Sulfated xylomannans from the red seaweed Sebdenia polydactyla: Structural features, chemical modification and antiviral activity

Background: Many viruses display affinity for cell surface heparan sulfate proteoglycans with biological relevance in virus entry. This raises the possibility of the application of sulfated polysaccharides in antiviral therapy. Methods: In this study, we analysed polysaccharide fractions isolated fr...

Descripción completa

Detalles Bibliográficos
Autores principales: Pujol, Carlos Alberto, Damonte, Elsa Beatriz
Publicado: 2009
Materias:
monomer
polysaccharide
unclassified drug
xylomannan derivative
animal cell
antiviral activity
article
chemical modification
drug cytotoxicity
drug isolation
drug selectivity
Herpes simplex virus 1
IC 50
in vitro study
macromolecule
molecular weight
nonhuman
priority journal
seaweed
Sebdenia polydactyla
structure activity relation
sulfation
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09563202_v19_n6_p235_Ghosh
http://hdl.handle.net/20.500.12110/paper_09563202_v19_n6_p235_Ghosh
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
id paper:paper_09563202_v19_n6_p235_Ghosh
record_format dspace
spelling paper:paper_09563202_v19_n6_p235_Ghosh2023-06-08T15:56:01Z Sulfated xylomannans from the red seaweed Sebdenia polydactyla: Structural features, chemical modification and antiviral activity Pujol, Carlos Alberto Damonte, Elsa Beatriz monomer polysaccharide unclassified drug xylomannan derivative animal cell antiviral activity article chemical modification drug cytotoxicity drug isolation drug selectivity Herpes simplex virus 1 IC 50 in vitro study macromolecule molecular weight nonhuman priority journal seaweed Sebdenia polydactyla structure activity relation sulfation Background: Many viruses display affinity for cell surface heparan sulfate proteoglycans with biological relevance in virus entry. This raises the possibility of the application of sulfated polysaccharides in antiviral therapy. Methods: In this study, we analysed polysaccharide fractions isolated from Sebdenia polydactyla. Results: The purified xylomannan sulfate and its further sulfated derivatives showed strong activity against herpes simplex virus type-1 (HSV-1). Their 50% inhibitory concentration values were in the range 0.35-2.8 μg/ ml and they lacked cytotoxicity at concentrations up to 1,000 μg/ml. The major polysaccharide, which had 0.6 sulfate groups per monomer unit and an apparent molecular mass of 150 kDa, contained a backbone of α-(1→3)- linked D-mannopyranosyl residues substituted at position 6 with a single stub of β-d-xylopyranosyl residues. Conclusions: The degree of sulfation seemed to play an important role because desulfation and/or further sulfation of the isolated macromolecules largely influenced their in vitro anti-HSV-1 activity. ©2009 International Medical Press. 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. 2009 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09563202_v19_n6_p235_Ghosh http://hdl.handle.net/20.500.12110/paper_09563202_v19_n6_p235_Ghosh
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic monomer
polysaccharide
unclassified drug
xylomannan derivative
animal cell
antiviral activity
article
chemical modification
drug cytotoxicity
drug isolation
drug selectivity
Herpes simplex virus 1
IC 50
in vitro study
macromolecule
molecular weight
nonhuman
priority journal
seaweed
Sebdenia polydactyla
structure activity relation
sulfation
spellingShingle monomer
polysaccharide
unclassified drug
xylomannan derivative
animal cell
antiviral activity
article
chemical modification
drug cytotoxicity
drug isolation
drug selectivity
Herpes simplex virus 1
IC 50
in vitro study
macromolecule
molecular weight
nonhuman
priority journal
seaweed
Sebdenia polydactyla
structure activity relation
sulfation
Pujol, Carlos Alberto
Damonte, Elsa Beatriz
Sulfated xylomannans from the red seaweed Sebdenia polydactyla: Structural features, chemical modification and antiviral activity
topic_facet monomer
polysaccharide
unclassified drug
xylomannan derivative
animal cell
antiviral activity
article
chemical modification
drug cytotoxicity
drug isolation
drug selectivity
Herpes simplex virus 1
IC 50
in vitro study
macromolecule
molecular weight
nonhuman
priority journal
seaweed
Sebdenia polydactyla
structure activity relation
sulfation
description Background: Many viruses display affinity for cell surface heparan sulfate proteoglycans with biological relevance in virus entry. This raises the possibility of the application of sulfated polysaccharides in antiviral therapy. Methods: In this study, we analysed polysaccharide fractions isolated from Sebdenia polydactyla. Results: The purified xylomannan sulfate and its further sulfated derivatives showed strong activity against herpes simplex virus type-1 (HSV-1). Their 50% inhibitory concentration values were in the range 0.35-2.8 μg/ ml and they lacked cytotoxicity at concentrations up to 1,000 μg/ml. The major polysaccharide, which had 0.6 sulfate groups per monomer unit and an apparent molecular mass of 150 kDa, contained a backbone of α-(1→3)- linked D-mannopyranosyl residues substituted at position 6 with a single stub of β-d-xylopyranosyl residues. Conclusions: The degree of sulfation seemed to play an important role because desulfation and/or further sulfation of the isolated macromolecules largely influenced their in vitro anti-HSV-1 activity. ©2009 International Medical Press.
author Pujol, Carlos Alberto
Damonte, Elsa Beatriz
author_facet Pujol, Carlos Alberto
Damonte, Elsa Beatriz
author_sort Pujol, Carlos Alberto
title Sulfated xylomannans from the red seaweed Sebdenia polydactyla: Structural features, chemical modification and antiviral activity
title_short Sulfated xylomannans from the red seaweed Sebdenia polydactyla: Structural features, chemical modification and antiviral activity
title_full Sulfated xylomannans from the red seaweed Sebdenia polydactyla: Structural features, chemical modification and antiviral activity
title_fullStr Sulfated xylomannans from the red seaweed Sebdenia polydactyla: Structural features, chemical modification and antiviral activity
title_full_unstemmed Sulfated xylomannans from the red seaweed Sebdenia polydactyla: Structural features, chemical modification and antiviral activity
title_sort sulfated xylomannans from the red seaweed sebdenia polydactyla: structural features, chemical modification and antiviral activity
publishDate 2009
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09563202_v19_n6_p235_Ghosh
http://hdl.handle.net/20.500.12110/paper_09563202_v19_n6_p235_Ghosh
work_keys_str_mv AT pujolcarlosalberto sulfatedxylomannansfromtheredseaweedsebdeniapolydactylastructuralfeatureschemicalmodificationandantiviralactivity
AT damonteelsabeatriz sulfatedxylomannansfromtheredseaweedsebdeniapolydactylastructuralfeatureschemicalmodificationandantiviralactivity
_version_ 1768542044623470592

Ejemplares similares