Structure and antiviral activity of sulfated fucans from Stoechospermum marginatum

A sulfated fucan containing fraction (SmWE) was isolated from water extract of the brown seaweed Stoechospermum marginatum collected from the Arabian Sea. Anion exchange chromatography of the crude fraction results in the production of a sulfated fucan (F3) having a molecular mass of 40 kDa and spec...

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Autores principales:	Mateu, Cecilia Gabriela, Pujol, Carlos Alberto, Damonte, Elsa Beatriz
Publicado:	2006
Materias:	Anticoagulant activity Antiviral agent Herpes simplex virus Methylation analysis Molecular mass NMR spectroscopy Stoechospermum marginatum Sulfated fucan anticoagulant agent antivirus agent fucoidin polysaccharide sulfate thymidine kinase article brown alga chemistry drug effect human Human immunodeficiency virus 1 isolation and purification metabolism methylation molecular weight nuclear magnetic resonance spectroscopy Simplexvirus Algae, Brown Anticoagulants Antiviral Agents HIV-1 Humans Magnetic Resonance Spectroscopy Methylation Molecular Weight Phaeophyta Polysaccharides Sulfates Thymidine Kinase Human herpesvirus 1
Acceso en línea:	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00319422_v67_n22_p2474_Adhikari http://hdl.handle.net/20.500.12110/paper_00319422_v67_n22_p2474_Adhikari
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

