Fucoidans from the brown seaweed Adenocystis utricularis: Extraction methods, antiviral activity and structural studies
The brown seaweed Adenocystis utricularis (family Adenocystaceae, order Ectocarpales sensu lato) was extracted in parallel with three solvents usually utilized for obtaining fucoidans: distilled water, 2% calcium chloride solution and diluted hydrochloric acid (pH 2) solution. In each case, the extr...
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Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v338_n2_p153_Ponce http://hdl.handle.net/20.500.12110/paper_00086215_v338_n2_p153_Ponce |
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paper:paper_00086215_v338_n2_p153_Ponce2023-06-08T14:32:45Z Fucoidans from the brown seaweed Adenocystis utricularis: Extraction methods, antiviral activity and structural studies Pujol, Carlos Alberto Damonte, Elsa Beatriz Stortz, Carlos Arturo Adenocystis utricularis Brown seaweeds Ectocarpales Fucans Fucoidans Galactofucans Detergents Drug therapy Extraction Fractionation Nuclear magnetic resonance spectroscopy Plants (botany) Structural analysis Viruses Fucoidans Carbohydrates cetrimide fucoidin fucose galactose sulfate adenocystis utricularis antiviral activity article carbohydrate analysis chemical analysis cytopathogenic effect extraction and extracts fractionation Herpes simplex virus 1 Herpes simplex virus 2 high temperature methylation nuclear magnetic resonance spectroscopy priority journal room temperature seaweed species comparison Animals Antiviral Agents Cell Survival Cercopithecus aethiops Chemical Fractionation Herpesvirus 1, Human Herpesvirus 2, Human Inhibitory Concentration 50 Molecular Structure Polysaccharides Seaweed Vero Cells Adenocystaceae Adenocystis utricularis algae Ectocarpales Herpes Human herpesvirus 1 The brown seaweed Adenocystis utricularis (family Adenocystaceae, order Ectocarpales sensu lato) was extracted in parallel with three solvents usually utilized for obtaining fucoidans: distilled water, 2% calcium chloride solution and diluted hydrochloric acid (pH 2) solution. In each case, the extraction was effected at room temperature and then at 70°C. The extraction yields and characteristics of the products were similar in the three cases, with only minor differences. The analytical features of the products indicate that two different types of fucoidans are present in this seaweed. One of them, mostly extracted at room temperature, is composed mainly of L-fucose, D-galactose and ester sulfate (the 'galactofucan'). The other product (the 'uronofucoidan') is the major component of the extracts obtained at 70°C. It is composed mainly of fucose, accompanied by other monosaccharides (mostly Man, but also Glc, Xyl, Rha and Gal), significant amounts of uronic acids and low proportions of sulfate ester. Fractionation with the cationic detergent cetrimide has allowed achieving a better separation of the galactofucan and uronofucoidan components. The galactofucans show a high inhibitory activity against herpes simplex virus 1 and 2, with no cytotoxicity, whereas the uronofucoidans carry no antiviral activity. Structural studies on the galactofucan fractions were carried out by methylation analysis, desulfation and NMR spectroscopy. The fucan constituent is mainly composed of 3-linked α-L-fucopyranosyl backbone, mostly sulfated at C-4, and branched at C-2 with non-sulfated fucofuranosyl and fucopyranosyl units, and 2-sulfated fucopyranosyl units. The galactan moiety is more heterogeneous, with predominant D-galactopyranose units linked on C-3 and C-6, and sulfation mostly on C-4, even in terminal non-reducing units. It may be inferred that at least some of these galactose units carry the α-configuration. © 2002 Elsevier Science Ltd. All rights reserved. Fil:Pujol, C.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Damonte, E.B. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Stortz, C.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2003 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v338_n2_p153_Ponce http://hdl.handle.net/20.500.12110/paper_00086215_v338_n2_p153_Ponce |
institution |
Universidad de Buenos Aires |
institution_str |
I-28 |
repository_str |
R-134 |
collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
topic |
Adenocystis utricularis Brown seaweeds Ectocarpales Fucans Fucoidans Galactofucans Detergents Drug therapy Extraction Fractionation Nuclear magnetic resonance spectroscopy Plants (botany) Structural analysis Viruses Fucoidans Carbohydrates cetrimide fucoidin fucose galactose sulfate adenocystis utricularis antiviral activity article carbohydrate analysis chemical analysis cytopathogenic effect extraction and extracts fractionation Herpes simplex virus 1 Herpes simplex virus 2 high temperature methylation nuclear magnetic resonance spectroscopy priority journal room temperature seaweed species comparison Animals Antiviral Agents Cell Survival Cercopithecus aethiops Chemical Fractionation Herpesvirus 1, Human Herpesvirus 2, Human Inhibitory Concentration 50 Molecular Structure Polysaccharides Seaweed Vero Cells Adenocystaceae Adenocystis utricularis algae Ectocarpales Herpes Human herpesvirus 1 |
spellingShingle |
