Further studies on structure of fucoidan from brown alga Saccharina gurjanovae

Carbohydrate Polymers

Volumn 121, Issue , 2015, Pages 207-216

  Shevchenko, Natalia M ^a   Anastyuk, Stanislav D ^a   Menshova, Roza V ^a   Vishchuk, Olesya S ^a   Isakov, Vladimir I ^a   Zadorozhny, Pavel A ^b   Sikorskaya, Tatiana V ^a,c   Zvyagintseva, Tatiana N ^a  

^a PACIFIC INSTITUTE OF BIOORGANIC CHEMISTRY   (Russian Federation)

^b INSTITUTE OF CHEMISTRY   (Russian Federation)

^c FAR EASTERN FEDERAL UNIVERSITY   (Russian Federation)

Author keywords

Anticancer activity; Autohydrolysis; Fucoidan fragments; Selective desulfation

Indexed keywords

CHAINS; CYTOTOXICITY; GALLIUM ALLOYS; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

ANTICANCER ACTIVITIES; AUTOHYDROLYSIS; CYTOTOXIC ACTIVITIES; DESULFATION; FUCOIDANS; GALACTOSE RESIDUES; STANDARDIZED PRODUCTS; STRUCTURAL SIMPLIFICATION;

HYDROLYSIS;

PHAEOPHYCEAE; SACCHARINA;

ANTINEOPLASTIC AGENT; FUCOIDIN; POLYSACCHARIDE;

BROWN ALGA; CARBOHYDRATE ANALYSIS; CHEMISTRY; HUMAN; MOLECULAR GENETICS; TUMOR CELL LINE;

ANTINEOPLASTIC AGENTS; CARBOHYDRATE SEQUENCE; CELL LINE, TUMOR; HUMANS; MOLECULAR SEQUENCE DATA; PHAEOPHYTA; POLYSACCHARIDES;

EID: 84920794455     PISSN: 01448617     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carbpol.2014.12.042     Document Type: Article

References (53)

