Alpha-amylase and alpha-glucosidase inhibition is differentially modulated by fucoidan obtained from Fucus vesiculosus and Ascophyllum nodosum

Phytochemistry

Volumn 98, Issue , 2014, Pages 27-33

  Kim, Kyung Tae ^a   Rioux, Laurie Eve ^a   Turgeon, Sylvie L ^a  

^a UNIVERSITÉ LAVAL   (Canada)

Author keywords

Amylase; Glucosidase; Ascophyllum nodosum; Brown seaweed; Enzyme inhibition; Fucoidan; Fucus vesiculosus; Harvest season; Sulfated fucan; Type 2 diabetes

Indexed keywords

ALGAE; ASCOPHYLLUM; ASCOPHYLLUM NODOSUM; FUCUS; FUCUS VESICULOSUS;

ALPHA GLUCOSIDASE; AMYLASE; ENZYME INHIBITOR; FUCOIDIN; POLYSACCHARIDE;

ANTAGONISTS AND INHIBITORS; ASCOPHYLLUM; CHEMISTRY; DOSE RESPONSE; FUCUS; ISOLATION AND PURIFICATION; METABOLISM; STRUCTURE ACTIVITY RELATION;

ALPHA-AMYLASES; ALPHA-GLUCOSIDASES; ASCOPHYLLUM; DOSE-RESPONSE RELATIONSHIP, DRUG; ENZYME INHIBITORS; FUCUS; POLYSACCHARIDES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84892947782     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2013.12.003     Document Type: Article

References (64)

