Further data on the structure of brown seaweed fucans: relationships with anticoagulant activity

Carbohydr Res. 1999 Jun 30;319(1-4):154-65. doi: 10.1016/s0008-6215(99)00127-5.

Abstract

The composition, molecular weight (MW), anticoagulant activity and nuclear magnetic resonance spectra of various low-molecular-weight fucans (LMWFs) obtained by partial hydrolysis or radical depolymerization of a crude fucoidan extracted from the brown seaweed Ascophyllum nodosum are compared. Fucose units were found mainly sulfated at O-2, to a lesser extent at O-3, and only slightly at O-4, contrary to previously published results for fucoidans from other brown seaweeds, and fucose 2, 3-O-disulfate residues were observed for the first time. As the sulfation pattern excluded an alpha-(1-->2)-linked fucose backbone and a high proportion of alpha-(1-->4) linkages was found, it would appear that the concept of fucoidan structure needs to be revised. Anticoagulant activity is apparently related not only to MW and sulfation content, as previously determined, but also (and more precisely) to 2-O-sulfation and 2,3-O-disulfation levels.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anticoagulants / chemistry*
  • Anticoagulants / pharmacology
  • Carbohydrate Sequence
  • Fucose / chemistry*
  • Fucose / pharmacology
  • Hydrolysis
  • Magnetic Resonance Spectroscopy
  • Molecular Sequence Data
  • Molecular Weight
  • Partial Thromboplastin Time
  • Seaweed / chemistry*
  • Structure-Activity Relationship
  • Sulfuric Acid Esters / chemistry*
  • Sulfuric Acid Esters / pharmacology

Substances

  • Anticoagulants
  • Sulfuric Acid Esters
  • Fucose