Structure and anticancer activity in vitro of sulfated galactofucan from brown alga Alaria angusta

Carbohydrate Polymers

Volumn 132, Issue , 2015, Pages 118-125

  Menshova, Roza V ^a   Anastyuk, Stanislav D ^a   Ermakova, Svetlana P ^a   Shevchenko, Natalia M ^a   Isakov, Vladimir I ^a   Zvyagintseva, Tatiana N ^a  

^a PACIFIC INSTITUTE OF BIOORGANIC CHEMISTRY   (Russian Federation)

Author keywords

Anticancer activity; Brown alga; Depolymerization; Fucoidan; Structure

Indexed keywords

ALKYLATION; CELL CULTURE; DEPOLYMERIZATION; HYDROLYSIS; MASS SPECTROMETRY; NEGATIVE IONS; STRUCTURE (COMPOSITION);

ANTICANCER ACTIVITIES; BROWN ALGAE; CYTOTOXICITY IN VITRO; FUCOIDANS; HETEROPOLYSACCHARIDES; LOW MOLECULAR WEIGHT; METHYLATION ANALYSIS; TANDEM MASS SPECTROMETRY;

GALLIUM ALLOYS;

ALARIA ANGUSTA; PHAEOPHYCEAE;

ANTINEOPLASTIC AGENT; FUCOIDIN; GLUCAN; LAMINARAN; POLYSACCHARIDE;

BROWN ALGA; CHEMISTRY; HUMAN; ISOLATION AND PURIFICATION; NEOPLASMS; TUMOR CELL LINE;

ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; GLUCANS; HUMANS; NEOPLASMS; PHAEOPHYTA; POLYSACCHARIDES;

EID: 84934762050     PISSN: 01448617     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carbpol.2015.06.020     Document Type: Article

References (38)

1. 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
2. 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
3. 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
4. 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
5. 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
6. M.I. Bilan, A.A. Grachev, A.S. Shashkov, N.E. Nifantiev, and A.I. Usov Structure of a fucoidan from the brown seaweed Fucus serratus L. Carbohydrate Research 341 2 2006 238 245
7. M.I. Bilan, A.A. Grachev, N.E. Ustuzhanina, A.S. Shashkov, N.E. Nifantiev, and A.I. Usov Structure of a fucoidan from the brown seaweed Fucus evanescens C. Ag Carbohydrate Research 337 8 2002 719 730
8. M.I. Bilan, A.A. Grachev, N.E. Ustuzhanina, A.S. Shashkov, N.E. Nifantiev, and A.I. Usov A highly regular fraction of a fucoidan from the brown seaweed Fucus distichus L. Carbohydrate Research 339 3 2004 511 517
9. H. Bjorndal, C.G. Hellerquist, B. Lindberg, and S. Svensson Gas-liquid chromatography and mass spectrometry in methylation analysis of polysaccharides Angewandte Chemie International Edition in English 9 1970 610 619
10. 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
11. I. Chiucanu, and F. Kerek A simple and rapid method for the permethylation of carbohydrates Carbohydrate Research 131 1984 209 217
12. A.O. Chizhov, A. Dell, H.R. Morris, S.M. Haslam, R.A. McDowell, and A.S. Shashkov A study of fucoidan from the brown seaweed Chorda filum Carbohydrate Research 320 1-2 1999 108 119
13. 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 Proceedings of the National Academy of Sciences of the United States of America 78 11 1981 6912 6916
14. 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
15. K.S. Dodgson Determination of inorganic sulphate in studies on the enzymic and non-enzymic hydrolysis of carbohydrate and other sulphate esters Biochemical Journal 78 1961 312 319
16. 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
17. 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
18. K.J. Kim, O.H. Lee, H.H. Lee, and B.Y. Lee A 4-week repeated oral dose toxicity study of fucoidan from the sporophyll of Undaria pinnatifida in Sprague-Dawley rats Toxicology 267 2010 154 158
19. Y.T. Kim, E.H. Kim, C. Cheong, D.L. Williams, C.W. Kim, and S.T. Lim Structural characterization of β-d-(1 → 3,1 → 6)-linked glucans using NMR spectroscopy Carbohydrate Research 328 2000 331 341
20. J.B. Lee, K. Hayashi, M. Hashimoto, T. Nakano, and T. Hayashi Structure and antitumour activity of fucoidan isolated from sporophyll of Korean brown seaweed Undaria pinnatifida Chemical and Pharmaceutical Bulletin 52 2004 1091 1094
21. B. Li, X.J. Wei, J.L. Sun, and S.Y. Xu Structural investigation of a fucoidan containing a fucose-free core from the brown seaweed Hizikia fusiforme Carbohydrate Research 341 9 2006 1135 1146
22. W. Mak, N. Hamid, T. Liu, J. Lu, and W.L. White Fucoidan from New Zealand Undaria pinnatifida: Monthly variations and determination of antioxidant activities Carbohydrate Polymers 95 2013 606 614
23. 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
24. K. Nagasawa, Y. Inoue, and T. Kamata Solvolytic desulfation of glycosaminoglycuronan sulfates with dimethyl sulfoxide containing water or methanol Carbohydrate Research 58 1977 47 55
25. T. Nishino, T. Nagumo, H. Kiyohara, and H. Yamada Structural characterization of a new anticoagulant fucan sulfate from the brown seaweed Ecklonia kurome Carbohydrate Research 211 1 1991 77 90
26. 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
27. 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
28. N.M. Shevchenko, S.D. Anastyuk, R.V. Menshova, O.S. Vishchuk, V.I. Isakov, and P.A. Zadorozhny Further studies on structure of fucoidan from brown alga Saccharina gurjanovae Carbohydrate Polymers 121 2015 207 216
29. 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
30. 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 14 3 2012 304 311
31. 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 22 1 2010 79 86
32. A. Synytsya, W. Kim, S. Kim, R. Pohl, A. Synytsya, and F. Kvasnicka Structure and antitumour activity of fucoidan isolated from sporophyll of Korean brown seaweed Undaria pinnatifida Carbohydrate Polymers 81 2010 41 48
33. 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
34. 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
35. A.I. Usov, G.P. Smirnova, and N.G. Klochkova Polysaccharides of Algae: 58. The polysaccharide composition of the Pacific brown alga Alaria fistulosa P. et R. (Alariaceae, Laminariales) Russian Chemical Bulletin 54 2005 1282 1286
36. 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
37. 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
38. T.N. Zvyagintseva, N.I. Shirokova, and L.A. Elyakova The structure of laminarins from some brown algae Bioorganicheskaya Khimia 20 1994 1349 1358 (in Russian)