1. H. Ali, P.J. Houghton, and A. Soumyanath Alpha-amylase inhibitory activity of some Malaysian plants used to treat diabetes; with particular reference to Phyllanthus amarus J. Ethnopharmacol. 107 2006 449 455 (Pubitemid 44363032)
2. E. Apostolidis, and C.M. Lee In vitro potential of Ascophyllum nodosum phenolic antioxidant-mediated alpha-glucosidase and alpha-amylase inhibition J. Food Sci. 75 2010 H97 H102
3. A.D. Baron Postprandial hyperglycaemia and alpha-glucosidase inhibitors Diabetes Res. Clin. Pract. 40 Suppl 1998 S51 S55
4. 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 2003 29R 40R (Pubitemid 36665414)
5. M.R. Bhandari, N. Jong-Anurakkun, G. Hong, and J. Kawabata Alpha-glucosidase and alpha-amylase inhibitory activities of Nepalese medicinal herb Pakhanbhed (Bergenia ciliata, Haw.) Food Chem. 106 2008 247 252 (Pubitemid 47332112)
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 Carbohydr. Res. 341 2006 238 245 (Pubitemid 43042607)
7. W.A.P. Black The seasonal variation in the combined L-fucose content of the common British laminariaceae and fucaceae J. Sci. Food Agri. 5 1954 445 448
8. E. Borges de Melo, A. da Silveira Gomes, and I. Carvalho α- and β-Glucosidase inhibitors: chemical structure and biological activity Tetrahedron 62 2006 10277 10302 (Pubitemid 44397114)
9. C. Braun, G.D. Brayer, and S.G. Withers Mechanism-based inhibition of yeast α-glucosidase and human pancreatic α-amylase by a new class of inhibitors J. Biol. Chem. 270 1995 26778 26781
10. 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 Carbohydr. Res. 330 2001 529 535 (Pubitemid 32206395)
11. M. Cho, J.H. Han, and S. You Inhibitory effects of fucan sulfates on enzymatic hydrolysis of starch Lwt-Food Sci. Technol. 44 2011 1164 1171
12. M.J. Clement, B. Tissot, L. Chevolot, E. Adjadj, Y.G. Du, P.A. Curmi, and R. Daniel NMR characterization and molecular modeling of fucoidan showing the importance of oligosaccharide branching in its anticomplementary activity Glycobiology 20 2010 883 894
13. F. Conforti, G. Statti, M.R. Loizzo, G. Sacchetti, F. Poli, and F. Menichini In vitro antioxidant effect and inhibition of alpha-amylase of two varieties of Amaranthus caudatus seeds Biol. Pharm. Bull. 28 2005 1098 1102 (Pubitemid 40880324)
14. R. Daniel, O. Berteau, J. Jozefonvicz, and N. Goasdoue Degradation of algal (Ascophyllum nodosum) fucoidan by an enzymatic activity contained in digestive glands of the marine mollusc Pecten maximus Carbohydr. Res. 322 1999 291 297 (Pubitemid 30035459)
15. R. Daniel, L. Chevolot, M. Carrascal, B. Tissot, P.A.S. Mourão, and J. Abian Electrospray ionization mass spectrometry of oligosaccharides derived from fucoidan of Ascophyllum nodosum Carbohydr. Res. 342 2007 826 834
16. M.J. Franz Protein controversies in diabetes Diabetes Spectrum 13 2000 132 141
17. M.C. Gannon, J.A. Nuttall, G. Damberg, V. Gupta, and F.Q. Nuttall Effect of protein ingestion on the glucose appearance rate in people with type 2 diabetes J. Clin. Endocrinol. Metab. 86 2001 1040 1047 (Pubitemid 32322979)
18. P. Geng, and G. Bai Two novel amino oligosaccharides isolated from the culture of Streptomyces coelicoflavus ZG0656 as potent inhibitors of alpha-amylase Carbohydr. Res. 343 2008 470 476 (Pubitemid 351174122)
19. R.B. Goldberg, D. Einhorn, C.F. Lucas, M.S. Rendell, P. Damsbo, W.C. Huang, P. Strange, and R.G. Brodows A randomized placebo-controlled trial of repaglinide in the treatment of type 2 diabetes Diabetes Care 21 1998 1897 1903 (Pubitemid 28478290)
20. S. Gupta, and N. Abu-Ghannam Bioactive potential and possible health effects of edible brown seaweeds Trends Food Sci. Technol. 22 2011 315 326
21. H. Halvorson, and L. Ellias The purification and properties of an α-glucoside of Saccharomyces italicus Y1225 Biochim. Biophys. Acta 30 1958 28 40
