Structure and anticoagulant property of a sulfated polysaccharide isolated from the green seaweed Monostroma angicava

Carbohydrate Polymers

Volumn 159, Issue , 2017, Pages 195-206

  Li, Na ^a,b   Liu, Xue ^a   He, Xiaoxi ^a   Wang, Shuyao ^a   Cao, Sujian ^a   Xia, Zheng ^a   Xian, Huali ^a   Qin, Ling ^a   Mao, Wenjun ^a,c  

^a OCEAN UNIVERSITY OF CHINA   (China)

^b LUDONG UNIVERSITY   (China)

^c QINGDAO NATIONAL LABORATORY FOR MARINE SCIENCE AND TECHNOLOGY   (China)

Author keywords

Anticoagulant activity; Inhibition mechanism; Monostroma angicava; Structure; Sulfated polysaccharide

Indexed keywords

CHEMICAL ANALYSIS; CHROMATOGRAPHY; ENZYMES; ORGANIC POLYMERS; POLYSACCHARIDES; SEAWEED; SPECTROSCOPIC ANALYSIS; STRUCTURE (COMPOSITION);

ANION EXCHANGE; ANTICOAGULANT ACTIVITIES; ANTICOAGULANT PROPERTIES; HEPARIN COFACTOR II; INHIBITION MECHANISMS; MONOSTROMA ANGICAVA; SULFATE GROUPS; SULFATED POLYSACCHARIDES;

SIZE EXCLUSION CHROMATOGRAPHY;

ANTICOAGULANT AGENT; POLYSACCHARIDE; SULFATE;

ANIMAL; BLOOD CLOTTING; CHEMISTRY; DRUG EFFECT; HUMAN; ISOLATION AND PURIFICATION; RAT; SEAWEED; SPRAGUE DAWLEY RAT;

ANIMALS; ANTICOAGULANTS; BLOOD COAGULATION; HUMANS; POLYSACCHARIDES; RATS; RATS, SPRAGUE-DAWLEY; SEAWEED; SULFATES;

EID: 85007129538     PISSN: 01448617     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carbpol.2016.12.013     Document Type: Article

References (42)

