Quantitative determination of fucoidan using polyion-sensitive membrane electrodes

Analytica Chimica Acta

Volumn 877, Issue , 2015, Pages 1-8

  Kim, Ji Min ^a   Nguyen, Loc ^a   Barr, Mary Frances ^a   Morabito, Michael ^a   Stringer, Damien ^b   Fitton, J Helen ^b   Mowery, Kelly A ^a  

^a EASTERN UNIVERSITY   (United States)

^b Marinova Pty Ltd   (Australia)

Author keywords

Fucoidan; Polyion sensitive electrode; Potentiometric titration; Potentiometry

Indexed keywords

ALGAE; ELECTROCHEMICAL SENSORS; ELECTRODES; ION EXCHANGERS; POTENTIOMETERS (ELECTRIC MEASURING INSTRUMENTS); VOLTAMMETRY;

CLINICAL APPLICATION; FUCOIDANS; NUTRITIONAL SUPPLEMENTS; POLYIONS; POTENTIOMETRIC TITRATIONS; POTENTIOMETRY; QUANTITATIVE DETERMINATIONS; SULFATED POLYSACCHARIDES;

TITRATION;

ANION; CATION; FUCOIDIN; POLYPHENOL; PROTAMINE; ANTICOAGULANT AGENT; ANTINEOPLASTIC AGENT; ARTIFICIAL MEMBRANE; ION; NAPHTHALENE DERIVATIVE; POLYSACCHARIDE; QUATERNARY AMMONIUM DERIVATIVE; SULFONIC ACID DERIVATIVE; TRIDODECYLMETHYLAMMONIUM;

ALGA; ARTICLE; CALIBRATION; DRUG ANALYSIS; DRUG DETERMINATION; DRUG STRUCTURE; ELECTROCHEMICAL ANALYSIS; ELECTRODE; EQUILIBRIUM CONSTANT; FUCUS VESICULOSUS; ION EXCHANGE; MOLECULAR WEIGHT; NANOFABRICATION; NONHUMAN; POTENTIOMETRIC TITRATION; POTENTIOMETRY; PRIORITY JOURNAL; QUANTITATIVE ANALYSIS; STEADY STATE; UNDARIA PINNATIFIDA; ANALYSIS; ARTIFICIAL MEMBRANE; BLOOD; CHEMISTRY; DEVICES; DIETARY SUPPLEMENT; HUMAN; SEAWEED;

PHAEOPHYCEAE;

ANTICOAGULANTS; ANTINEOPLASTIC AGENTS; DIETARY SUPPLEMENTS; ELECTRODES; HUMANS; IONS; MEMBRANES, ARTIFICIAL; NAPHTHALENES; POLYSACCHARIDES; POTENTIOMETRY; QUATERNARY AMMONIUM COMPOUNDS; SEAWEED; SULFONIC ACIDS;

EID: 84929960660     PISSN: 00032670     EISSN: 18734324     Source Type: Journal    
DOI: 10.1016/j.aca.2015.04.020     Document Type: Article

References (57)