1. Y. Aisa, Y. Miyakawa, T. Nakazato, H. Shibata, K. Saito, and Y. Ikeda Fucoidan induces apoptosis of human HS-sultan cells accompanied by activation of caspase-3 and down-regulation of ERK pathways American Journal of Hematology 78 1 2005 7 14
2. S.D. Anastyuk, A.O. Barabanova, G. Correc, E.L. Nazarenko, V.N. Davydova, and W. Helbert Analysis of structural heterogeneity of kappa/beta-carrageenan oligosaccharides from Tichocarpus crinitus by negative-ion ESI and tandem MALDI mass spectrometry Carbohydrate Polymers 86 2 2011 546 554
3. S.D. Anastyuk, T.I. Imbs, P.S. Dmitrenok, and T.N. Zvyagintseva Rapid mass spectrometric analysis of a novel fucoidan, extracted from the brown alga Coccophora langsdorfii Scientific World Journal 2014 2014 972450
4. S.D. Anastyuk, T.I. Imbs, N.M. Shevchenko, P.S. Dmitrenok, and T.N. Zvyagintseva ESIMS analysis of fucoidan preparations from Costaria costata, extracted from alga at different life-stages Carbohydrate Polymers 90 2 2012 993 1002
5. S.D. Anastyuk, N.M. Shevchenko, P.S. Dmitrenok, and T.N. Zvyagintseva Structural similarities of fucoidans from brown algae Silvetia babingtonii and Fucus evanescens, determined by tandem MALDI-TOF mass spectrometry Carbohydrate Research 358 2012 78 81
6. S.D. Anastyuk, N.M. Shevchenko, S.P. Ermakova, O.S. Vishchuk, E.L. Nazarenko, and P.S. Dmitrenok Anticancer activity in vitro of a fucoidan from the brown alga Fucus evanescens and its low-molecular fragments, structurally characterized by tandem mass-spectrometry Carbohydrate Polymers 87 1 2012 186 194
7. S.D. Anastyuk, N.M. Shevchenko, E.L. Nazarenko, P.S. Dmitrenok, and T.N. Zvyagintseva Structural analysis of a fucoidan from the brown alga Fucus evanescens by MALDI-TOF and tandem ESI mass spectrometry Carbohydrate Research 344 6 2009 779 787
8. S.D. Anastyuk, N.M. Shevchenko, E.L. Nazarenko, T.I. Imbs, V.I. Gorbach, and P.S. Dmitrenok Structural analysis of a highly sulfated fucan from the brown alga Laminaria cichorioides by tandem MALDI and ESI mass spectrometry Carbohydrate Research 345 15 2010 2206 2212
9. M.V. Berridge, and A.S. Tan Characterization of the cellular reduction of 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT): Subcellular localization, substrate dependence, and involvement of mitochondrial electron transport in MTT reduction Archives of Biochemistry and Biophysics 303 2 1993 474 482
10. O. Berteau, and B. Mulloy Sulfated fucans, fresh perspectives: structures, functions, and biological properties of sulfated fucans and an overview of enzymes active toward this class of polysaccharide Glycobiology 13 6 2003 29R 40R
11. M.I. Bilan, and A.I. Usov Structural analysis of fucoidans Natural Product Communications 3 10 2008 1639 1648
12. M.I. Bilan, A.A. Grachev, A.S. Shashkov, M. Kelly, C.J. Sanderson, and N.E. Nifantiev Further studies on the composition and structure of a fucoidan preparation from the brown alga Saccharina latissima Carbohydrate Research 345 14 2010 2038 2047
13. M.I. Bilan, A.A. Grachev, A.S. Shashkov, T.T. Thuy, T.T. Van, and B.M. Ly Preliminary investigation of a highly sulfated galactofucan fraction isolated from the brown alga Sargassum polycystum Carbohydrate Research 377 2013 48 57
14. M.M. Bradford 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
15. P. Chen, A.G. Baker, and M.V. Novotny The use of osazones as matrices for the matrix-assisted laser desorption/ionization mass spectrometry of carbohydrates Analytical Biochemistry 244 1 1997 144 151
16. L. Chevolot, B. Mulloy, J. Ratiskol, A. Foucault, and S. Colliec-Jouault A disaccharide repeat unit is the major structure in fucoidans from two species of brown algae Carbohydrate Research 330 4 2001 529 535
17. N.H. Colburn, E.J. Wendel, and G. Abruzzo Dissociation of mitogenesis and late-stage promotion of tumor cell phenotype by phorbol esters: Mitogen-resistant variants are sensitive to promotion Proceeding of the National Academy of Sciences of the United States of America 78 11 1981 6912 6916
