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Extraction, sulfonation and anticoagulant activity of xylan from corncob

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Abstract

The aim of this work was to study the anticoagulant activity of sulfonated xylan. The crude corncob xylans were isolated from corncob by alkaline extraction. The water-insoluble xylans were sulfonated using chlorosulfonic acid and dimethylformamide (DMF) to generate the water-soluble sulfonated xylan (WISX-S). The best conditions for the esterification were 1:1 of chlorosulfonic acid to DMF, keep time of 6 h and temperature of 70 °C by the orthogonal analysis. Degree of substitution of esterification product was 1.54. Anticoagulant properties of WISX-S1 and WISX-S2 were compared with normal saline and positive control heparin sodium. In vitro tests demonstrated that WISX-S2 can significantly prolong APTT and TT, but not PT. The results suggest that WISX-S2 may play the key role of anticoagulation through the intrinsic pathway and common pathway. The anticoagulant activity of xylan sulfates may be associated with the degree of substitution and molecular weight within a certain range.

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References

  1. Fujii T, Maeda H, Suzuki F, Ishida N (1978) Isolation and characterization of a new antitumor polysaccharide, KS-2, extracted from culture mycelia of Lentinus edodes. J Antibiot 31(11):1079–1090

    Article  CAS  Google Scholar 

  2. Jimenez-Medina E, Berruguilla E, Romero I, Algarra I, Collado A, Garrido F, Garcia-Lora A (2008) The immunomodulator PSK induces in vitro cytotoxic activity in tumour cell lines via arrest of cell cycle and induction of apoptosis. BMC Cancer 8:78

    Article  Google Scholar 

  3. Ooi VE, Liu F (2000) Immunomodulation and anti-cancer activity of polysaccharide–protein complexes. Curr Med Chem 7(7):715–729

    Article  CAS  Google Scholar 

  4. Amarowicz R, Naczk M, Shahidi F (2000) Antioxidant activity of various fractions of non-tannin phenolics of canola hulls. J Agric Food Chem 48(7):2755–2759

    Article  CAS  Google Scholar 

  5. Hromadkova Z, Kováčiková J, Ebringerová A (1999) Study of the classical and ultrasound-assisted extraction of the corn cob xylan. Ind Crop Prod 9(2):101–109

    Article  CAS  Google Scholar 

  6. Lichnerová I, Ebringerová A, Heinrich J (1991) Xylans; perspective pharmaceutical auxiliary materials. Acta Facultatis Pharmaceut (Bratisl) 45:5–14

    Google Scholar 

  7. Wang Y, Zhang J (2006) A novel hybrid process, enhanced by ultrasonication, for xylan extraction from corncobs and hydrolysis of xylan to xylose by xylanase. J Food Eng 77(1):140–145

    Article  CAS  Google Scholar 

  8. Thomas DP (1997) Does low molecular weight heparin cause less bleeding? Thromb Haemost 78(6):1422–1425

    CAS  Google Scholar 

  9. Crowther M, Lim W (2007) Low molecular weight heparin and bleeding in patients with chronic renal failure. Curr Opin Pulm Med 13(5):409–413

    CAS  Google Scholar 

  10. Nazlı Y, Çolak N, Çolak S, Çakır O (2014) Heparin-induced thrombocytopenia. J Clin Exp Invest 5(1):137–144

    Google Scholar 

  11. Wagner W (1989) Hoe/Bay 946—a new compound with activity against the AIDS virus. Arzneimittel-Forsch 39(1):112

    CAS  Google Scholar 

  12. Stone AL, Melton DJ, Lewis MS (1998) Structure–function relations of heparin-mimetic sulfated xylan oligosaccharides: inhibition of human immunodeficiency virus-1 infectivity in vitro. Glycoconjugate J 15(7):697–712

    Article  CAS  Google Scholar 

  13. Chaidedgumjorn A, Toyoda H, Woo ER, Lee KB, Kim YS, Toida T, Imanari T (2002) Effect of (1,3)- and (1,4)-linkages of fully sulfated polysaccharides on their anticoagulant activity. Carbohydr Res 337(10):925–933

    Article  CAS  Google Scholar 

  14. Doctor VM, Lewis D, Coleman M, Kemp MT, Marbley E, Sauls V (1991) Anticoagulant properties of semisynthetic polysaccharide sulfates. Thromb Res 64(4):413–425

    Article  CAS  Google Scholar 

  15. Yang R, Xu S, Wang Z, Yang W (2005) Aqueous extraction of corncob xylan and production of xylooligosaccharides. LWT Food Sci Technol 38(6):677–682

    Article  CAS  Google Scholar 

  16. Dubois M, Gilles KA, Hamilton JK, Rebers P, Smith F (1956) Colorimetric method for determination of sugars and related substances. Anal Chem 28(3):350–356

