Structure-activity relationship of the pro- and anticoagulant effects of Fucus vesiculosus fucoidan

Thrombosis and Haemostasis

Volumn 111, Issue 3, 2013, Pages 429-437

  Zhang, Zhenqing ^a,c   Till, Susanne ^b   Jiang, Cong ^a   Knappe, Sabine ^b   Reutterer, Sabrina ^b   Scheiflinger, Friedrich ^b   Szabo, Christina M ^a   Dockal, Michael ^b  

^a BAXTER HEALTHCARE CORPORATION   (United States)

^b BAXTER INNOVATIONS GMBH   (Austria)

^c SOOCHOW UNIVERSITY   (China)

Author keywords

Blood coagulation; Fucoidan; Molecular weight; Structure activity relationship; Sulfates

Indexed keywords

BLOOD CLOTTING FACTOR 8; BLOOD CLOTTING FACTOR 9; FUCOIDIN; MONOSACCHARIDE; PROCOAGULANT; TISSUE FACTOR PATHWAY INHIBITOR;

ANTICOAGULATION; ARTICLE; AUTOMATED THROMBOGRAPHY; CHROMATOGRAPHY; DRUG ACTIVITY; FRACTIONATION; GEL PERMEATION CHROMATOGRAPHY; HEMOPHILIA; HEMOSTASIS; HIGH PERFORMANCE ANION EXCHANGE CHROMATOGRAPHY; HUMAN; LIGHT SCATTERING; MOLECULAR SIZE; MOLECULAR WEIGHT; NUCLEAR MAGNETIC RESONANCE; PARTIAL THROMBOPLASTIN TIME; PRIORITY JOURNAL; PROTHROMBIN TIME; QUANTITATIVE ANALYSIS; STRUCTURE ACTIVITY RELATION; SULFATION AND DESULFURIZATION; SURFACE PLASMON RESONANCE; THROMBIN TIME;

BLOOD COAGULATION; FUCOIDAN; MOLECULAR WEIGHT; STRUCTURE-ACTIVITY RELATIONSHIP; SULFATES;

ANTICOAGULANTS; CHEMICAL FRACTIONATION; COAGULANTS; FACTOR IX; FACTOR VIII; FUCUS; HEMOPHILIA A; HEMOPHILIA B; HEMOSTASIS; HUMANS; LIPOPROTEINS; MOLECULAR STRUCTURE; MOLECULAR WEIGHT; PARTIAL THROMBOPLASTIN TIME; PLANT EXTRACTS; POLYSACCHARIDES; PROTEIN BINDING; STRUCTURE-ACTIVITY RELATIONSHIP; SULFURIC ACID ESTERS;

EID: 84892637758     PISSN: 03406245     EISSN: None     Source Type: Journal    
DOI: 10.1160/TH13-08-0635     Document Type: Article

References (29)

