv application/pdf
dc.publisher.spa.fl_str_mv Universidad de Antioquia, Facultad de Ciencias Farmacéuticas y Alimentarias
dc.publisher.group.spa.fl_str_mv Productos Naturales Marinos
dc.publisher.place.spa.fl_str_mv Medellín, Colombia
institution Universidad de Antioquia
bitstream.url.fl_str_mv http://bibliotecadigital.udea.edu.co/bitstream/10495/22307/1/MarquezDiana_2007_AntileishmanialEpidioxysterolsColombianMarineSponge.pdf
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spelling Márquez Fernández, Diana MargaritaMartínez Martínez, Alejandro2021-09-08T01:43:15Z2021-09-08T01:43:15Z20070121-4004http://hdl.handle.net/10495/223072145-2660https://revistas.udea.edu.co/index.php/vitae/article/view/587ABSTRACT: Marine sponges of the genus Ircinia are known to contain several classes of metabolites, some of them with interesting biological activities as furanesesterterpenes, polyprenylated hydroquinones, macrolides, sulfur containing terpenoids, and steroids with various patterns of oxidation. In our search for antiparasitic metabolites from marine sponges, we found that the Colombian Caribbean sponge Ircinia campana contains a complex mixture of epidioxysterols which displayed antileishmanial activity. This paper demonstrates that epidioxysterols found in this sponge are photo-oxidation products from the naturally occurring ∆5,7 sterols. These results suggest that epidioxysterols reported previously in sponges of the genus Ircinia are not naturally occurring products, so they are not valid chemotaxonomic markers for the sponges of this genus.RESUMEN: Las esponjas marinas del género Ircinia contienen varias clases de metabolitos, algunos de ellos con actividades biológicas interesantes como son: furanosesterterpenos, hidroquinonas polipreniladas, macrólidos, terpenoides azufrados, y esteroides con diferentes patrones de oxidación. En nuestra búsqueda de sustancias antiparasitarias en esponjas marinas, encontramos que la esponja marina colombiana Ircinia campana contiene una mezcla compleja de epidioxiesteroles, los cuales mostraron actividad antileishmania. Este trabajo demuestra que los epidioxiesteroles en esta esponja, son productos de la oxidación fotoquímica de sus esteroles naturales ∆5,7. Los resultados que se presentan sugieren que los epidioxiesteroles reportados previamente en otras esponjas del género Ircinia no son productos naturales y, por tanto, no son marcadores quimotaxonómicos válidos para este género de esponjas.COL00150436application/pdfengUniversidad de Antioquia, Facultad de Ciencias Farmacéuticas y AlimentariasProductos Naturales MarinosMedellín, Colombiainfo: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-nc-sa/2.5/co/http://purl.org/coar/access_right/c_abf2https://creativecommons.org/licenses/by-nc-sa/4.0/Antileishmanial epidioxysterols from the Colombian marine sponge Ircinia campana are oxidation products from naturally occurring 5,7 sterolsLos epidioxiesteroles con actividad antileishmania de la esponja marina Colombiana Ircinia campana son productos de oxidación de los esteroles naturales 5,7EsponjasSpongesIrciniaEpidioxysterolsepidioxiesteroleshttp://aims.fao.org/aos/agrovoc/c_7321VitaeVitae6166141ORIGINALMarquezDiana_2007_AntileishmanialEpidioxysterolsColombianMarineSponge.pdfMarquezDiana_2007_AntileishmanialEpidioxysterolsColombianMarineSponge.pdfArtículo de investigaciónapplication/pdf96915http://bibliotecadigital.udea.edu.co/bitstream/10495/22307/1/MarquezDiana_2007_AntileishmanialEpidioxysterolsColombianMarineSponge.pdf7f578ed71a87fb167fc7932b8aa0009bMD51CC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-81051http://bibliotecadigital.udea.edu.co/bitstream/10495/22307/2/license_rdfe2060682c9c70d4d30c83c51448f4eedMD52LICENSElicense.txtlicense.txttext/plain; charset=utf-81748http://bibliotecadigital.udea.edu.co/bitstream/10495/22307/3/license.txt8a4605be74aa9ea9d79846c1fba20a33MD5310495/22307oai:bibliotecadigital.udea.edu.co:10495/223072021-09-07 20:43:15.621Repositorio Institucional Universidad de Antioquiaandres.perez@udea.edu.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