1. Adam, S.S., Key, N.S., Greenberg, C.S., D-dimer antigen: Current concepts and future prospects. Blood 113 (2009), 2878–2887.
2. Bitter, T., Muir, H.M., A modified uronic acid carbazole reaction. Analytical Biochemistry 4 (1962), 330–334.
3. Bradford, M.M., A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Analytical Biochemistry 72 (1976), 248–254.
4. Cakić, M., Mitić, Ž., Nikolić, G.S., Ilić, L., Nikolić, G.M., The investigations of bioactive copper(II) complexes with reduced low-molar dextran. Spectroscopy 22 (2008), 177–185.
5. Cassolato, J.E.F., Noseda, M.D., Pujol, C.A., Pellizzari, F.M., Damonte, E.B., Duarte, M.E.R., Chemical structure and antiviral activity of the sulfated heterorhamnan isolated from the green seaweed Gayralia oxysperma. Carbohydrate Research 343 (2008), 3085–3095.
6. Dubois, M., Gilles, K.A., Hamilton, J.K., Rebers, P.A., Smith, F., Colorimetric method for determination of sugars and related substances. Analytical Chemistry 28 (1956), 350–356.
7. Falshaw, R., Furneaux, R.H., Structural analysis of carrageenans from the tetrasporic stages of the red algae, Gigartina lanceata and Gigartina chapmanii (Gigartinaceae, Rhodophyta). Carbohydrate Research 307 (1998), 325–331.
8. Harada, N., Maeda, M., Chemical structure of antithrombin-active rhamnan sulfate from Monostroma nitidum. Bioscience Biotechnology and Biochemistry 62 (1998), 1647–1652.
9. Harris, P.J., Henry, R.J., Blakeney, A.B., Stone, B.A., An improved procedure for the methylation analysis of oligosaccharides and polysaccharides. Carbohydrate Research 127 (1984), 59–73.
10. Hayakawa, Y., Hayashi, T., Lee, J.B., Srisomporn, P., Maeda, M., Ozawa, T., et al. Inhibition of thrombin by sulfated polysaccharides isolated from green algae. Biochimica et Biophysica Acta 1543 (2000), 86–94.
11. 13C-n.m.r data. Carbohydrate Research 188 (1989), 169–191.
12. Knirel, Y.A., Ovod, V.V., Zdorovenko, G.M., Gvozdyak, R.I., Krohn, K.J., Structure of the O-polysaccharide and immunochemical relationships between the lipopolysaccharides of Pseudomonas syringae pathovar tomato and pathovar maculicola. European Journal of Biochemistry 258 (1998), 657–661.
13. Kohler, H.P., Grant, P.J., Plasminogen-activator inhibitor type 1 and coronary artery disease. The New England Journal of Medicine 342 (2000), 1792–1800.
14. Lahaye, M., Robic, A., Structure and functional properties of Ulvan, a polysaccharide from green seaweeds. Macromolecules 8 (2007), 1765–1773.
15. Lee, J.B., Yamagaki, T., Maeda, M., Nakanishi, H., Rhamnan sulfate from cell walls of Monostroma latissimum. Phytochemistry 48 (1998), 921–925.
16. Lee, J.B., Koizumi, S., Hayashi, K., Hayashi, T., Structure of rhamnan sulfate from the green alga Monostroma nitidum and its anti-herpetic effect. Carbohydrate Polymers 81 (2010), 572–577.
17. Li, H.Y., Mao, W.J., Zhang, X.L., Qi, X.H., Chen, Y., Chen, Y.L., et al. Structural characterization of an anticoagulant-active sulfated polysaccharide isolated from green alga Monostroma latissimum. Carbohydrate Polymers 85 (2011), 394–400.
18. Li, H.Y., Mao, W.J., Hou, Y.J., Gao, Y., Qi, X.H., Zhao, C.Q., et al. Preparation, structure and anticoagulant activity of a low molecular weight fraction produced by mild acid hydrolysis of sulfated rhamnan from Monostroma latissimum. Bioresource Technology 114 (2012), 414–418.
19. Li, N., Mao, W.J., Yan, M.X., Liu, X., Xia, Z., Wang, S.Y., et al. Structural characterization and anticoagulant activity of a sulfated polysaccharide from the green alga Codium divaricatum. Carbohydrate Polymers 121 (2015), 175–182.
20. 13C-n. m. r. data. Carbohydrate Research 175 (1988), 59–75.
21. Liu, J., Pedersen, L.C., Anticogaulant heparan sulfate: Structural specificity and biosynthesis. Applied Microbiology and Biotechnology 74 (2007), 263–272.
22. Maeda, M., Uehara, T., Harada, N., Sekiguchi, M., Hiraoka, A., Heparinoid-active sulphated polysaccharides from Monostroma nitidum and their distribution in the Chlorophyta. Phytochemistry 30 (1991), 3611–3614.
23. Mao, W.J., Fang, F., Li, H.Y., Qi, X.H., Sun, H.H., Chen, Y., et al. Heparinoid-active two sulfated polysaccharides isolated from marine green algae Monostroma nitidum. Carbohydrate Polymers 74 (2008), 834–839.
