HPLC-ESI-IT-MS/MS Analysis and biological activity of triterpene glycosides from the colombian marine sponge Ectyoplasia ferox
ABSTARCT: The marine sponge Ectyoplasia ferox produces antipredatory and allelopathic triterpenoid glycosides as part of its chemical defense repertoire against predators, competitors, and fouling organisms. These molecules are responsible for the pharmacological potential found in the glycosides pr...
- Autores:
-
Colorado Ríos, Jhonny
Muñoz Lasso, Diana Carolina
Montoya Peláez, Guillermo León
Márquez Fernández, Diana Margarita
Márquez Fernández, María Elena
López Ortíz, Juan Bautista
Martínez Martínez, Alejandro
- 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:10495/8526
- Acceso en línea:
- http://hdl.handle.net/10495/8526
- Palabra clave:
- Espectrometría de masas
Mass spectrometry
Glucosidos
glucosides
Esponjas
sponges
Esponja marina
Glucósidos triterpenoides
http://aims.fao.org/aos/agrovoc/c_7321
- Rights
- openAccess
- License
- Atribución 2.5 Colombia (CC BY 2.5 CO)
id |
UDEA2_b6f99bf02b30ac6fc5b121d372659ecb |
---|---|
oai_identifier_str |
oai:bibliotecadigital.udea.edu.co:10495/8526 |
network_acronym_str |
UDEA2 |
network_name_str |
Repositorio UdeA |
repository_id_str |
|
dc.title.spa.fl_str_mv |
HPLC-ESI-IT-MS/MS Analysis and biological activity of triterpene glycosides from the colombian marine sponge Ectyoplasia ferox |
title |
HPLC-ESI-IT-MS/MS Analysis and biological activity of triterpene glycosides from the colombian marine sponge Ectyoplasia ferox |
spellingShingle |
HPLC-ESI-IT-MS/MS Analysis and biological activity of triterpene glycosides from the colombian marine sponge Ectyoplasia ferox Espectrometría de masas Mass spectrometry Glucosidos glucosides Esponjas sponges Esponja marina Glucósidos triterpenoides http://aims.fao.org/aos/agrovoc/c_7321 |
title_short |
HPLC-ESI-IT-MS/MS Analysis and biological activity of triterpene glycosides from the colombian marine sponge Ectyoplasia ferox |
title_full |
HPLC-ESI-IT-MS/MS Analysis and biological activity of triterpene glycosides from the colombian marine sponge Ectyoplasia ferox |
title_fullStr |
HPLC-ESI-IT-MS/MS Analysis and biological activity of triterpene glycosides from the colombian marine sponge Ectyoplasia ferox |
title_full_unstemmed |
HPLC-ESI-IT-MS/MS Analysis and biological activity of triterpene glycosides from the colombian marine sponge Ectyoplasia ferox |
title_sort |
HPLC-ESI-IT-MS/MS Analysis and biological activity of triterpene glycosides from the colombian marine sponge Ectyoplasia ferox |
dc.creator.fl_str_mv |
Colorado Ríos, Jhonny Muñoz Lasso, Diana Carolina Montoya Peláez, Guillermo León Márquez Fernández, Diana Margarita Márquez Fernández, María Elena López Ortíz, Juan Bautista Martínez Martínez, Alejandro |
dc.contributor.author.none.fl_str_mv |
Colorado Ríos, Jhonny Muñoz Lasso, Diana Carolina Montoya Peláez, Guillermo León Márquez Fernández, Diana Margarita Márquez Fernández, María Elena López Ortíz, Juan Bautista Martínez Martínez, Alejandro |
dc.subject.lemb.none.fl_str_mv |
Espectrometría de masas Mass spectrometry |
topic |
Espectrometría de masas Mass spectrometry Glucosidos glucosides Esponjas sponges Esponja marina Glucósidos triterpenoides http://aims.fao.org/aos/agrovoc/c_7321 |
dc.subject.agrovoc.none.fl_str_mv |
Glucosidos glucosides Esponjas sponges |
dc.subject.proposal.spa.fl_str_mv |
Esponja marina Glucósidos triterpenoides |
dc.subject.agrovocuri.none.fl_str_mv |
http://aims.fao.org/aos/agrovoc/c_7321 |
description |
