info:eu-repo/semantics/article
Structural analysis and antiviral activity of a sulfated galactan from the red seaweed Schizymenia binderi (Gigartinales, Rhodophyta)
Fecha
2005-10Registro en:
Matsuhiro, Betty; Conte, Ana Florencia; Damonte, Elsa Beatriz; Kolender, Adriana Andrea; Matulewicz, Maria Cristina; et al.; Structural analysis and antiviral activity of a sulfated galactan from the red seaweed Schizymenia binderi (Gigartinales, Rhodophyta); Elsevier; Carbohydrate Research; 340; 15; 10-2005; 2392-2402
0008-6215
CONICET Digital
CONICET
Autor
Matsuhiro, Betty
Conte, Ana Florencia
Damonte, Elsa Beatriz
Kolender, Adriana Andrea
Matulewicz, Maria Cristina
Mejías, Enrique G.
Pujol, Carlos Alberto
Zúñiga, Elisa A.
Resumen
Aqueous extraction of gametophytic Schizymenia binderi afforded a polysaccharide composed of galactose and sulfate groups in a molar ratio of 1.0:0.89 together with uronic acids (6.8 wt %) and minor amounts of other neutral sugars. Alkali-treatment of the polysaccharide afforded a polysaccharide devoid of 3,6-anhydrogalactose. 13C NMR spectroscopy of the desulfated alkali-treated polysaccharide showed a backbone structure of alternating 3-linked β-D-galactopyranosyl and 4-linked α- galactopyranosyl units that are predominantly of the D-configuration and partly of the L-configuration. Methylation, ethylation and NMR spectroscopic studies of the alkali-treated polysaccharide indicated that the sulfate groups are located mainly at positions O-2 of 3-linked β-D-galactopyranosyl residue and at position O-3 of 4-linked-α-galactopyranosyl residues, the latter is partially glycosylated at position O-2. The sulfated galactan from S. binderi exhibited highly selective antiviral activity against Herpes simplex virus types 1 and 2, with selectivity indices (ratio cytotoxicity/antiviral activity) >1000 for all assayed virus strains. This compound was shown to interfere with the initial adsorption of viruses to cells.