Sulfated heterorhamnans from the green seaweed Gayralia oxysperma: partial depolymerization, chemical structure and antitumor activity

Carbohydr Polym. 2015 Mar 6:117:476-485. doi: 10.1016/j.carbpol.2014.09.089. Epub 2014 Oct 12.

Abstract

Sulfated heterorhamnans produced by Gayralia oxysperma were utilized for the preparation of two homogeneous and highly sulfated Smith-degraded products (M(w) of 109 and 251 kDa), which were constituted principally by 3-linked α-L-rhamnosyl units 2- or 4-sulfate and 2-linked α-L-rhamnosyl units 4- or 3,4-sulfate, in different percentages. The homogeneous products and the crude extracts containing the sulfated heterorhamnans showed cytotoxic effect against U87MG cells. These sulfated polysaccharides induced an increase in the number of cells in G1 phase with concomitant increase of the mRNA levels of p53 and p21. The presence of 2-linked disulfated rhamnose residues together with the molecular weight could be important factors to be correlated with the inhibitory effect on human glioblastoma cells.

Keywords: Antitumor activity; Chemical structure; Gayralia oxysperma; Green seaweed; Partial depolymerization; Sulfated polysaccharides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Cycle / drug effects
  • Cell Proliferation / drug effects
  • Cell Survival / drug effects
  • Chlorophyta / chemistry*
  • Deoxy Sugars / chemistry
  • Deoxy Sugars / isolation & purification
  • Deoxy Sugars / pharmacology*
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Humans
  • Mannans / chemistry
  • Mannans / isolation & purification
  • Mannans / pharmacology*
  • Molecular Structure
  • Polymerization
  • Structure-Activity Relationship
  • Sulfates / chemistry*
  • Tumor Cells, Cultured

Substances

  • Deoxy Sugars
  • Mannans
  • Sulfates
  • rhamnan