22. Q. He, Y. Lv, and K. Yao Effects of tea polyphenols on the activities of α-amylase, pepsin, trypsin and lipase Food Chem. 101 2007 1178 1182 (Pubitemid 44416505)
23. S.L. Holdt, and S. Kraan Bioactive compounds in seaweed: functional food applications and legislation J. Appl. Phycol. 23 2011 543 597
24. D.J.A. Jenkins, and T.M.S. Wolever Slow release carbohydrate and the treatment of diabetes Proc. Nutr. Soc. 40 1981 227 235
25. A. Kato, N. Kato, E. Kano, I. Adachi, K. Ikeda, L. Yu, T. Okamoto, Y. Banba, H. Ouchi, H. Takahata, and N. Asano Biological properties of d- and l-1-deoxyazasugars J. Med. Chem. 48 2005 2036 2044 (Pubitemid 40396331)
26. Kim, K.T., Rioux, L.-E. and Turgeon, S.L., 2013. Molecular weight and sulfate content modulate the inhibition of α-amylase by fucoidan. Int. J. Biol. Macromol. (submitted for publication).
27. J.S. Kim, C.S. Kwon, and K.H. Son Inhibition of alpha-glucosidase and amylase by luteolin, a flavonoid Biosci. Biotechnol. Biochem. 64 2000 2458 2461
28. S. Koyanagi, N. Tanigawa, H. Nakagawa, S. Soeda, and H. Shimeno Oversulfation of fucoidan enhances its anti-angiogenic and antitumor activities Biochem. Pharmacol. 65 2003 173
29. H. Kurihara, T. Mitani, J. Kawabata, and K. Takahashi Two new bromophenols from the red alga Odonthalia corymbifera J. Nat. Prod. 62 1999 882 884 (Pubitemid 29296328)
30. M. Lahaye Marine-algae as sources of fibers - determination of soluble and insoluble dietary fiber contents in some sea vegetables J. Sci. Food Agric. 54 1991 587 594
31. K. Landin, G. Holm, L. Tengborn, and U. Smith Guar gum improves insulin sensitivity, blood lipids, blood pressure, and fibrinolysis in healthy men Am. J. Clin. Nutr. 56 1992 1061 1065
32. S.S. Lee, H.C. Lin, and C.K. Chen Acylated flavonol monorhamnosides, alpha-glucosidase inhibitors, from Machilus philippinensis Phytochemistry 69 2008 2347 2353
33. B. Li, F. Lu, X.J. Wei, and R.X. Zhao Fucoidan: structure and bioactivity Molecules 13 2008 1671 1695
34. M. Liu, P.E. Hansen, and X. Lin Bromophenols in marine algae and their bioactivities Mar. Drugs 9 2011 1273 1292
35. S. Mabeau, and J. Fleurence Seaweed in food-products - biochemical and nutritional aspects Trends Food Sci. Technol. 4 1993 103 107 (Pubitemid 23687665)
36. S. Mabeau, B. Kloareg, and J.P. Joseleau Fractionation and analysis of fucans from brown-algae Phytochemistry 29 1990 2441 2445
37. K.C. Maki, R. Galant, P. Samuel, J. Tesser, M.S. Witchger, J.D. Ribaya-Mercado, J.B. Blumberg, and J. Geohas Effects of consuming foods containing oat [beta]-glucan on blood pressure, carbohydrate metabolism and biomarkers of oxidative stress in men and women with elevated blood pressure Eur. J. Clin. Nutr. 61 2006 786 795 (Pubitemid 47232358)
38. M.F. Marais, and J.P. Joseleau A fucoidan fraction from Ascophyllum nodosum Carbohydr. Res. 336 2001 155 159
39. T. Matsui, C. Yoshimoto, K. Osajima, T. Oki, and Y. Osajima In vitro survey of alpha-glucosidase inhibitory food components Biosci. Biotechnol. Biochem. 60 1996 2019 2022 (Pubitemid 27155795)
40. A. Mitrakou, D. Kelley, M. Mokan, T. Veneman, T. Pangburn, J. Reilly, and J. Gerich Role of reduced suppression of glucose production and diminished early insulin release in impaired glucose tolerance New Engl. J. Med. 326 1992 22 29
41. S. Mohan, and B.M. Pinto Zwitterionic glycosidase inhibitors: salacinol and related analogues Carbohydr. Res. 342 2007 1551 1580 (Pubitemid 47058065)
42. V. Nahoum, G. Roux, V. Anton, P. Rouge, A. Puigserver, H. Bischoff, B. Henrissat, and F. Payan Crystal structures of human pancreatic alpha-amylase in complex with carbohydrate and proteinaceous inhibitors Biochem. J. 346 2000 201 208 (Pubitemid 30113838)
43. F. Nwosu, J. Morris, V.A. Lund, D. Stewart, H.A. Ross, and G.J. McDougall Anti-proliferative and potential anti-diabetic effects of phenolic-rich extracts from edible marine algae Food Chem. 126 2011 1006 1012