1. Chevolot L., Mulloy B., Racqueline J., Foucault A., Colliec-Jouault S. A disaccharide repeat unit is the major structure in fucoidans from two species of brown algae. Carbohydr. Res. 2001, 330:529-535.
2. Bilan M.I., Grachev A.A., Ustuzhanina N.E., Shashkov A.S., Nifantiev N.E., Usov A.I. Structure of a fucoidan from the brown seaweed Fucus evanescens. Carbohydr. Res. 2002, 337:719-730.
3. Patankar M.S., Oehninger S., Barnett T., Williams R.L., Clark G.F. A revised structure for fucoidan may explain some of its biological activities. J. Biol. Chem. 1993, 268:21770-21776.
4. Senthilkumar K., Manivasagan P., Venkatesan J., Kim S.K. Brown seaweed fucoidan: biological activity and apoptosis growth signaling mechanism in cancer. Int. J. Biol. Macromol. 2013, 60:366-374.
5. Li B., Lu F., Wei X., Zhao R. Fucoidan: structure and bioactivity. Molecules 2008, 13:1671-1695.
6. Ale M.T., Mikkelson J.D., Meyer A.S. Important determinants for fucoidan bioactivity: a critical review of structure function relations and extraction methods for fucose-containing sulfated polysaccharides from brown seaweeds. Mar. Drugs 2011, 9:2106-2130.
7. Ale M.T., Meyer A.S. Fucoidans from brown seaweeds: an update on structures, extraction techniques and use of enzymes as tools for structural elucidations. RSC Adv. 2013, 3:8131-8141.
8. Kim K.J., Lee O.H., Lee H.H., Lee B.Y. A 4-week repeated oral dose toxicity study of fucoidan from the Sporophyll of Undaria pinnatifida in Sprague-Dawley rats. Toxicology 2009, 267:154-158.
9. Kim K.J., Lee O.H., Lee B.Y. Genotoxicity studies on fucoidan from Sporophyll of Undaria pinnatifida. Food Chem. Toxicol. 2010, 48:1101-1104.
10. Fitton J.H. Therapies from fucoidan; multifunctional marine polymers. Mar. Drugs 2011, 9:1731-1760.
11. 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.
12. Morya V.K., Kim J., Kim E.K. Algal fucoidan: structural and size-dependent bioactivities and their perspectives. Appl. Microbiol. Biotechnol. 2012, 93:71-82.
13. Mak W., Hamid N., Liu T., Lu J., White W.L. Fucoidan from New Zealand Undaria pinnatifida: monthly variations and determination of antioxidant activities. Carbohydr. Polym. 2013, 95:606-614.
14. Kim E.J., Park S.Y., Lee J.Y., Park J.H.Y. Fucoidan present in brown algae induces apoptosis of human colon cancer cells. BMC Gastoenterol. 2010, 10:96-106.
15. Park H.Y., Kim G.Y., Moon S.K., Kim W.J., Yoo Y.H., Choi Y.H. Fucoidan inhibits the proliferation of human urinary bladder cancer T24 cells by blocking cell cycle progression and inducing apoptosis. Molecules 2014, 19:5981-5998.
16. Aisa Y., Miyakawa Y., Nakazato T., Shibata H., Saito K., Ikeda Y., Kizaki M. Fucoidan induces apoptosis of human HS-Sultan cells accompanied by activation of caspase-3 and down regulation of ERK pathways. Am. J. Hematol. 2005, 78:7-14.
17. + cells. Exp. Hematol. 2007, 35:989-994.
18. R.M. Lowenthal, J.H. Fitton, Are Seaweed-Derived Fucoidans Possible Future Anti-Cancer Agents?, J. Appl. Phycol. Published online 31 Oct 2014. (accessed 02.04.15). http://link.springer.com/article/10.1007/s10811-014-0444-x/fulltext.html.
19. Kwak J.Y. Fucoidan as a marine anticancer agent in preclinical development. Mar. Drugs 2014, 12:851-870.
20. McNamee K.E., Burleigh A., Gompels L.L., Feldmann M., Allen S.J., Williams R.O., et al. Treatment of murine osteoarthritis with TrkAd5 reveals a pivotal role for nerve growth factor in non-inflammatory joint pain. Pain 2010, 149:386-392.
