Comparison of structure and in vitro anticancer activity of native and modified fucoidans from Sargassum feldmannii and S. duplicatum

Int J Biol Macromol. 2019 Mar 1:124:220-228. doi: 10.1016/j.ijbiomac.2018.11.223. Epub 2018 Nov 26.

Abstract

Fucoidans are valuable biologically active polysaccharides of brown algae. The aim of this study was to investigate the structure of fucoidan from Sargassum feldmannii and the anticancer effects of native and modified polysaccharides from S. feldmannii and S. duplicatum. The structure of sulfated (25.3%) galactofucan SfF2 (Fuc/Gal = 72/28 mol%) from S. feldmannii was investigated by NMR spectroscopy of desulfated derivative and mass spectrometry of fucoidan fragments labelled with 18O. SfF2 was shown to contain the main chain from 1,3-linked α-l-fucopyranose and β-d-galactopyranose residues with fucose branches at C4 and C6 of galactose residues and C2 of fucose residues. The following fragments were also identified in SfF2: Fuc-(1,4)-Fuc, Gal-(1,3)-Gal, and Gal-(1,4)-Gal. The sulfate groups occupied positions C2, C3, and C4 of fucose residues and C2, C3, C4, and C6 of galactose residues. The galactofucans from S. feldmannii, S. duplicatum, and their derivatives exhibited no cytotoxicity in vitro. The native and deacetylated fucoidans (200 μg/mL) inhibited colony formation of human colon cancer cells (DLD-1, HT-29, and HCT-116). Both desulfated fucoidans possessed weak anticancer activity.

Keywords: Anticancer activity; Fucoidan; Sargassum.

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Colonic Neoplasms / drug therapy
  • Galactose / chemistry
  • HT29 Cells
  • Humans
  • Polysaccharides / chemistry*
  • Polysaccharides / isolation & purification
  • Polysaccharides / pharmacology
  • Sargassum / chemistry*
  • Sulfates / chemistry

Substances

  • Antineoplastic Agents
  • Polysaccharides
  • Sulfates
  • fucoidan
  • Galactose