44. S.Y. Ou, K.C. Kwok, Y. Li, and L. Fu In vitro study of possible role of dietary fiber in lowering postprandial serum glucose J. Agric. Food. Chem. 49 2001 1026 1029 (Pubitemid 32172664)
45. M.S. Patankar, S. Oehninger, T. Barnett, R.L. Williams, and G.F. Clark A revised structure for fucoidan may explain some of its biological-activities J. Biol. Chem. 268 1993 21770 21776 (Pubitemid 23320677)
46. E. Percival, and R.H. McDowell Chemistry and enzymology of marine algal polysaccharides 1967 Academic Press London
47. M.S. Pereira, B. Mulloy, and P.A.S. Mourão 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. 274 1999 7656 7667
48. D. Porte Clinical importance of insulin secretion and its interaction with insulin resistance in the treatment of type 2 diabetes mellitus and its complications Diabetes. Metab. Res. Rev. 17 2001 181 188 (Pubitemid 32624601)
49. R. Rabasa-Lhoret, and J.-L. Chiasson α-Glucosidase Inhibitors. International Textbook of Diabetes Mellitus 2003 John Wiley & Sons Ltd.
50. L.-E. Rioux, S.L. Turgeon, and M. Beaulieu Rheological characterisation of polysaccharides extracted from brown seaweeds J. Sci. Food Agric. 87 2007 1630 1638 (Pubitemid 46983815)
51. L.-E. Rioux, S.L. Turgeon, and M. Beaulieu Effect of season on the composition of bioactive polysaccharides from the brown seaweed Saccharina longicruris Phytochemistry 70 2009 1069 1075
52. J. Roth, M. Ziak, and C. Zuber The role of glucosidase II and endomannosidase in glucose trimming of asparagine-linked oligosaccharides Biochimie 85 2003 287 294 (Pubitemid 36626001)
53. A. Schäfer, and P. Högger Oligomeric procyanidins of French maritime pine bark extract (Pycnogenol®) effectively inhibit α-glucosidase Diabetes Res. Clin. Pract. 77 2007 41 46 (Pubitemid 46590464)
54. W.D. Seo, J.H. Kim, J.E. Kang, H.W. Ryu, M.J. Curtis-Long, H.S. Lee, M.S. Yang, and K.H. Park Sulfonamide chalcone as a new class of alpha-glucosidase inhibitors Bioorg. Med. Chem. Lett. 15 2005 5514 5516 (Pubitemid 41562981)
55. 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) J. Appl. Phycol. 22 2010 79 86
56. M. Søgaard, J.-I. Abe, M.F. Martin-Eauclaire, and B. Svensson α-amylases: structure and function Carbohydr. Polym. 21 1993 137 146
57. Y.Q. Song, J.E. Manson, J.E. Buring, H.D. Sesso, and S.M. Liu Associations of dietary flavonoids with risk of type 2 diabetes, and markers of insulin resistance and systemic inflammation in women: a prospective study and cross-sectional analysis J. Am. Coll. Nutr. 24 2005 376 384 (Pubitemid 41339204)
58. B. Svensson, K. Fukuda, P.K. Nielsen, and B.C. Bønsager Proteinaceous α-amylase inhibitors Biochim. Biophys. Acta 1696 2004 145 156
59. T.T. Teeri Engineering of enzymes of carbohydrate-metabolism Curr. Opin. Biotechnol. 2 1991 614 621
60. B. Tissot, B. Montdargent, L. Chevolot, A. Varenne, S. Descroix, P. Gareil, and R. Daniel Interaction of fucoidan with the proteins of the complement classical pathway Biochim. Biophys. Acta 1651 2003 5 16 (Pubitemid 38234548)
61. UK Prospective Diabetes Study (UKPDS) Group Intensive blood-glucose control with sulphonylureas or insulin compared with conventional treatment and risk of complications in patients with type 2 diabetes (UKPDS 33) Lancet 352 1998 837 853
62. S. Wild, G. Roglic, A. Green, R. Sicree, and H. King Global prevalence of diabetes - estimates for the year 2000 and projections for 2030 Diabetes Care 27 2004 1047 1053 (Pubitemid 38579764)
63. T.M.S. Wolever, L. Katzmanrelle, A.L. Jenkins, V. Vuksan, R.G. Josse, and D.J.A. Jenkins Glycemic index of 102 complex carbohydrate foods in patients with diabetes Nutr. Res. 14 1994 651 669 (Pubitemid 24139260)
64. J.Z. Zhang, C. Tiller, J.K. Shen, C. Wang, G.S. Girouard, D. Dennis, C.J. Barrow, M.S. Miao, and H.S. Ewart Antidiabetic properties of polysaccharide- and polyphenolic-enriched fractions from the brown seaweed Ascophyllum nodosum Can. J. Physiol. Pharmacol. 85 2007 1116 1123 (Pubitemid 351196411)