Cargando…
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...
Autores principales: | , , , , , , |
---|---|
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 |
_version_ | 1782297714229248000 |
---|---|
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. |
format | Online Article Text |
id | pubmed-3877889 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT coloradoriosjhonny hplcesiitmsmsanalysisandbiologicalactivityoftriterpeneglycosidesfromthecolombianmarinespongeectyoplasiaferox AT munozdiana hplcesiitmsmsanalysisandbiologicalactivityoftriterpeneglycosidesfromthecolombianmarinespongeectyoplasiaferox AT montoyaguillermo hplcesiitmsmsanalysisandbiologicalactivityoftriterpeneglycosidesfromthecolombianmarinespongeectyoplasiaferox AT marquezdiana hplcesiitmsmsanalysisandbiologicalactivityoftriterpeneglycosidesfromthecolombianmarinespongeectyoplasiaferox AT marquezmariaelena hplcesiitmsmsanalysisandbiologicalactivityoftriterpeneglycosidesfromthecolombianmarinespongeectyoplasiaferox AT lopezjuan hplcesiitmsmsanalysisandbiologicalactivityoftriterpeneglycosidesfromthecolombianmarinespongeectyoplasiaferox AT martinezalejandro hplcesiitmsmsanalysisandbiologicalactivityoftriterpeneglycosidesfromthecolombianmarinespongeectyoplasiaferox |