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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todo:paper_00319422_v67_n22_p2474_Adhikari2023-10-03T14:44:28Z Structure and antiviral activity of sulfated fucans from Stoechospermum marginatum Adhikari, U. Mateu, C.G. Chattopadhyay, K. Pujol, C.A. Damonte, E.B. Ray, B. 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar 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 Adhikari, U. Mateu, C.G. Chattopadhyay, K. Pujol, C.A. Damonte, E.B. Ray, B. 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. |
| format |
JOUR |
| author |
Adhikari, U. Mateu, C.G. Chattopadhyay, K. Pujol, C.A. Damonte, E.B. Ray, B. |
| author_facet |
Adhikari, U. Mateu, C.G. Chattopadhyay, K. Pujol, C.A. Damonte, E.B. Ray, B. |
| author_sort |
Adhikari, U. |
| 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 |
| url |
http://hdl.handle.net/20.500.12110/paper_00319422_v67_n22_p2474_Adhikari |
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