title: HPLC-ESI-IT-MS/MS analysis and biological activity of triterpene glycosides from the Colombian marine sponge Ectyoplasia ferox.
abstract: 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.
authors: Grupo de Investigación Productos Naturales Marinos, Facultad de Química Farmacéutica, Universidad de Antioquia, Calle 70 N° 52-21, Medellín, Colombia. jhonnycolorado@humax.com.co.
authors: Jhonny
authors: J
authors: Colorado-Ríos
authors: Diana
authors: D
authors: Muñoz
authors: Guillermo
authors: G
authors: Montoya
authors: Diana
authors: D
authors: Márquez
authors: Maria-Elena
authors: ME
authors: Márquez
authors: Juan
authors: J
authors: López
authors: Alejandro
authors: A
authors: Martínez
mesh_terms: D000818:Animals; D016466:CHO Cells; D002453:Cell Cycle / Q000187:drug effects; D002460:Cell Line; D049109:Cell Proliferation / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D003412:Cricetulus; D003603:Cytotoxins / Q000737:chemistry / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry* / Q000494:pharmacology*; D006461:Hemolysis / Q000187:drug effects; D006801:Humans; D019169:Jurkat Cells; D011161:Porifera / Q000737:chemistry* / Q000378:metabolism; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods; D053719:Tandem Mass Spectrometry / Q000379:methods; D014315:Triterpenes / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D003603:Cytotoxins; D006027:Glycosides; D014315:Triterpenes