24. Mao, W.J., Li, H.Y., Li, Y., Zhang, H.J., Qi, X.H., Sun, H.H., et al. Chemical characteristic and anticoagulant activity of the sulfated polysaccharide isolated from Monostroma latissimum (Chlorophyta). International Journal of Biological Macromolecules 44 (2009), 70–74.
25. Matsubara, K., Matsuura, Y., Bacic, A., Liao, M.L., Hori, K., Miyazawa, K., Anticoagulant properties of a sulfated galactan preparation from a marine green alga, Codium cylindricum. International Journal of Biological Macromolecules 28 (2001), 395–399.
26. McLellan, D.S., Jurd, K.M., Anticoagulants from marine algae. Blood Coagulation & Fibrinolysis 3 (1992), 69–77.
27. Melo, F.R., Pereira, M.S., Fogue, D., Mourão, P.A.S., Antithrombin-mediated anticoagulant activity of sulfated polysaccharides. The Journal of Biological Chemistry 279 (2004), 20824–20835.
28. Mitić, Ž., Nikolić, G.S., Cakić, M., Premović, P., Ilić, L., FTIR spectroscopic characterization of Cu(II) coordination compounds with exopolysaccharide pullulan and its derivatives. Journal of Molecular Structure 924–926 (2009), 264–273.
29. 2O isotopic exchange. Spectroscopy 24 (2010), 269–275.
30. Mitić, Ž., Cakić, M., Nikolić, G.M., Nikolić, R., Nikolić, G.S., Pavlović, R., et al. Synthesis, physicochemical and spectroscopic characterization of copper (II)-polysaccharide pullulan complexes by UV–vis, ATR-FTIR and EPR. Carbohydrate Research 346 (2011), 434–441.
31. Mourao, P.A.S., Pereira, M.S., Pavao, M.S.G., Mulloy, B., Tollefsen, D.M., Mowinckel, M.C., et al. Structure and anticoagulant activity of a fucosylated chondroitin sulfate from echinoderm. Sulfated fucose branches on the polysaccharide account for its high anticoagulant action. The Journal of Biological Chemistry 271 (1996), 23973–23984.
32. Omura, K., Hitosugi, M., Zhu, X., Ikeda, M., Maeda, H., Tokudome, S., A newly derived protein from Bacillus subtilis natto with both antithrombotic and fibrinolytic effects. Journal of Pharmacological Sciences 99 (2005), 247–251.
33. Ovod, V.V., Zdorovenko, E.L., Shashkov, A.S., Kocharova, N.A., Knirel, Y.A., Structural diversity of O-polysaccharides and serological classification of Pseudomonas syringae pv. garcae and other strains of genomospecies 4. Microbiology 73 (2004), 666–677.
34. Pereira, M.S., Melo, F.R., Mourão, P.A.S., Is there a correlation between structure and anticoagulant action of sulfated galactans and sulfated fucans?. Glycobiology 12 (2002), 573–580.
35. Pomin, V.H., Pereira, M.S., Valente, A.P., Tollefsen, D.M., Pavão, M.S., Mourão, P.A., Selective cleavage and anticoagulant activity of a sulfated fucan: Stereospecific removal of a 2-sulfate ester from the polysaccharide by mild acid hydrolysis, preparation of oligosaccharides, and heparin cofactor II-dependent anticoagulant activity. Glycobiology 15 (2005), 369–381.
36. Qi, X.H., Mao, W.J., Gao, Y., Chen, Y., Chen, Y.L., Zhao, C.Q., et al. Chemical characteristic of an anticoagulant-active sulfated polysaccharide from Enteromorpha clathrata. Carbohydrate Polymers 90 (2012), 1804–1810.
37. Ropellato, J., Carvalho, M.M., Ferreira, L.G., Noseda, M.D., Zuconelli, C.R., Goncalves, A.G., et al. Sulfated heterorhamnans from the green seaweed Gayralia oxysperma: Partial depolymerization, chemical structure and antitumor activity. Carbohydrate Polymers 117 (2015), 476–485.
38. Shingel, K.I., Determination of structural peculiarities of dextran, pullulan and γ-irradiated pullulan by Fourier-transform IR spectroscopy. Carbohydrate Research 337 (2002), 1445–1451.
39. Tanaka, T., Nakashima, T., Ueda, T., Tomii, K., Kouno, I., Facile discrimination of aldose enantiomers by reversed-phase HPLC. Chemical and Pharmaceutical Bulletin 55 (2007), 899–901.
40. Therho, T.T., Hartiala, K., Method for determination of the sulfate content of glycosaminoglycans. Analytical Biochemistry 41 (1971), 471–476.
41. Yoon, S.J., Pyun, Y.R., Hwang, J.K., Mourao, P.A.S., A sulfated fucan from the brown alga Laminaria cichorioides has mainly heparin cofactor II-dependent anticoagulant activity. Carbohydrate Research 342 (2007), 2326–2330.
42. Zhang, H.J., Mao, W.J., Fang, F., Li, H.Y., Sun, H.H., Chen, Y., et al. Chemical characteristics and anticoagulant activities of a sulfated polysaccharide and its fragments from Monostroma latissimum. Carbohydrate Polymers 71 (2008), 428–434.