Cytotoxic and antifungal triterpene glycosides from the Patagonian sea cucumber Hemoiedema spectabilis

Two new sulfated triterpene glycosides, hemoiedemosides A (1) and B (2), have been isolated from the Patagonian sea cucumber Hemoiedema spectabilis. Their structures have been established by a combination of spectroscopic analysis (NMR and FABMS) and chemical transformations. Both glycosides present...

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Autores principales:	Seldes, Alicia Marta, Maier, Marta Silvia
Publicado:	2002
Materias:	glycoside hemoiedemoside A hemoiedemoside B triterpene derivative unclassified drug antifungal activity article chemical modification Cladosporium cucumerinum cytotoxicity drug structure echinoderm Hemoiedema spectabilis nonhuman nuclear magnetic resonance sulfation Animals Antifungal Agents Argentina Artemia Cladosporium Dose-Response Relationship, Drug Glycosides Hydrolysis Inhibitory Concentration 50 Larva Molecular Conformation Molecular Structure Nuclear Magnetic Resonance, Biomolecular Sea Cucumbers Triterpenes Cucumariidae Cucumis sativus Echinodermata Fungi Holothuroidea
Acceso en línea:	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01633864_v65_n6_p860_Chludil http://hdl.handle.net/20.500.12110/paper_01633864_v65_n6_p860_Chludil
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	paper:paper_01633864_v65_n6_p860_Chludil
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spelling	paper:paper_01633864_v65_n6_p860_Chludil2023-06-08T15:14:15Z Cytotoxic and antifungal triterpene glycosides from the Patagonian sea cucumber Hemoiedema spectabilis Seldes, Alicia Marta Maier, Marta Silvia glycoside hemoiedemoside A hemoiedemoside B triterpene derivative unclassified drug antifungal activity article chemical modification Cladosporium cucumerinum cytotoxicity drug structure echinoderm Hemoiedema spectabilis nonhuman nuclear magnetic resonance sulfation Animals Antifungal Agents Argentina Artemia Cladosporium Dose-Response Relationship, Drug Glycosides Hydrolysis Inhibitory Concentration 50 Larva Molecular Conformation Molecular Structure Nuclear Magnetic Resonance, Biomolecular Sea Cucumbers Triterpenes Cladosporium Cladosporium cucumerinum Cucumariidae Cucumis sativus Echinodermata Fungi Holothuroidea Two new sulfated triterpene glycosides, hemoiedemosides A (1) and B (2), have been isolated from the Patagonian sea cucumber Hemoiedema spectabilis. Their structures have been established by a combination of spectroscopic analysis (NMR and FABMS) and chemical transformations. Both glycosides present the same aglycon and differ in the degree of sulfation of the tetrasaccharide chain. Hemoiedemoside B (2) is a new example of a small number of trisulfated triterpene glycosides from sea cucumbers belonging to the family Cucumariidae. Glycosides 1 and 2 exhibit considerable antifungal activity against the phytopathogenic fungus Cladosporium cucumerinum, while the semisynthetic desulfated derivative 1a is less active. Fil:Seldes, A.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Maier, M.S. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2002 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01633864_v65_n6_p860_Chludil http://hdl.handle.net/20.500.12110/paper_01633864_v65_n6_p860_Chludil
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	glycoside hemoiedemoside A hemoiedemoside B triterpene derivative unclassified drug antifungal activity article chemical modification Cladosporium cucumerinum cytotoxicity drug structure echinoderm Hemoiedema spectabilis nonhuman nuclear magnetic resonance sulfation Animals Antifungal Agents Argentina Artemia Cladosporium Dose-Response Relationship, Drug Glycosides Hydrolysis Inhibitory Concentration 50 Larva Molecular Conformation Molecular Structure Nuclear Magnetic Resonance, Biomolecular Sea Cucumbers Triterpenes Cladosporium Cladosporium cucumerinum Cucumariidae Cucumis sativus Echinodermata Fungi Holothuroidea
