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HPLC-ESI-IT-MS/MS Analysis and Biological Activity of Triterpene Glycosides from the Colombian Marine Sponge Ectyoplasia ferox

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 t...

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Autores principales: Colorado-Ríos, Jhonny, Muñoz, Diana, Montoya, Guillermo, Márquez, Diana, Márquez, Maria-Elena, López, Juan, Martínez, Alejandro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3877889/
https://www.ncbi.nlm.nih.gov/pubmed/24317472
http://dx.doi.org/10.3390/md11124815
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author Colorado-Ríos, Jhonny
Muñoz, Diana
Montoya, Guillermo
Márquez, Diana
Márquez, Maria-Elena
López, Juan
Martínez, Alejandro
author_facet Colorado-Ríos, Jhonny
Muñoz, Diana
Montoya, Guillermo
Márquez, Diana
Márquez, Maria-Elena
López, Juan
Martínez, Alejandro
author_sort Colorado-Ríos, Jhonny
collection PubMed
description 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 IC(50) 40 µg/mL on Jurkat and CHO-k(1) cell lines without exhibiting hemolysis. Discussion on this bioactivity suggests the scanning of other biological models would be worthwhile.
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spelling pubmed-38778892014-01-02 HPLC-ESI-IT-MS/MS Analysis and Biological Activity of Triterpene Glycosides from the Colombian Marine Sponge Ectyoplasia ferox Colorado-Ríos, Jhonny Muñoz, Diana Montoya, Guillermo Márquez, Diana Márquez, Maria-Elena López, Juan Martínez, Alejandro Mar Drugs Article 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 IC(50) 40 µg/mL on Jurkat and CHO-k(1) cell lines without exhibiting hemolysis. Discussion on this bioactivity suggests the scanning of other biological models would be worthwhile. MDPI 2013-12-02 /pmc/articles/PMC3877889/ /pubmed/24317472 http://dx.doi.org/10.3390/md11124815 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Colorado-Ríos, Jhonny
Muñoz, Diana
Montoya, Guillermo
Márquez, Diana
Márquez, Maria-Elena
López, Juan
Martínez, Alejandro
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
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_short 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
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3877889/
https://www.ncbi.nlm.nih.gov/pubmed/24317472
http://dx.doi.org/10.3390/md11124815
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