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

Guardado en:
Detalles Bibliográficos
Autores principales: Ghosh, T., Pujol, C.A., Damonte, E.B., Sinha, S., Ray, B.
Formato: JOUR
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: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 todo:paper_09563202_v19_n6_p235_Ghosh
record_format dspace
spelling todo:paper_09563202_v19_n6_p235_Ghosh2023-10-03T15:51:54Z Sulfated xylomannans from the red seaweed Sebdenia polydactyla: Structural features, chemical modification and antiviral activity Ghosh, T. Pujol, C.A. Damonte, E.B. Sinha, S. Ray, B. 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar 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
Ghosh, T.
Pujol, C.A.
Damonte, E.B.
Sinha, S.
Ray, B.
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.
format JOUR
author Ghosh, T.
Pujol, C.A.
Damonte, E.B.
Sinha, S.
Ray, B.
author_facet Ghosh, T.
Pujol, C.A.
Damonte, E.B.
Sinha, S.
Ray, B.
author_sort Ghosh, T.
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
url http://hdl.handle.net/20.500.12110/paper_09563202_v19_n6_p235_Ghosh
work_keys_str_mv AT ghosht sulfatedxylomannansfromtheredseaweedsebdeniapolydactylastructuralfeatureschemicalmodificationandantiviralactivity
AT pujolca sulfatedxylomannansfromtheredseaweedsebdeniapolydactylastructuralfeatureschemicalmodificationandantiviralactivity
AT damonteeb sulfatedxylomannansfromtheredseaweedsebdeniapolydactylastructuralfeatureschemicalmodificationandantiviralactivity
AT sinhas sulfatedxylomannansfromtheredseaweedsebdeniapolydactylastructuralfeatureschemicalmodificationandantiviralactivity
AT rayb sulfatedxylomannansfromtheredseaweedsebdeniapolydactylastructuralfeatureschemicalmodificationandantiviralactivity
_version_ 1782028436401815552

Ejemplares similares