spellingShingle	glycoside hemoiedemoside A hemoiedemoside B triterpene derivative unclassified drug antifungal activity article chemical modification Cladosporium cucumerinum cytotoxicity drug structure echinoderm Hemoiedema spectabilis nonhuman nuclear magnetic resonance sulfation Animals Antifungal Agents Argentina Artemia Cladosporium Dose-Response Relationship, Drug Glycosides Hydrolysis Inhibitory Concentration 50 Larva Molecular Conformation Molecular Structure Nuclear Magnetic Resonance, Biomolecular Sea Cucumbers Triterpenes Cladosporium Cladosporium cucumerinum Cucumariidae Cucumis sativus Echinodermata Fungi Holothuroidea Seldes, Alicia Marta Maier, Marta Silvia Cytotoxic and antifungal triterpene glycosides from the Patagonian sea cucumber Hemoiedema spectabilis
topic_facet	glycoside hemoiedemoside A hemoiedemoside B triterpene derivative unclassified drug antifungal activity article chemical modification Cladosporium cucumerinum cytotoxicity drug structure echinoderm Hemoiedema spectabilis nonhuman nuclear magnetic resonance sulfation Animals Antifungal Agents Argentina Artemia Cladosporium Dose-Response Relationship, Drug Glycosides Hydrolysis Inhibitory Concentration 50 Larva Molecular Conformation Molecular Structure Nuclear Magnetic Resonance, Biomolecular Sea Cucumbers Triterpenes Cladosporium Cladosporium cucumerinum Cucumariidae Cucumis sativus Echinodermata Fungi Holothuroidea
description	Two new sulfated triterpene glycosides, hemoiedemosides A (1) and B (2), have been isolated from the Patagonian sea cucumber Hemoiedema spectabilis. Their structures have been established by a combination of spectroscopic analysis (NMR and FABMS) and chemical transformations. Both glycosides present the same aglycon and differ in the degree of sulfation of the tetrasaccharide chain. Hemoiedemoside B (2) is a new example of a small number of trisulfated triterpene glycosides from sea cucumbers belonging to the family Cucumariidae. Glycosides 1 and 2 exhibit considerable antifungal activity against the phytopathogenic fungus Cladosporium cucumerinum, while the semisynthetic desulfated derivative 1a is less active.
author	Seldes, Alicia Marta Maier, Marta Silvia
author_facet	Seldes, Alicia Marta Maier, Marta Silvia
author_sort	Seldes, Alicia Marta
title	Cytotoxic and antifungal triterpene glycosides from the Patagonian sea cucumber Hemoiedema spectabilis
title_short	Cytotoxic and antifungal triterpene glycosides from the Patagonian sea cucumber Hemoiedema spectabilis
title_full	Cytotoxic and antifungal triterpene glycosides from the Patagonian sea cucumber Hemoiedema spectabilis
title_fullStr	Cytotoxic and antifungal triterpene glycosides from the Patagonian sea cucumber Hemoiedema spectabilis
title_full_unstemmed	Cytotoxic and antifungal triterpene glycosides from the Patagonian sea cucumber Hemoiedema spectabilis
title_sort	cytotoxic and antifungal triterpene glycosides from the patagonian sea cucumber hemoiedema spectabilis
publishDate	2002
url	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01633864_v65_n6_p860_Chludil http://hdl.handle.net/20.500.12110/paper_01633864_v65_n6_p860_Chludil
work_keys_str_mv	AT seldesaliciamarta cytotoxicandantifungaltriterpeneglycosidesfromthepatagonianseacucumberhemoiedemaspectabilis AT maiermartasilvia cytotoxicandantifungaltriterpeneglycosidesfromthepatagonianseacucumberhemoiedemaspectabilis
_version_	1768546578741592064

Cytotoxic and antifungal triterpene glycosides from the Patagonian sea cucumber Hemoiedema spectabilis

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