1. Berteau O, Mulloy B. Sulfated fucans, fresh perspectives: structures, functions, and biological properties of sulfated fucans and an overview of enzymes active toward this class of polysaccharide. Glycobiology 2003; 13: 29R-40R.
2. Pomin VH, Mourao PA. Structure, biology, evolution, and medical importance of sulfated fucans and galactans. Glycobiology 2008; 18: 1016-1027.
3. Liu T, Scallan CD, Broze GJ, Jr., et al. Improved coagulation in bleeding disorders by Non-Anticoagulant Sulfated Polysaccharides (NASP). Thromb Haemost 2006; 95: 68-76.
4. Prasad S, Lillicrap D, Labelle A, et al. Efficacy and safety of a new-class hemostatic drug candidate, AV513, in dogs with hemophilia A. Blood 2008; 111: 672-679.
5. Hilden I, Lauritzen B, Sorensen BB, et al. Hemostatic effect of a monoclonal antibody mAb 2021 blocking the interaction between FXa and TFPI in a rabbit hemophilia model. Blood 2012; 119: 5871-5878.
6. Waters EK, Genga RM, Schwartz MC, et al. Aptamer ARC19499 mediates a procoagulant hemostatic effect by inhibiting tissue factor pathway inhibitor. Blood 2011; 117: 5514-5522.
7. Dockal M, Hartmann R, Polakowski T, et al. Improvement of hemostasis in hemophilia by peptides inhibiting tissue factor pathway inhibitor. J Thromb Haemost 2011; 9: 1-250.
8. Skriptsova A, Shevchenko N, Zvyagintseva T, et al. Monthly changes in the content and monosaccharide composition of fucoidan from Undaria pinnatifida (Laminariales, Phaeophyta). J Appl Phycol 2010; 22: 79-86.
9. Zhang Z, Li B, Suwan J, et al. Analysis of pharmaceutical heparins and potential contaminants using (1)H-NMR and PAGE. J Pharm Sci 2009; 98: 4017-4026.
10. Farias WR, Valente AP, Pereira MS, et al. Structure and anticoagulant activity of sulfated galactans. Isolation of a unique sulfated galactan from the red algae Botryocladia occidentalis and comparison of its anticoagulant action with that of sulfated galactans from invertebrates. J Biol Chem 2000; 275: 29299-29307.
11. Fonseca RJ, Oliveira SN, Melo FR, et al. Slight differences in sulfation of algal galactans account for differences in their anticoagulant and venous antithrombotic activities. Thromb Haemost 2008; 99: 539-545.
12. Pereira MS, Mulloy B, Mourao PA. Structure and anticoagulant activity of sulfated fucans. Comparison between the regular, repetitive, and linear fucans from echinoderms with the more heterogeneous and branched polymers from brown algae. J Biol Chem 1999; 274: 7656-7667.
13. Pereira MS, Melo FR, Mourao PA. Is there a correlation between structure and anticoagulant action of sulfated galactans and sulfated fucans? Glycobiology 2002; 12: 573-580.
14. Ustyuzhanina NE, Ushakova NA, Zyuzina KA, et al. Influence of fucoidans on hemostatic system. Mar Drugs 2013; 11: 2444-2458.
15. Handa N. Examination on the Applicability of the Phenol Sulfuric Acid Method to the Determination of Dissolved Carbohydrate in Sea Water. J Oceanograph Soc Japan 1966; 22: 79-86.
16. Qiu X, Amarasekara A, Doctor V. Effect of oversulfation on the chemical and biological properties of fucoidan. Carbohydrate Polymers 2006; 63: 224-228.
17. Miller IJ, Blunt JW. Desulfation of algal galactans. Carbohydrate Res 1998; 309: 39-43.
18. Zhang Z, Khan NM, Nunez KM, et al. Complete monosaccharide analysis by high-performance anion-exchange chromatography with pulsed amperometric detection. Anal Chem 2012; 84: 4104-4110.
19. Hemker HC, Giesen P, al Dieri R, et al. Calibrated automated thrombin generation measurement in clotting plasma. Pathophysiol Haemost Thromb 2003; 33: 4-15.
20. Knappe S, Gorczyca ME, Jilma B, et al. Plasmatic tissue factor pathway inhibitor is a major determinant of clotting in factor VIII inhibited plasma or blood. Thromb Haemost 2013; 109: 450-457.
21. Melo FR, Mourao PA. An algal sulfated galactan has an unusual dual effect on venous thrombosis due to activation of factor XII and inhibition of the coagulation proteases. Thromb Haemost 2008; 99: 531-538.
22. Muller F, Mutch NJ, Schenk WA, et al. Platelet polyphosphates are proinflammatory and procoagulant mediators in vivo. Cell 2009; 139: 1143-1156.
23. Guerrini M, Beccati D, Shriver Z, et al. Oversulfated chondroitin sulfate is a contaminant in heparin associated with adverse clinical events. Nat Biotechnol 2008; 26: 669-675.
24. Kishimoto TK, Viswanathan K, Ganguly T, et al. Contaminated heparin associated with adverse clinical events and activation of the contact system. N Engl J Med 2008; 358: 2457-2467.
25. Dargaud Y, Luddington R, Baglin TP. Elimination of contact factor activation improves measurement of platelet-dependent thrombin generation by calibrated automated thrombography at low-concentration tissue factor. J Thromb Haemost 2006; 4: 1160-1161.
26. Broze GJ, Jr., Girard TJ. Tissue factor pathway inhibitor: structure-function. Front Biosci 2012; 17: 262-280.
27. Li B, Lu F, Wei X, et al. Fucoidan: structure and bioactivity. Molecules 2008; 13: 1671-1695.
28. Haroun-Bouhedja F, Ellouali M, Sinquin C, et al. Relationship between sulfate groups and biological activities of fucans. Thromb Res 2000; 100: 453-459.
29. Chen S, Li G, Wu N, et al. Sulfation pattern of the fucose branch is important for the anticoagulant and antithrombotic activities of fucosylated chondroitin sulfates. Biochim Biophys Acta 2013; 1830: 3054-3066.