Galactan sulfate of Grateloupia indica: Isolation, structural features and antiviral activity
Natural compounds offer interesting pharmacological perspectives for antiviral drug development with regard to broad-spectrum antiviral properties and novel modes of action. In this study, we have analyzed polysaccharide fractions isolated from Grateloupia indica. The crude water extract (GiWE) as w...
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todo:paper_00319422_v68_n10_p1428_Chattopadhyay2023-10-03T14:44:29Z Galactan sulfate of Grateloupia indica: Isolation, structural features and antiviral activity Chattopadhyay, K. Mateu, C.G. Mandal, P. Pujol, C.A. Damonte, E.B. Ray, B. Antiviral activity Galactan sulfate Grateloupia indica Herpes simplex virus Red algae anticoagulant agent antivirus agent galactan galactan polysulfate unclassified drug article chemistry drug effect Herpes simplex virus 1 Herpes simplex virus 2 isolation and purification molecular weight nuclear magnetic resonance red alga Algae, Red Anticoagulants Antiviral Agents Galactans Herpesvirus 1, Human Herpesvirus 2, Human Molecular Weight Nuclear Magnetic Resonance, Biomolecular Grateloupia Rhodophyta Simplexvirus Natural compounds offer interesting pharmacological perspectives for antiviral drug development with regard to broad-spectrum antiviral properties and novel modes of action. In this study, we have analyzed polysaccharide fractions isolated from Grateloupia indica. The crude water extract (GiWE) as well as one fraction (F3) obtained by anion exchange chromatography had potent anti-HSV activity. Their inhibitory concentration 50% (IC50) values (0.12-1.06 μg/ml) were much lower than cytotoxic concentration 50% values (>850 μg/ml). These fractions, which were effective antiviral inhibitors if added only during the adsorption period, had very low anticoagulant activity. Furthermore, they had no direct inactivating effect on virions in a virucidal assay. Chemical, chromatographic and spectroscopic methods showed that the active polysaccharide, which has an apparent molecular mass of 60 kDa and negative specific rotation [α]D32 -16° (c 0.2, H2O), contains α-(1 → 4)- and α-(1 → 3)-linked galactopyranose residues. Sulfate groups, if present, are located mostly at C-2/6 of (1 → 4)- and C-4/6 of (1 → 3)-linked galactopyranosyl units, and are essential for the anti herpetic activity of this polymer. © 2007 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_v68_n10_p1428_Chattopadhyay |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
Antiviral activity Galactan sulfate Grateloupia indica Herpes simplex virus Red algae anticoagulant agent antivirus agent galactan galactan polysulfate unclassified drug article chemistry drug effect Herpes simplex virus 1 Herpes simplex virus 2 isolation and purification molecular weight nuclear magnetic resonance red alga Algae, Red Anticoagulants Antiviral Agents Galactans Herpesvirus 1, Human Herpesvirus 2, Human Molecular Weight Nuclear Magnetic Resonance, Biomolecular Grateloupia Rhodophyta Simplexvirus |
| spellingShingle |
Antiviral activity Galactan sulfate Grateloupia indica Herpes simplex virus Red algae anticoagulant agent antivirus agent galactan galactan polysulfate unclassified drug article chemistry drug effect Herpes simplex virus 1 Herpes simplex virus 2 isolation and purification molecular weight nuclear magnetic resonance red alga Algae, Red Anticoagulants Antiviral Agents Galactans Herpesvirus 1, Human Herpesvirus 2, Human Molecular Weight Nuclear Magnetic Resonance, Biomolecular Grateloupia Rhodophyta Simplexvirus Chattopadhyay, K. Mateu, C.G. Mandal, P. Pujol, C.A. Damonte, E.B. Ray, B. Galactan sulfate of Grateloupia indica: Isolation, structural features and antiviral activity |
| topic_facet |
Antiviral activity Galactan sulfate Grateloupia indica Herpes simplex virus Red algae anticoagulant agent antivirus agent galactan galactan polysulfate unclassified drug article chemistry drug effect Herpes simplex virus 1 Herpes simplex virus 2 isolation and purification molecular weight nuclear magnetic resonance red alga Algae, Red Anticoagulants Antiviral Agents Galactans Herpesvirus 1, Human Herpesvirus 2, Human Molecular Weight Nuclear Magnetic Resonance, Biomolecular Grateloupia Rhodophyta Simplexvirus |
| description |
Natural compounds offer interesting pharmacological perspectives for antiviral drug development with regard to broad-spectrum antiviral properties and novel modes of action. In this study, we have analyzed polysaccharide fractions isolated from Grateloupia indica. The crude water extract (GiWE) as well as one fraction (F3) obtained by anion exchange chromatography had potent anti-HSV activity. Their inhibitory concentration 50% (IC50) values (0.12-1.06 μg/ml) were much lower than cytotoxic concentration 50% values (>850 μg/ml). These fractions, which were effective antiviral inhibitors if added only during the adsorption period, had very low anticoagulant activity. Furthermore, they had no direct inactivating effect on virions in a virucidal assay. Chemical, chromatographic and spectroscopic methods showed that the active polysaccharide, which has an apparent molecular mass of 60 kDa and negative specific rotation [α]D32 -16° (c 0.2, H2O), contains α-(1 → 4)- and α-(1 → 3)-linked galactopyranose residues. Sulfate groups, if present, are located mostly at C-2/6 of (1 → 4)- and C-4/6 of (1 → 3)-linked galactopyranosyl units, and are essential for the anti herpetic activity of this polymer. © 2007 Elsevier Ltd. All rights reserved. |
| format |
JOUR |
| author |
Chattopadhyay, K. Mateu, C.G. Mandal, P. Pujol, C.A. Damonte, E.B. Ray, B. |
| author_facet |
Chattopadhyay, K. Mateu, C.G. Mandal, P. Pujol, C.A. Damonte, E.B. Ray, B. |
| author_sort |
Chattopadhyay, K. |
| title |
Galactan sulfate of Grateloupia indica: Isolation, structural features and antiviral activity |
| title_short |
Galactan sulfate of Grateloupia indica: Isolation, structural features and antiviral activity |
| title_full |
Galactan sulfate of Grateloupia indica: Isolation, structural features and antiviral activity |
| title_fullStr |
Galactan sulfate of Grateloupia indica: Isolation, structural features and antiviral activity |
| title_full_unstemmed |
Galactan sulfate of Grateloupia indica: Isolation, structural features and antiviral activity |
| title_sort |
galactan sulfate of grateloupia indica: isolation, structural features and antiviral activity |
| url |
http://hdl.handle.net/20.500.12110/paper_00319422_v68_n10_p1428_Chattopadhyay |
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