Adenocystis utricularis Brown seaweeds Ectocarpales Fucans Fucoidans Galactofucans Detergents Drug therapy Extraction Fractionation Nuclear magnetic resonance spectroscopy Plants (botany) Structural analysis Viruses Fucoidans Carbohydrates cetrimide fucoidin fucose galactose sulfate adenocystis utricularis antiviral activity article carbohydrate analysis chemical analysis cytopathogenic effect extraction and extracts fractionation Herpes simplex virus 1 Herpes simplex virus 2 high temperature methylation nuclear magnetic resonance spectroscopy priority journal room temperature seaweed species comparison Animals Antiviral Agents Cell Survival Cercopithecus aethiops Chemical Fractionation Herpesvirus 1, Human Herpesvirus 2, Human Inhibitory Concentration 50 Molecular Structure Polysaccharides Seaweed Vero Cells Adenocystaceae Adenocystis utricularis algae Ectocarpales Herpes Human herpesvirus 1 Pujol, Carlos Alberto Damonte, Elsa Beatriz Stortz, Carlos Arturo Fucoidans from the brown seaweed Adenocystis utricularis: Extraction methods, antiviral activity and structural studies |
topic_facet |
Adenocystis utricularis Brown seaweeds Ectocarpales Fucans Fucoidans Galactofucans Detergents Drug therapy Extraction Fractionation Nuclear magnetic resonance spectroscopy Plants (botany) Structural analysis Viruses Fucoidans Carbohydrates cetrimide fucoidin fucose galactose sulfate adenocystis utricularis antiviral activity article carbohydrate analysis chemical analysis cytopathogenic effect extraction and extracts fractionation Herpes simplex virus 1 Herpes simplex virus 2 high temperature methylation nuclear magnetic resonance spectroscopy priority journal room temperature seaweed species comparison Animals Antiviral Agents Cell Survival Cercopithecus aethiops Chemical Fractionation Herpesvirus 1, Human Herpesvirus 2, Human Inhibitory Concentration 50 Molecular Structure Polysaccharides Seaweed Vero Cells Adenocystaceae Adenocystis utricularis algae Ectocarpales Herpes Human herpesvirus 1 |
description |
The brown seaweed Adenocystis utricularis (family Adenocystaceae, order Ectocarpales sensu lato) was extracted in parallel with three solvents usually utilized for obtaining fucoidans: distilled water, 2% calcium chloride solution and diluted hydrochloric acid (pH 2) solution. In each case, the extraction was effected at room temperature and then at 70°C. The extraction yields and characteristics of the products were similar in the three cases, with only minor differences. The analytical features of the products indicate that two different types of fucoidans are present in this seaweed. One of them, mostly extracted at room temperature, is composed mainly of L-fucose, D-galactose and ester sulfate (the 'galactofucan'). The other product (the 'uronofucoidan') is the major component of the extracts obtained at 70°C. It is composed mainly of fucose, accompanied by other monosaccharides (mostly Man, but also Glc, Xyl, Rha and Gal), significant amounts of uronic acids and low proportions of sulfate ester. Fractionation with the cationic detergent cetrimide has allowed achieving a better separation of the galactofucan and uronofucoidan components. The galactofucans show a high inhibitory activity against herpes simplex virus 1 and 2, with no cytotoxicity, whereas the uronofucoidans carry no antiviral activity. Structural studies on the galactofucan fractions were carried out by methylation analysis, desulfation and NMR spectroscopy. The fucan constituent is mainly composed of 3-linked α-L-fucopyranosyl backbone, mostly sulfated at C-4, and branched at C-2 with non-sulfated fucofuranosyl and fucopyranosyl units, and 2-sulfated fucopyranosyl units. The galactan moiety is more heterogeneous, with predominant D-galactopyranose units linked on C-3 and C-6, and sulfation mostly on C-4, even in terminal non-reducing units. It may be inferred that at least some of these galactose units carry the α-configuration. © 2002 Elsevier Science Ltd. All rights reserved. |
author |
Pujol, Carlos Alberto Damonte, Elsa Beatriz Stortz, Carlos Arturo |
author_facet |
Pujol, Carlos Alberto Damonte, Elsa Beatriz Stortz, Carlos Arturo |
author_sort |
Pujol, Carlos Alberto |
title |
Fucoidans from the brown seaweed Adenocystis utricularis: Extraction methods, antiviral activity and structural studies |
title_short |
Fucoidans from the brown seaweed Adenocystis utricularis: Extraction methods, antiviral activity and structural studies |
title_full |
Fucoidans from the brown seaweed Adenocystis utricularis: Extraction methods, antiviral activity and structural studies |
title_fullStr |
Fucoidans from the brown seaweed Adenocystis utricularis: Extraction methods, antiviral activity and structural studies |
title_full_unstemmed |
Fucoidans from the brown seaweed Adenocystis utricularis: Extraction methods, antiviral activity and structural studies |
title_sort |
fucoidans from the brown seaweed adenocystis utricularis: extraction methods, antiviral activity and structural studies |
publishDate |
2003 |
url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v338_n2_p153_Ponce http://hdl.handle.net/20.500.12110/paper_00086215_v338_n2_p153_Ponce |
work_keys_str_mv |
AT pujolcarlosalberto fucoidansfromthebrownseaweedadenocystisutricularisextractionmethodsantiviralactivityandstructuralstudies AT damonteelsabeatriz fucoidansfromthebrownseaweedadenocystisutricularisextractionmethodsantiviralactivityandstructuralstudies AT stortzcarlosarturo fucoidansfromthebrownseaweedadenocystisutricularisextractionmethodsantiviralactivityandstructuralstudies |
_version_ |
1768543927807246336 |