18. R. Combes, M. Balls, R. Curren, M. Fischbach, N. Fusenig, and D. Kirkland Cell transformation assays as predictors of human carcinogenicity ALTA: Alternatives to Laboratory Animals 27 1999 745 767
19. A. Cumashi, N.A. Ushakova, M.E. Preobrazhenskaya, A. D'Incecco, A. Piccoli, and L. Totani A comparative study of the anti-inflammatory, anticoagulant, antiangiogenic, and antiadhesive activities of nine different fucoidans from brown seaweeds Glycobiology 17 5 2007 541 552
20. R. Daniel, L. Chevolot, M. Carrascal, B. Tissot, P.A.S. Mourao, and J. Abian Electrospray ionization mass spectrometry of oligosaccharides derived from fucoidan of Ascophyllum nodosum Carbohydrate Research 342 6 2007 826 834
21. J.M. Daniel, V.V. Laiko, V.M. Doroshenko, and R. Zenobi Interfacing liquid chromatography with atmospheric pressure MALDI-MS Analytical and Bioanalytical Chemistry 383 6 2005 895 902
22. K.S. Dodgson, and R.G. Price A note on the determination of the ester sulphate content of sulphated polysaccharides Biochemical Journal 84 1962 106 110
23. B. Domon, and C.E. Costello A systematic nomenclature for carbohydrate fragmentations in FAB-MS/MS spectra of glycoconjugates Glycoconjugate Journal 5 4 1988 397 409
24. M.E.R. Duarte, M.A. Cardoso, M.D. Noseda, and A.S. Cerezo Structural studies on fucoidans from the brown seaweed Sargassum stenophyllum Carbohydrate Research 333 4 2001 281 293
25. M. Dubois, K.A. Gilles, J.K. Hamilton, P.A. Rebers, and F. Smith Colorimetric method for determination of sugars and related substances Analytical Chemistry 28 1956 350 356
26. S. Ermakova, R. Sokolova, S.M. Kim, B.H. Um, V. Isakov, and T. Zvyagintseva Fucoidans from brown seaweeds Sargassum hornery, Eclonia cava, Costaria costata: Structural characteristics and anticancer activity Applied Biochemistry Biotechnology 164 2011 841 850
27. A.G. Goncalves, D.R.B. Ducatti, T.B. Grindley, M.E.R. Duarte, and M.D. Noseda ESI-MS differential fragmentation of positional isomers of sulfated oligosaccharides derived from carrageenans and agarans Journal of the American Society for Mass Spectrometry 21 8 2010 1404 1416
28. K. Haneji, T. Matsuda, M. Tomita, H. Kawakami, K. Ohshiro, and J.N. Uchihara Fucoidan extracted from Cladosiphon okamuranus Tokida induces apoptosis of human T-cell leukemia virus type 1-infected T-cell lines and primary adult T-cell leukemia cells Nutrition and Cancer 52 2 2005 189 201
29. W.H. Jin, J. Wang, S.M. Ren, N. Song, and Q.B. Zhang Structural analysis of a heteropolysaccharide from Saccharina japonica by electrospray mass spectrometry in tandem with collision-induced dissociation tandem mass spectrometry (ESI-CID-MS/MS) Marine Drugs 10 10 2012 2138 2152
30. S.R. Khil'chenko, T.S. Zaporozhets, N.M. Shevchenko, T.N. Zvyagintseva, U. Vogel, and P. Seeberger Immunostimulatory activity of fucoidan from the brown alga Fucus evanescens: Role of sulfates and acetates Journal of Carbohydrate Chemistry 30 4-6 2011 291 305
31. E.J. Kim, S.Y. Park, J.Y. Lee, and J.H. Park Fucoidan present in brown algae induces apoptosis of human colon cancer cells BMC Gastroenterology 10 2010 96
32. 1H-NMR spectroscopy of primary structures of variously fucosylated neutral oligosaccharides based on the iso-lacto-N-octaose core European Journal of Biochemistry 271 6 2004 1172 1186
33. A.O. Kravchenko, S.D. Anastyuk, V.V. Isakov, E.V. Sokolova, V.P. Glazunov, and I.M. Yermak Structural peculiarities of polysaccharide from sterile form of Far Eastern red alga Ahnfeltiopsis flabelliformis Carbohydrate Polymers 111 2014 1 9
34. M.I. Kusaykin, I. Bakunina, V. Sova, S. Ermakova, T. Kuznetsova, and N. Besednova Structure, biological activity, and enzymatic transformation of fucoidans from the brown seaweeds Journal of Biotechnology 3 7 2008 904 915
35. M.I. Kusaykin, Y.V. Burtseva, T.G. Svetasheva, V.V. Sova, and T.N. Zvyagintseva Distribution of O-glycosylhydrolases in marine invertebrates. Enzymes of the marine mollusk Littorina kurila that catalyze fucoidan transformation Biochemistry (Moscow) 68 3 2003 317 324
