Chemical structure and antiviral activity of the sulfated heterorhamnan isolated from the green seaweed Gayralia oxysperma
A homogeneous sulfated heterorhamnan was obtained by aqueous extraction, then by ultrafiltration from the green seaweed Gayralia oxysperma. Besides α-l-rhamnose it contains glucuronic and galacturonic acids, xylose and glucose. The structure was established by methylation analyses of the carboxyl-re...
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2008
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| Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v343_n18_p3085_Cassolato http://hdl.handle.net/20.500.12110/paper_00086215_v343_n18_p3085_Cassolato |
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paper:paper_00086215_v343_n18_p3085_Cassolato2023-06-08T14:32:56Z Chemical structure and antiviral activity of the sulfated heterorhamnan isolated from the green seaweed Gayralia oxysperma Noseda, Miguel D. Pujol, Carlos Alberto Damonte, Elsa Beatriz Antiviral activity Chemical structure Gayralia oxysperma Green seaweed Sulfated heterorhamnan Ulvales Acids Glucose Nuclear magnetic resonance Nuclear magnetic resonance spectroscopy Solvent extraction Structure (composition) Ultrafiltration Antiviral activity Chemical structure Gayralia oxysperma Green seaweed Sulfated heterorhamnan Ulvales Seaweed carboxyl group galacturonic acid glucose glucuronic acid polysaccharide sulfate rhamnose sulfated heterorhamnan unclassified drug xylose animal cell antiviral activity article chemical structure concentration response drug screening Gayralia oxyspermia Herpes simplex virus 1 Herpes simplex virus 2 methylation nonhuman nuclear magnetic resonance spectroscopy priority journal seaweed substitution reaction sulfation ultrafiltration Algae, Green Animals Antiviral Agents Carbon Dioxide Cell Survival Cercopithecus aethiops Deoxy Sugars Herpesvirus 1, Human Herpesvirus 2, Human Magnetic Resonance Spectroscopy Mannans Methylation Oxidation-Reduction Solubility Spectroscopy, Fourier Transform Infrared Sulfuric Acid Esters Vero Cells Water Gayralia oxysperma Simplexvirus Ulvales A homogeneous sulfated heterorhamnan was obtained by aqueous extraction, then by ultrafiltration from the green seaweed Gayralia oxysperma. Besides α-l-rhamnose it contains glucuronic and galacturonic acids, xylose and glucose. The structure was established by methylation analyses of the carboxyl-reduced, carboxyl-reduced/desulfated, carboxyl-reduced/Smith-degraded, and carboxyl-reduced/Smith-degraded/desulfated products and 1D, 2D NMR spectroscopy analyses. The heterorhamnan backbone is constituted by 3- and 2-linked rhamnosyl units (1.00:0.80), the latter being ∼50% substituted at C-3 by side chains containing 2-sulfated glucuronic and galacturonic acids and xylosyl units. The 3- and 2-linked rhamnosyl units are unsulfated (20%), disulfated (16%), and mostly monosulfated at C-2 (27%) and C-4 (37%). The branched and sulfated heterorhamnan had high and specific activity against herpes simplex virus. © 2008 Elsevier Ltd. All rights reserved. Fil:Noseda, M.D. 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. 2008 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v343_n18_p3085_Cassolato http://hdl.handle.net/20.500.12110/paper_00086215_v343_n18_p3085_Cassolato |
| 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 Chemical structure Gayralia oxysperma Green seaweed Sulfated heterorhamnan Ulvales Acids Glucose Nuclear magnetic resonance Nuclear magnetic resonance spectroscopy Solvent extraction Structure (composition) Ultrafiltration Antiviral activity Chemical structure Gayralia oxysperma Green seaweed Sulfated heterorhamnan Ulvales Seaweed carboxyl group galacturonic acid glucose glucuronic acid polysaccharide sulfate rhamnose sulfated heterorhamnan unclassified drug xylose animal cell antiviral activity article chemical structure concentration response drug screening Gayralia oxyspermia Herpes simplex virus 1 Herpes simplex virus 2 methylation nonhuman nuclear magnetic resonance spectroscopy priority journal seaweed substitution reaction sulfation ultrafiltration Algae, Green Animals Antiviral Agents Carbon Dioxide Cell Survival Cercopithecus aethiops Deoxy Sugars Herpesvirus 1, Human Herpesvirus 2, Human Magnetic Resonance Spectroscopy Mannans Methylation Oxidation-Reduction Solubility Spectroscopy, Fourier Transform Infrared Sulfuric Acid Esters Vero Cells Water Gayralia oxysperma Simplexvirus Ulvales |
| spellingShingle |