ABSTARCT: The marine sponge Ectyoplasia ferox produces antipredatory and allelopathic triterpenoid glycosides as part of its chemical defense repertoire against predators, competitors, and fouling organisms. These molecules are responsible for the pharmacological potential found in the glycosides present in this species. In order to observe the glycochemical diversity present in E. ferox, a liquid chromatography coupled to a tandem mass spectrometry approach to analyse a complex polar fraction of this marine sponge was performed. This gave valuable information for about twenty-five compounds three of which have been previously reported and another three which were found to be composed of known aglycones. Furthermore, a group of four urabosides, sharing two uncommon substitutions with carboxyl groups at C-4 on the terpenoid core, were identified by a characteristic fragmentation pattern. The oxidized aglycones present in this group of saponins can promote instability, making the purification process difficult. Cytotoxicity, cell cycle modulation, a cell cloning efficiency assay, as well as its hemolytic activity were evaluated. The cytotoxic activity was about IC50 40 μg/mL on Jurkat and CHO-k1 cell lines without exhibiting hemolysis. Discussion on this bioactivity suggests the scanning of other biological models would be worthwhile. |
publishDate |
2013 |
dc.date.issued.none.fl_str_mv |
2013 |
dc.date.accessioned.none.fl_str_mv |
2017-10-10T19:35:07Z |
dc.date.available.none.fl_str_mv |
2017-10-10T19:35:07Z |
dc.type.spa.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.coarversion.fl_str_mv |
http://purl.org/coar/version/c_970fb48d4fbd8a86 http://purl.org/coar/version/c_970fb48d4fbd8a85 |
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 |
dc.identifier.citation.spa.fl_str_mv |
J. Colorado-Ríos, D. C. Muñoz-Lasso, G. L. Montoya-Peláez, D. M. Márquez-Fernández, M. E. Márquez-Fernández, J. B. López-Ortíz and A. Martínez-Martínez, "HPLC-ESI-IT-MS/MS Analysis and biological activity of triterpene glycosides from the colombian marine sponge Ectyoplasia ferox," Mar. Drugs, vol. 11, pp. 4815-4833, 2013. |
dc.identifier.issn.none.fl_str_mv |
1660-3397 |
dc.identifier.uri.none.fl_str_mv |
http://hdl.handle.net/10495/8526 |
dc.identifier.doi.none.fl_str_mv |
10.3390/md11124815 |
identifier_str_mv |
J. Colorado-Ríos, D. C. Muñoz-Lasso, G. L. Montoya-Peláez, D. M. Márquez-Fernández, M. E. Márquez-Fernández, J. B. López-Ortíz and A. Martínez-Martínez, "HPLC-ESI-IT-MS/MS Analysis and biological activity of triterpene glycosides from the colombian marine sponge Ectyoplasia ferox," Mar. Drugs, vol. 11, pp. 4815-4833, 2013. 1660-3397 10.3390/md11124815 |
url |
http://hdl.handle.net/10495/8526 |
dc.language.iso.spa.fl_str_mv |
eng |
language |
eng |
dc.relation.ispartofjournalabbrev.spa.fl_str_mv |
Mar. Drugs |
dc.rights.*.fl_str_mv |
Atribución 2.5 Colombia (CC BY 2.5 CO) |
dc.rights.spa.fl_str_mv |
info:eu-repo/semantics/openAccess |
dc.rights.uri.*.fl_str_mv |
https://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/ |
rights_invalid_str_mv |
Atribución 2.5 Colombia (CC BY 2.5 CO) https://creativecommons.org/licenses/by/2.5/co/ http://purl.org/coar/access_right/c_abf2 https://creativecommons.org/licenses/by/4.0/ |
eu_rights_str_mv |
openAccess |
dc.format.extent.spa.fl_str_mv |
18 |
dc.format.mimetype.spa.fl_str_mv |
application/pdf |
dc.publisher.spa.fl_str_mv |
MDPI |
dc.publisher.group.spa.fl_str_mv |
Productos Naturales Marinos |
dc.publisher.place.spa.fl_str_mv |
Suiza |
institution |
Universidad de Antioquia |
bitstream.url.fl_str_mv |
http://bibliotecadigital.udea.edu.co/bitstream/10495/8526/5/license.txt http://bibliotecadigital.udea.edu.co/bitstream/10495/8526/2/license_url http://bibliotecadigital.udea.edu.co/bitstream/10495/8526/3/license_text http://bibliotecadigital.udea.edu.co/bitstream/10495/8526/4/license_rdf http://bibliotecadigital.udea.edu.co/bitstream/10495/8526/1/MartinezAlejandro_2013_AnalysisBiologicalActivity.pdf |
bitstream.checksum.fl_str_mv |
8a4605be74aa9ea9d79846c1fba20a33 4afdbb8c545fd630ea7db775da747b2f d41d8cd98f00b204e9800998ecf8427e d41d8cd98f00b204e9800998ecf8427e de126be8f63c776ebc2bcaef4981c9b8 |
bitstream.checksumAlgorithm.fl_str_mv |
MD5 MD5 MD5 MD5 MD5 |
repository.name.fl_str_mv |
Repositorio Institucional Universidad de Antioquia |
repository.mail.fl_str_mv |
andres.perez@udea.edu.co |
_version_ |