21. Myers S.P., O'Connor J., Fitton J.H., Brooks L., Rolfe M., Connellan P., et al. A combined phase I and II open label study on the effects of a seaweed extract nutrient complex on osteoarthritis. Biol. Targets Ther. 2010, 4:33-44.
22. Veena C.K., Josephine A., Preetha S.P., Varalakshmi P., Sundarapandiyan R. Renal peroxidative changes mediated by oxalate: the protective role of fucoidan. Life Sci. 2006, 79:1789-1795.
23. Wang J., Wang F., Yun H., Zhang H., Zhang Q. Effect and mechanism of fucoidan derivatives from Laminaria japonica in experimental adenine-induced chronic kidney disease. J. Enthopharmacol. 2012, 139:807-813.
24. Hayashi S., Itoh A., Isoda K., Kondoh M., Kawase M., Yagi K. Fucoidan partly prevents CCl4-induced liver fibrosis. Eur. J. Pharmacol. 2008, 580:380-384.
25. Irhimeh M.R., Fitton J.H., Lowenthal R.M. Pilot clinical study to evaluate the anticoagulant activity of fucoidan. Blood Coagul. Fibrinolysis 2009, 20:607-610.
26. Ren R., Azuma Y., Ojima T., Hashimoto T., Mizuno M., Nichitani Y., et al. Modulation of platelet aggregation-related eicosanoid production by dietary F-fucoidan from brown alga Laminaria japonica in human subjects. Brit. J. Nutr. 2013, 110:880-890.
27. Myers S.P., O'Connor J., Fitton J.H., Brooks L., Rolfe M., Connellan P., et al. A combined phase I and II open-label study on the immunomodulatory effects of seaweed extract nutrient complex. Biologics: Targets Ther. 2011, 5:45-60.
28. Schaeffer D.J., Krylov V.S. Anti-HIV activity of extracts and compounds from algae and cyanobacteria. Ecotoxicol. Environ. Saf. 2000, 45:208-227.
29. Hayashi K., Nakano T., Hashimoto M., Kanekiyo K., Hayashi T. Defensive effects of a fucoidan from brown alga Undaria pinnatifida against herpes simplex virus infection. Int. Immunopharmacol. 2008, 8:109-116.
30. Thompson K.D., Drager C. Antiviral activity of Undaria pinnatifida against herpes simplex virus. Phytother. Res. 2004, 18:551-555.
31. Talevi R., Gualtieri R. Sulfated glycoconjugates are powerful modulators of bovine sperm adhesion and release from the oviductal epithelium in vitro. Biol. Reprod. 2001, 64:491-498.
32. Guo H., Liu F., Jia G., Zhang W., Wu F. Extraction optimization and analysis of monosaccharide composition of fucoidan from Saccharina japonica by capillary zone electrophoresis. J. Appl. Phycol. 2013, 25:1903-1908.
33. Pielesz A., Biniaś W. Cellulose acetate membrane electrophoresis and FTIR spectroscopy as methods of identifying a fucoidan from Fucus vesiculosus Linnaeus. Carbohydr. Res. 2010, 345:2676-2682.
34. Pielesz A., Biniaś W., Paluch J. Mild acid hydrolysis of fucoidan: characterization by electrophoresis and FT-Raman spectroscopy. Carbohydr. Res. 2011, 346:1937-1944.
35. Irhimeh M.R., Fitton J.H., Lowenthal R.M., Kongtawelert P. A quantitative method to detect fucoidan in human plasma using a novel antibody. Methods Find. Exp. Clin. Pharmacol. 2005, 27:705-710.
36. Tokita Y., Nakajima K., Mochida H., Iha M., Nagamine T. Development of a fucoidan-specific antibody and measurement of fucoidan in serum and urine by sandwich ELISA. Biosci. Biotechnol. Biochem. 2010, 74:350-357.
37. Nagamine T., Nakazato K., Tomioka S., Iha M., Nakajima K. Intestinal absorption of fucoidan extracted from the brown seaweed, Cladosiphon okamuranus. Mar. Drugs 2015, 13:48-64.
38. Fu B., Bakker E., Yun J.H., Yang V.C., Meyerhoff M.E. Response mechanism of polymer membrane-based potentiometric polyion sensors. Anal. Chem. 1994, 66:2250-2259.