    Article  CAS  Google Scholar 

  17. Martinichen-Herrero JC, Carbonero ER, Sassaki GL, Gorin PAJ, Iacomini M (2005) Anticoagulant and antithrombotic activities of a chemically sulfated galactoglucomannan obtained from the lichen Cladonia ibitipocae. Int J Biol Macromol 35:97–102

    Article  CAS  Google Scholar 

  18. Chen XM, Jin J, Tang J, Wang ZF, Wang JJ, Jin LQ, Lu JX (2011) Extraction, purification, characterization and hypoglycemic activity of a polysaccharide isolated from the root of Ophiopogon japonicus. Carbohydr Polym 83(2):749–754

    Article  CAS  Google Scholar 

  19. Nie SP, Xie MY, Shen MY, Wang YX (2006) Determination of tea polysaccharides by high performance liquid chromatography. Food Sci 27(4):177–181

    CAS  Google Scholar 

  20. Yokota H, Mori K, Yamaguchi H, Kaniwa H, Saisho N (1999) Monosaccharide composition analysis of pamiteplase by anion exchange chromatography with pulsed amperometric detection. J Pharm Biomed 21(4):767–774

    Article  CAS  Google Scholar 

  21. Davis MW (1998) A rapid modified method for compositional carbohydrate analysis of lignocellulosics by high pH anion-exchange chromatography with pulsed amperometric detection (HPAEC/PAD). J Wood Chem Technol 18(4):235–252

    Article  CAS  Google Scholar 

  22. Lundquist P, Martensson J, Sorbo B, Ohman S (1980) Turbidimetry of inorganic sulfate, ester sulfate, and total sulfur in urine. Clin Chem 26(8):1178–1181

    CAS  Google Scholar 

  23. Rossete ALRM, Bendassolli JA, Trivelin PCO (2008) Organic sulfur oxidation to sulfate in soil samples for total sulfur determination by turbidimetry (Oxidação do enxofre orgânico a sulfato em amostras de solo para determinação de enxofre total por turbidimetria). Rev Bras Cienc Solo 32(6):2547–2553

    Article  CAS  Google Scholar 

  24. Xie J-H, Shen M-Y, Nie S-P, Li C, Xie M-Y (2011) Decolorization of polysaccharides solution from Cyclocarya paliurus (Batal.) Iljinskaja using ultrasound/H2O2 process. Carbohydr Polym 84(1):255–261

    Article  CAS  Google Scholar 

  25. Doctor VM, Sauls V (1983) Isolation and anticoagulant properties of a new sulfated xylan: comparison with heparin and a sodium pentosan polysulfate (SP-54). Thromb Res 30(6):573–578

    Article  CAS  Google Scholar 

  26. Joffe S (1976) Drug prevention of postoperative deep vein thrombosis: a comparative study of calcium heparinate and sodium pentosan polysulfate. Arch Surg (Chicago) 111(1):37–40

    Article  CAS  Google Scholar 

  27. Yang JH, Cai J, Wu K, Li DL, Hu Y, Li GX, Du YM (2012) Preparation, characterization and anticoagulant activity in vitro of heparin-like 6-carboxylchitin derivative. Int J Biol Macromol 50(4):1158–1164

    Article  CAS  Google Scholar 

  28. Ronghua H, Yumin D, Jianhong Y (2003) Preparation and anticoagulant activity of carboxybutyrylated hydroxyethyl chitosan sulfates. Carbohydr Polym 51(4):431–438

    Article  Google Scholar 

  29. Fan L, Wu P, Zhang J, Gao S, Wang L, Li M, Sha M, Xie W, Nie M (2012) Synthesis and anticoagulant activity of the quaternary ammonium chitosan sulfates. Int J Biol Macromol 50:31–37

    Article  CAS  Google Scholar 

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Acknowledgments

The authors are grateful to the National Natural Science Foundation of China (No. 31171753), Open Project of Key Laboratory of Carbohydrate Chemistry and Biotechnology Ministry of Education (No. KLCCB-KF201202), Nature Science Foundation of Anhui Province (No. 1408085MC52) and Students’ Innovative Training Project of Anhui Province (No. 201210363018) for their supply of financial support and are pleased to acknowledge the contribution of Dr. Zhao for her discussions in conducting the anticoagulant bioassays. We thank for her encouragement and suggestions.

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The authors declare that they have no conflict of interest.

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This article does not contain any studies with human or animal subjects.

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Correspondence to Weirong Cai.

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Cai, W., Chen, Q., Xie, L. et al. Extraction, sulfonation and anticoagulant activity of xylan from corncob. Eur Food Res Technol 240, 969–975 (2015). https://doi.org/10.1007/s00217-014-2401-y

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  • DOI: https://doi.org/10.1007/s00217-014-2401-y

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