Antiviral activity Chemical structure Gayralia oxysperma Green seaweed Sulfated heterorhamnan Ulvales Acids Glucose Nuclear magnetic resonance Nuclear magnetic resonance spectroscopy Solvent extraction Structure (composition) Ultrafiltration Antiviral activity Chemical structure Gayralia oxysperma Green seaweed Sulfated heterorhamnan Ulvales Seaweed carboxyl group galacturonic acid glucose glucuronic acid polysaccharide sulfate rhamnose sulfated heterorhamnan unclassified drug xylose animal cell antiviral activity article chemical structure concentration response drug screening Gayralia oxyspermia Herpes simplex virus 1 Herpes simplex virus 2 methylation nonhuman nuclear magnetic resonance spectroscopy priority journal seaweed substitution reaction sulfation ultrafiltration Algae, Green Animals Antiviral Agents Carbon Dioxide Cell Survival Cercopithecus aethiops Deoxy Sugars Herpesvirus 1, Human Herpesvirus 2, Human Magnetic Resonance Spectroscopy Mannans Methylation Oxidation-Reduction Solubility Spectroscopy, Fourier Transform Infrared Sulfuric Acid Esters Vero Cells Water Gayralia oxysperma Simplexvirus Ulvales Noseda, Miguel D. Pujol, Carlos Alberto Damonte, Elsa Beatriz Chemical structure and antiviral activity of the sulfated heterorhamnan isolated from the green seaweed Gayralia oxysperma |
| topic_facet |
Antiviral activity Chemical structure Gayralia oxysperma Green seaweed Sulfated heterorhamnan Ulvales Acids Glucose Nuclear magnetic resonance Nuclear magnetic resonance spectroscopy Solvent extraction Structure (composition) Ultrafiltration Antiviral activity Chemical structure Gayralia oxysperma Green seaweed Sulfated heterorhamnan Ulvales Seaweed carboxyl group galacturonic acid glucose glucuronic acid polysaccharide sulfate rhamnose sulfated heterorhamnan unclassified drug xylose animal cell antiviral activity article chemical structure concentration response drug screening Gayralia oxyspermia Herpes simplex virus 1 Herpes simplex virus 2 methylation nonhuman nuclear magnetic resonance spectroscopy priority journal seaweed substitution reaction sulfation ultrafiltration Algae, Green Animals Antiviral Agents Carbon Dioxide Cell Survival Cercopithecus aethiops Deoxy Sugars Herpesvirus 1, Human Herpesvirus 2, Human Magnetic Resonance Spectroscopy Mannans Methylation Oxidation-Reduction Solubility Spectroscopy, Fourier Transform Infrared Sulfuric Acid Esters Vero Cells Water Gayralia oxysperma Simplexvirus Ulvales |
| description |
A homogeneous sulfated heterorhamnan was obtained by aqueous extraction, then by ultrafiltration from the green seaweed Gayralia oxysperma. Besides α-l-rhamnose it contains glucuronic and galacturonic acids, xylose and glucose. The structure was established by methylation analyses of the carboxyl-reduced, carboxyl-reduced/desulfated, carboxyl-reduced/Smith-degraded, and carboxyl-reduced/Smith-degraded/desulfated products and 1D, 2D NMR spectroscopy analyses. The heterorhamnan backbone is constituted by 3- and 2-linked rhamnosyl units (1.00:0.80), the latter being ∼50% substituted at C-3 by side chains containing 2-sulfated glucuronic and galacturonic acids and xylosyl units. The 3- and 2-linked rhamnosyl units are unsulfated (20%), disulfated (16%), and mostly monosulfated at C-2 (27%) and C-4 (37%). The branched and sulfated heterorhamnan had high and specific activity against herpes simplex virus. © 2008 Elsevier Ltd. All rights reserved. |
| author |
Noseda, Miguel D. Pujol, Carlos Alberto Damonte, Elsa Beatriz |
| author_facet |
Noseda, Miguel D. Pujol, Carlos Alberto Damonte, Elsa Beatriz |
| author_sort |
Noseda, Miguel D. |
| title |
Chemical structure and antiviral activity of the sulfated heterorhamnan isolated from the green seaweed Gayralia oxysperma |
| title_short |
Chemical structure and antiviral activity of the sulfated heterorhamnan isolated from the green seaweed Gayralia oxysperma |
| title_full |
Chemical structure and antiviral activity of the sulfated heterorhamnan isolated from the green seaweed Gayralia oxysperma |
| title_fullStr |
Chemical structure and antiviral activity of the sulfated heterorhamnan isolated from the green seaweed Gayralia oxysperma |
| title_full_unstemmed |
Chemical structure and antiviral activity of the sulfated heterorhamnan isolated from the green seaweed Gayralia oxysperma |
| title_sort |
chemical structure and antiviral activity of the sulfated heterorhamnan isolated from the green seaweed gayralia oxysperma |
| publishDate |
2008 |
| url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v343_n18_p3085_Cassolato http://hdl.handle.net/20.500.12110/paper_00086215_v343_n18_p3085_Cassolato |
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1768542154622238720 |