Structure and anti-metapneumovirus activity of sulfated galactans from the red seaweed Cryptonemia seminervis

Carbohydr Polym. 2014 Jan 30:101:313-23. doi: 10.1016/j.carbpol.2013.09.026. Epub 2013 Sep 14.

Abstract

The anti-HMPV (human metapneumovirus) activity was determined for sulfated dl-hybrid galactans obtained from the red seaweed Cryptonemia seminervis and their depolymerized products obtained by reductive partial hydrolysis. Structural studies carried out in three homogeneous depolymerized fractions DS-1, DS-2e and DS-3 (Mw of 51.6-63.8 kDa) showed that these galactans present different chemical characteristics, as monosaccharide composition, content of sulfate groups (14.1-29.9%) and agaran:carrageenan molar ratio diads, 2.7:1 for DS-1 and DS-2e and 1:1 for DS-3. The sulfate groups are located principally on C-2 of β-d-galactopyranose and 4,6-O-(1'-carboxyethylidene)-β-d-galactopyranose residues and on C-6 of α-galactose residues. Sulfated dl-galactans and their depolymerized products exhibited antiviral activity at a very early stage of the viral infection cycle. All fractions, except DS-2e inhibited HMPV replication by binding to the viral particle. Besides depolymerized galactans DS-2e and DS-3 inhibited the recognition of cell receptor by HMPV and penetration to the host cell, respectively.

Keywords: Antiviral activity; Chemical structure; Cryptonemia seminervis; Human metapneumovirus; Partial depolymerization; Sulfated galactans.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antiviral Agents / chemistry*
  • Antiviral Agents / pharmacology*
  • Antiviral Agents / toxicity
  • Cell Line
  • Galactans / chemistry*
  • Galactans / pharmacology*
  • Galactans / toxicity
  • Humans
  • Metapneumovirus / drug effects*
  • Polymerization
  • Rhodophyta / chemistry*
  • Sulfates / chemistry*

Substances

  • Antiviral Agents
  • Galactans
  • Sulfates