Heterofucans from Dictyota menstrualis have anticoagulant activity.

Fucan is a term used to denote a family of sulfated L-fucose-rich polysaccharides which are present in the extracellular matrix of brown seaweed and in the egg jelly coat of sea urchins. Plant fucans have several biological activities, including anticoagulant and antithrombotic, related to the structural and chemical composition of polysaccharides. We have extracted sulfated polysaccharides from the brown seaweed Dictyota menstrualis by proteolytic digestion, followed by separation into 5 fractions by sequential acetone precipitation. Gel electrophoresis using 0.05 M 1,3-diaminopropane-acetate buffer, pH 9.0, stained with 0.1% toluidine blue, showed the presence of sulfated polysaccharides in all fractions. The chemical analyses demonstrated that all fractions are composed mainly of fucose, xylose, galactose, uronic acid, and sulfate. The anticoagulant activity of these heterofucans was determined by activated partial thromboplastin time (APTT) using citrate normal human plasma. Only the fucans F1.0v and F1.5v showed anticoagulant activity. To prolong the coagulation time to double the baseline value in the APTT, the required concentration of fucan F1.0v (20 g/ml) was only 4.88-fold higher than that of the low molecular weight heparin Clexane (4.1 g/ml), whereas 80 g/ml fucan 1.5 was needed to obtain the same effect. For both fucans this effect was abolished by desulfation. These polymers are composed of fucose, xylose, uronic acid, galactose, and sulfate at molar ratios of 1.0:0.8:0.7:0.8:0.4 and 1.0:0.3:0.4:1.5:1.3, respectively. This is the fist report indicating the presence of a heterofucan with higher anticoagulant activity from brown seaweed.

[1]  E. Damonte,et al.  Fucoidans from the brown seaweed Adenocystis utricularis: extraction methods, antiviral activity and structural studies. , 2003, Carbohydrate research.

[2]  A. Valente,et al.  A 2-sulfated, 3-linked α-l-galactan is an anticoagulant polysaccharide , 2002 .

[3]  H. Roberts,et al.  Overview of anticoagulant drugs for the future. , 2002, Seminars in hematology.

[4]  A. Valente,et al.  Sulfated Fucans from the Egg Jellies of the Closely Related Sea Urchins Strongylocentrotus droebachiensis and Strongylocentrotus pallidus Ensure Species-specific Fertilization* , 2002, The Journal of Biological Chemistry.

[5]  A. Cerezo,et al.  Structural studies on fucoidans from the brown seaweed Sargassum stenophyllum. , 2001, Carbohydrate research.

[6]  S. Shinjo,et al.  Development of new heparin-like compounds and other antithrombotic drugs and their interaction with vascular endothelial cells. , 2001, Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas.

[7]  S. S. Veiga,et al.  A fucan from the brown seaweed Spatoglossum schröederi inhibits Chinese hamster ovary cell adhesion to several extracellular matrix proteins. , 2001, Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas.

[8]  C. Sinquin,et al.  Relationship between sulfate groups and biological activities of fucans. , 2000, Thrombosis research.

[9]  A. Valente,et al.  Structure and Anticoagulant Activity of Sulfated Galactans , 2000, The Journal of Biological Chemistry.

[10]  M. Nagaoka,et al.  Anti-ulcer effects and biological activities of polysaccharides from marine algae. , 2000, BioFactors.

[11]  A. Fukuda,et al.  Inhibition of the generation of thrombin and factor Xa by a fucoidan from the brown seaweed Ecklonia kurome. , 1999, Thrombosis research.

[12]  F. Chaubet,et al.  Further data on the structure of brown seaweed fucans: relationships with anticoagulant activity. , 1999, Carbohydrate research.

[13]  B. Mulloy,et al.  Structure and Anticoagulant Activity of Sulfated Fucans , 1999, The Journal of Biological Chemistry.

[14]  A. Fischer,et al.  Antithrombotic and Anticoagulant Activities of a Low Molecular Weight Fucoidan by the Subcutaneous Route , 1999, Thrombosis and Haemostasis.

[15]  H. Nader,et al.  Structure and pharmacological activities of a sulfated xylofucoglucuronan from the alga Spatoglossum schröederi , 1998 .

[16]  H. Nader,et al.  A new approach for the characterization of polysaccharides from algae: presence of four main acidic polysaccharides in three species of the class Phaeophycea , 1995 .

[17]  T. Nishino,et al.  The influence of sulfate content and molecular weight of a fucan sulfate from the brown seaweed Ecklonia kurome on its antithrombin activity. , 1991, Thrombosis research.

[18]  R. Quatrano,et al.  Structure of the cell walls of marine algae and ecophysiological functions of the matrix polysaccharides. , 1988 .

[19]  A. Abdel-aziz,et al.  Some structural features of a new sulphated heteropolysaccharide from Padina pavonia , 1980 .