Structural characterization and anticoagulant activity of a sulfated polysaccharide from the green alga Codium divaricatum

• Published in: Carbohydrate polymers Vol. 121; pp. 175 - 182
• Main Authors: Li, Na, Mao, Wenjun, Yan, Mengxia, Liu, Xue, Xia, Zheng, Wang, Shuyao, Xiao, Bo, Chen, Chenglong, Zhang, Lifang, Cao, Sujian
• Format: Journal Article
• Language: English
• Published: England Elsevier Ltd 05-05-2015
• Subjects: Anticoagulant activity; Anticoagulants - chemistry; Anticoagulants - pharmacology; Carbohydrate Sequence; Chlorophyta - chemistry; Codium divaricatum; Humans; Marine green alga; Methylation; Molecular Sequence Data; Partial Thromboplastin Time; Polysaccharides - chemistry; Polysaccharides - pharmacology; Structural characterization; Sulfated polysaccharide; Sulfates - chemistry; Thrombin Time; Water - chemistry; Codium divaricatum; Marine green alga; Sulfated polysaccharide; Structural characterization; Anticoagulant activity
• ISSN: 0144-8617; 1879-1344
• DOI: 10.1016/j.carbpol.2014.12.036

•A pyruvated galactan sulfate CP2-1 was isolated from green alga Codium divaricatum.•Backbone of CP2-1 consisted of galactopyranose residues with a small degree of branching.•Pyruvate formed five-membered cyclic ketals with O-3 and O-4 of galactose residues.•CP2-1 possessed a high anticoagulant activity in vitro.
A sulfated polysaccharide, designated CP2-1, was isolated from the green alga Codium divaricatum by water extraction and purified by anion-exchange and size-exclusion chromatography. CP2-1 is a galactan which is highly sulfated and substituted with pyruvic acid ketals. On the basis of chemical and spectroscopic analyses, the backbone of CP2-1 was mainly composed of (1→3)-β-d-galactopyranose residues, branched by single (1→)-β-d-galactopyranose units attached to the main chain at C-4 positions. The degree of branching was estimated to be about 12.2%. Sulfate groups were at C-4 of (1→3)-β-d-galactopyranose and C-6 of non-reducing terminal galactose residues. In addition, the ketals of pyruvic acid were found at 3,4- of non-reducing terminal galactose residues forming a five-membered ring. CP2-1 possessed a high anticoagulant activity as assessed by the activated partial thromboplastin time and thrombin time assays. The investigation demonstrated that CP2-1 was an anticoagulant-active sulfated polysaccharide distinguishing from other sulfated polysaccharides from marine green algae.