36. M.I. Kusaikin, A.O. Chizhov, S.A. Alekseeva, I.Y. Bakunina, O.I. Nedashkovskaya, and V.V. Sova A comparative study of the specificity of fucoidanases of marine microorganisms and invertebrates Doklady Biochemistry and Biophysics 396 2004 187 189
37. B. Li, F. Lu, X.J. Wei, and R.X. Zhao Fucoidan: Structure and bioactivity Molecules 13 8 2008 1671 1695
38. T. Minamisawa, and J. Hirabayashi Fragmentations of isomeric sulfated monosaccharides using electrospray ion trap mass spectrometry Rapid Communications in Mass Spectrometry 19 13 2005 1788 1796
39. V.H. Pomin, A.P. Valente, M.S. Pereira, and P.A. Mourao Mild acid hydrolysis of sulfated fucans: A selective 2-desulfation reaction and an alternative approach for preparing tailored sulfated oligosaccharides Glycobiology 15 12 2005 1376 1385
40. L.E. Rioux, S.L. Turgeon, and M. Beaulieu Structural characterization of laminaran and galactofucan extracted from the brown seaweed Saccharina longicruris Phytochemistry 71 13 2010 1586 1595
41. O.M. Saad, and J.A. Leary Delineating mechanisms of dissociation for isomeric heparin disaccharides using isotope labeling and ion trap tandem mass spectrometry Journal of the American Society for Mass Spectrometry 15 9 2004 1274 1286
42. N.M. Shevchenko, S.D. Anastyuk, N.I. Gerasimenko, P.S. Dmitrenok, V.V. Isakov, and T.N. Zvyagintseva Polysaccharide and lipid composition of the brown seaweed Laminaria gurjanovae Russian Journal of Bioorganic Chemistry 33 1 2007 88 98
43. A.S. Silchenko, M.I. Kusaykin, V.V. Kurilenko, A.M. Zakharenko, V.V. Isakov, and T.S. Zaporozhets Hydrolysis of fucoidan by fucoidanase isolated from the marine bacterium, Formosa algae Marine Drugs 11 7 2013 2413 2430
44. A.S. Silchenko, M.I. Kusaikin, A.M. Zakharenko, R.V. Menshova, H.H. Nhu Khanh, and P.S. Dmitrenok Endo-1,4-fucoidanase from Vietnamese marine mollusk Lambis sp. which producing sulphated fucooligosaccharides Journal of Molecular Catalysis B: Enzymatic 102 2014 154 160
45. V.L. Singleton, and J.A. Rossi Colorimetry of total phenolics with phospho-molybdic-phosphotungstic acid reagents American Journal of Enology and Viticulture 16 1965 144 158
46. A.V. Skriptsova, N.M. Shevchenko, D.V. Tarbeeva, and T.N. Zvyagintseva Comparative study of polysaccharides from reproductive and sterile tissues of five brown seaweeds Marine Biotechnology (NY) 14 3 2012 304 311
47. A.V. Skriptsova, N.M. Shevchenko, T.N. Zvyagintseva, and T.I. Imbs Monthly changes in the content and monosaccharide composition of fucoidan from Undaria pinnatifida (Laminariales, Phaeophyta) Journal of Applied Phycology 45 6 2009 79 86
48. P.D. Thinh, R.V. Menshova, S.P. Ermakova, S.D. Anastyuk, B.M. Ly, and T.N. Zvyagintseva Structural characteristics and anticancer activity of fucoidan from the brown alga Sargassum mcclurei Marine Drugs 11 5 2013 1456 1476
49. B. Tissot, J.Y. Salpin, M. Martinez, M.P. Gaigeot, and R. Daniel Differentiation of the fucoidan sulfated l-fucose isomers constituents by CE-ESIMS and molecular modeling Carbohydrate Research 341 5 2006 598 609
50. O.S. Vishchuk, S.P. Ermakova, and T.N. Zvyagintseva Sulfated polysaccharides from brown seaweeds Saccharina japonica and Undaria pinnatifida: Isolation, structural characteristics, and antitumor activity Carbohydrate Research 346 17 2011 2769 2776
51. J. Wang, Q. Zhang, Z. Zhang, H. Zhang, and X. Niu Structural studies on a novel fucogalactan sulfate extracted from the brown seaweed Laminaria japonica International Journal of Biological Macromolecules 47 2010 126 131
52. G. Yu, X. Zhao, B. Yang, S. Ren, H. Guan, and Y. Zhang Sequence determination of sulfated carrageenan-derived oligosaccharides by high-sensitivity negative-ion electrospray tandem mass spectrometry Analytical Chemistry 78 24 2006 8499 8505
53. T.N. Zvyagintseva, N.M. Shevchenko, A.O. Chizhov, T.N. Krupnova, E.V. Sundukova, and V.V. Isakov Water-soluble polysaccharides of some far-eastern brown seaweeds. Distribution, structure, and their dependence on the developmental conditions Journal of Experimental Marine Biology and Ecology 294 1 2003 1 13