1812173149011181568 |
spelling |
Colorado Ríos, JhonnyMuñoz Lasso, Diana CarolinaMontoya Peláez, Guillermo LeónMárquez Fernández, Diana MargaritaMárquez Fernández, María ElenaLópez Ortíz, Juan BautistaMartínez Martínez, Alejandro2017-10-10T19:35:07Z2017-10-10T19:35:07Z2013J. Colorado-Ríos, D. C. Muñoz-Lasso, G. L. Montoya-Peláez, D. M. Márquez-Fernández, M. E. Márquez-Fernández, J. B. López-Ortíz and A. Martínez-Martínez, "HPLC-ESI-IT-MS/MS Analysis and biological activity of triterpene glycosides from the colombian marine sponge Ectyoplasia ferox," Mar. Drugs, vol. 11, pp. 4815-4833, 2013.1660-3397http://hdl.handle.net/10495/852610.3390/md11124815ABSTARCT: The marine sponge Ectyoplasia ferox produces antipredatory and allelopathic triterpenoid glycosides as part of its chemical defense repertoire against predators, competitors, and fouling organisms. These molecules are responsible for the pharmacological potential found in the glycosides present in this species. In order to observe the glycochemical diversity present in E. ferox, a liquid chromatography coupled to a tandem mass spectrometry approach to analyse a complex polar fraction of this marine sponge was performed. This gave valuable information for about twenty-five compounds three of which have been previously reported and another three which were found to be composed of known aglycones. Furthermore, a group of four urabosides, sharing two uncommon substitutions with carboxyl groups at C-4 on the terpenoid core, were identified by a characteristic fragmentation pattern. The oxidized aglycones present in this group of saponins can promote instability, making the purification process difficult. Cytotoxicity, cell cycle modulation, a cell cloning efficiency assay, as well as its hemolytic activity were evaluated. The cytotoxic activity was about IC50 40 μg/mL on Jurkat and CHO-k1 cell lines without exhibiting hemolysis. Discussion on this bioactivity suggests the scanning of other biological models would be worthwhile.18application/pdfengMDPIProductos Naturales MarinosSuizainfo:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_2df8fbb1https://purl.org/redcol/resource_type/ARTArtículo de investigaciónhttp://purl.org/coar/version/c_970fb48d4fbd8a86http://purl.org/coar/version/c_970fb48d4fbd8a85Atribución 2.5 Colombia (CC BY 2.5 CO)info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by/2.5/co/http://purl.org/coar/access_right/c_abf2https://creativecommons.org/licenses/by/4.0/HPLC-ESI-IT-MS/MS Analysis and biological activity of triterpene glycosides from the colombian marine sponge Ectyoplasia feroxEspectrometría de masasMass spectrometryGlucosidosglucosidesEsponjasspongesEsponja marinaGlucósidos triterpenoideshttp://aims.fao.org/aos/agrovoc/c_7321Mar. DrugsMarine Drugs4815483311LICENSElicense.txtlicense.txttext/plain; charset=utf-81748http://bibliotecadigital.udea.edu.co/bitstream/10495/8526/5/license.txt8a4605be74aa9ea9d79846c1fba20a33MD55CC-LICENSElicense_urllicense_urltext/plain; charset=utf-849http://bibliotecadigital.udea.edu.co/bitstream/10495/8526/2/license_url4afdbb8c545fd630ea7db775da747b2fMD52license_textlicense_texttext/html; charset=utf-80http://bibliotecadigital.udea.edu.co/bitstream/10495/8526/3/license_textd41d8cd98f00b204e9800998ecf8427eMD53license_rdflicense_rdfLicenciaapplication/rdf+xml; charset=utf-80http://bibliotecadigital.udea.edu.co/bitstream/10495/8526/4/license_rdfd41d8cd98f00b204e9800998ecf8427eMD54ORIGINALMartinezAlejandro_2013_AnalysisBiologicalActivity.pdfMartinezAlejandro_2013_AnalysisBiologicalActivity.pdfArtículo de investigaciónapplication/pdf878209http://bibliotecadigital.udea.edu.co/bitstream/10495/8526/1/MartinezAlejandro_2013_AnalysisBiologicalActivity.pdfde126be8f63c776ebc2bcaef4981c9b8MD5110495/8526oai:bibliotecadigital.udea.edu.co:10495/85262021-04-29 19:57:52.428Repositorio Institucional Universidad de Antioquiaandres.perez@udea.edu.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 |