39. Fu B., Bakker E., Yang V.C., Meyerhoff M.E. Extraction thermodynamics of polyanions into plasticized polymer membranes doped with lipophilic ion exchangers: a potentiometric study. Macromolecules 1995, 28:5834-5840.
40. Durust N., Meyerhoff M.E. Determination of pentosan polysulfate and its binding to polycationic species using polyion-sensitive membrane electrodes. Anal. Chim. Acta 2001, 432:253-260.
41. Hassan S.S.M., Meyerhoff M.E., Badr I.H.A., Abd-Rabboh H.S.M. Determination of carrageenan in food products using potentiometric polyion sensors. Electroanalysis 2002, 14:439-444.
42. Yu A., Shepherd B., Wagner M., Clapper J., Esson J.E. Development of polymer-membrane based electrodes for suramin. Anal. Chim. Acta 2011, 686:76-80.
43. Dürüst N., Meyerhoff M.E. Determination of DNA and its binding to protamine using potentiometric polyion sensors. J. Electroanal. Chem. 2007, 602:138-141.
44. Yun J.H., Meyerhoff M.E., Yang V.C. Protamine-sensitive polymer membrane electrode: characterization and bioanalytical applications. Anal. Biochem. 1995, 224:212-220.
45. Buchanan S.A.N., Balogh L.P., Meyerhoff M.E. Potentiometric response characteristics of polycation-sensitive membrane electrodes toward poly(amidoamine) and poly(propylenimine) dendrimers. Anal. Chem. 2004, 76:1474-1482.
46. Serjeant E.P. Chemical Analysis 1985, vol. 69:462-463. Wiley, New York.
47. Lee J.B., Hayashi K., Hashimoto M., Nakano T., Hayashi T. Novel antiviral fucoidan from Sporophyll of Undaria pinnatifida (Mekabu). Chem. Pharm. Bull. 2004, 52:1091-1094.
48. Synytsya A., Kim W., Kim S., Pohl R., Synytsya A., Kvasnička F., Čopíková J., Park Y. Structure and antitumour activity of fucoidan isolated from Sporophyll of Korean brown seaweed Undaria Pinnatifida. Carbohydr. Poly. 2010, 81:41-48.
49. Wang X., Ding Z., Ren Q., Qin W. Polymeric membrane neutral phenol-sensitive electrodes for potentiometric G-quadruplex/hemin DNAzyme-based biosensing. Anal. Chem. 2013, 85:1945-1950.
50. Fu B., Bakker E., Yun J.H., Wang E., Yang V.C., Meyerhoff M.E. Polymer membrane-based polyion sensors: development, response mechanism, and bioanalytical applications. Electroanalysis 1995, 7:823-829.
51. Shvarev A., Bakker E. Reversible electrochemical detection of nonelectroactive polyions. J. Am. Chem. Soc. 2003, 125:11192-11193.
52. Shvarev A., Bakker E. Response characteristics of a reversible electrochemical sensor for the polyion protamine. Anal. Chem. 2005, 77:5221-5228.
53. Gemene K.L., Meyerhoff M.E. Reversible detection of heparin and other polyanions by pulsed chronopotentiometric polymer membrane electrode. Anal. Chem. 2010, 82:1612-1615.
54. Bell-Vlasov A.K., Zajda J., Eldourghamy A., Malinowska E., Meyerhoff M.E. Polyion selective polymeric membrane-based pulstrode as a detector in flow-injection analysis. Anal. Chem. 2014, 86:4041-4046.
55. Ramamurthy N., Baliga N., Wakefield T.W., Andrews P.C., Yang V.C., Meyerhoff M.E. Determination of low-molecular-weight heparins and their binding to protamine and a protamine analog using polyion-sensitive membrane electrodes. Anal. Biochem. 1999, 266:116-124.
56. Buchanan S.A., Kennedy T.P., MacArthur R.B., Meyerhoff M.E. Titrimetric method for determination of O-desulfated heparin in physiological samples using protamine-sensitive membrane electrode as endpoint detector. Anal. Biochem. 2005, 346:241-245.
57. Wang L., Buchanan S., Meyerhoff M.E. Detection of high-charge density polyanion contaminants in biomedical heparin preparations using potentiometric polyanion sensors. Anal. Chem. 2008, 80:9845-9847.