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spelling	paper:paper_00319422_v67_n22_p2474_Adhikari2023-06-08T14:59:38Z Structure and antiviral activity of sulfated fucans from Stoechospermum marginatum Mateu, Cecilia Gabriela Pujol, Carlos Alberto Damonte, Elsa Beatriz Anticoagulant activity Antiviral agent Herpes simplex virus Methylation analysis Molecular mass NMR spectroscopy Stoechospermum marginatum Sulfated fucan anticoagulant agent antivirus agent fucoidin polysaccharide sulfate thymidine kinase article brown alga chemistry drug effect Herpes simplex virus human Human immunodeficiency virus 1 isolation and purification metabolism methylation molecular weight nuclear magnetic resonance spectroscopy Simplexvirus Algae, Brown Anticoagulants Antiviral Agents HIV-1 Humans Magnetic Resonance Spectroscopy Methylation Molecular Weight Phaeophyta Polysaccharides Simplexvirus Sulfates Thymidine Kinase Human herpesvirus 1 Simplexvirus Stoechospermum marginatum A sulfated fucan containing fraction (SmWE) was isolated from water extract of the brown seaweed Stoechospermum marginatum collected from the Arabian Sea. Anion exchange chromatography of the crude fraction results in the production of a sulfated fucan (F3) having a molecular mass of 40 kDa and specific rotation [α]D30 - 124° (c 0.5, H2O). NMR spectroscopic studies and methylation analysis suggested that the polymer consists of a backbone of (1 → 4)- and (1 → 3)-linked-α-l-fucopyranosyl residues that are substituted at C-2 and C-3, and that fucosyl residues are sulfated mostly at C-2 and/or C-4. SmWE and F3 were selective inhibitors of herpes simplex virus type 1 (strain F, thymidine kinase-deficient strains field and B2006 and syncytial variants arising after selection with a natural carrageenan syn 13-8 and 14-1) and type 2 (strain MS) in Vero cells, with antiviral effective concentration 50% (EC50) values in the range 0.63-10.0 μg/ml. The compounds were highly selective due to the lack of cytotoxicity. The antiviral activity was dependent on the presence of the sulfated fucans during the adsorption period. No direct inactivating effect on virions was observed in a virucidal assay. The absence of anticoagulant activity at concentrations near EC50 confirmed that there was no correlation between the antiviral and anticoagulant properties. © 2006 Elsevier Ltd. All rights reserved. Fil:Mateu, C.G. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 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. 2006 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00319422_v67_n22_p2474_Adhikari http://hdl.handle.net/20.500.12110/paper_00319422_v67_n22_p2474_Adhikari
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	Anticoagulant activity Antiviral agent Herpes simplex virus Methylation analysis Molecular mass NMR spectroscopy Stoechospermum marginatum Sulfated fucan anticoagulant agent antivirus agent fucoidin polysaccharide sulfate thymidine kinase article brown alga chemistry drug effect Herpes simplex virus human Human immunodeficiency virus 1 isolation and purification metabolism methylation molecular weight nuclear magnetic resonance spectroscopy Simplexvirus Algae, Brown Anticoagulants Antiviral Agents HIV-1 Humans Magnetic Resonance Spectroscopy Methylation Molecular Weight Phaeophyta Polysaccharides Simplexvirus Sulfates Thymidine Kinase Human herpesvirus 1 Simplexvirus Stoechospermum marginatum
spellingShingle	Anticoagulant activity Antiviral agent Herpes simplex virus Methylation analysis Molecular mass NMR spectroscopy Stoechospermum marginatum Sulfated fucan anticoagulant agent antivirus agent fucoidin polysaccharide sulfate thymidine kinase article brown alga chemistry drug effect Herpes simplex virus human Human immunodeficiency virus 1 isolation and purification metabolism methylation molecular weight nuclear magnetic resonance spectroscopy Simplexvirus Algae, Brown Anticoagulants Antiviral Agents HIV-1 Humans Magnetic Resonance Spectroscopy Methylation Molecular Weight Phaeophyta Polysaccharides Simplexvirus Sulfates Thymidine Kinase Human herpesvirus 1 Simplexvirus Stoechospermum marginatum Mateu, Cecilia Gabriela Pujol, Carlos Alberto Damonte, Elsa Beatriz Structure and antiviral activity of sulfated fucans from Stoechospermum marginatum
topic_facet	Anticoagulant activity Antiviral agent Herpes simplex virus Methylation analysis Molecular mass NMR spectroscopy Stoechospermum marginatum Sulfated fucan anticoagulant agent antivirus agent fucoidin polysaccharide sulfate thymidine kinase article brown alga chemistry drug effect Herpes simplex virus human Human immunodeficiency virus 1 isolation and purification metabolism methylation molecular weight nuclear magnetic resonance spectroscopy Simplexvirus Algae, Brown Anticoagulants Antiviral Agents HIV-1 Humans Magnetic Resonance Spectroscopy Methylation Molecular Weight Phaeophyta Polysaccharides Simplexvirus Sulfates Thymidine Kinase Human herpesvirus 1 Simplexvirus Stoechospermum marginatum
description	A sulfated fucan containing fraction (SmWE) was isolated from water extract of the brown seaweed Stoechospermum marginatum collected from the Arabian Sea. Anion exchange chromatography of the crude fraction results in the production of a sulfated fucan (F3) having a molecular mass of 40 kDa and specific rotation [α]D30 - 124° (c 0.5, H2O). NMR spectroscopic studies and methylation analysis suggested that the polymer consists of a backbone of (1 → 4)- and (1 → 3)-linked-α-l-fucopyranosyl residues that are substituted at C-2 and C-3, and that fucosyl residues are sulfated mostly at C-2 and/or C-4. SmWE and F3 were selective inhibitors of herpes simplex virus type 1 (strain F, thymidine kinase-deficient strains field and B2006 and syncytial variants arising after selection with a natural carrageenan syn 13-8 and 14-1) and type 2 (strain MS) in Vero cells, with antiviral effective concentration 50% (EC50) values in the range 0.63-10.0 μg/ml. The compounds were highly selective due to the lack of cytotoxicity. The antiviral activity was dependent on the presence of the sulfated fucans during the adsorption period. No direct inactivating effect on virions was observed in a virucidal assay. The absence of anticoagulant activity at concentrations near EC50 confirmed that there was no correlation between the antiviral and anticoagulant properties. © 2006 Elsevier Ltd. All rights reserved.
author	Mateu, Cecilia Gabriela Pujol, Carlos Alberto Damonte, Elsa Beatriz
author_facet	Mateu, Cecilia Gabriela Pujol, Carlos Alberto Damonte, Elsa Beatriz
author_sort	Mateu, Cecilia Gabriela
title	Structure and antiviral activity of sulfated fucans from Stoechospermum marginatum
title_short	Structure and antiviral activity of sulfated fucans from Stoechospermum marginatum
title_full	Structure and antiviral activity of sulfated fucans from Stoechospermum marginatum
title_fullStr	Structure and antiviral activity of sulfated fucans from Stoechospermum marginatum
title_full_unstemmed	Structure and antiviral activity of sulfated fucans from Stoechospermum marginatum
title_sort	structure and antiviral activity of sulfated fucans from stoechospermum marginatum
publishDate	2006
url	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00319422_v67_n22_p2474_Adhikari http://hdl.handle.net/20.500.12110/paper_00319422_v67_n22_p2474_Adhikari
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Structure and antiviral activity of sulfated fucans from Stoechospermum marginatum

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