Skip to main content
Log in

Structural characterization of sulfated galactofucan from Undaria pinnatifida and its effect on type 2 diabetic mice

  • Biology
  • Published:
Journal of Oceanology and Limnology Aims and scope Submit manuscript

Abstract

A sulfated galactofucan designated as UpG was obtained from the brown algae Undaria pinnatifida by calcium chloride extraction. Chemical analyses showed that UpG is composed of galactose and fucose at a high sulfation level. Low-molecular weight UpGP-0.5 was prepared from UpG through acid hydrolysis for structure characterization. The backbones of UpG are determined to be α-(1,3)-Fuc, α-(1,4)-Gal, α-(1,3)-Gal, and α-(1,6)-Gal by GC-MS, FT-IR, NMR, and LC-MS analyses. Sulfate groups are modified at C2 and/or C4 of fucose and C3 and/or C4 of galactose. UpG could partially lower blood sugar and serum lipid levels in type 2 diabetic mice. Moreover, UpG treatment regulates the abundance of some specific gut microbiota, such as enriching the abundance of Muribaculum and Christensenellaceae, and reducing that of Bilophila, Tannerellaceae, Candidatus Saccharimonas and Anaerotruncus. The findings characterized the detailed structure of a sulfated galactofucan and investigated its potential for the treatment of type 2 diabetes mellitus.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Data Availability Statement

The data that support the finding of this study are available from the corresponding author.

References

  • Anastyuk S D, Imbs T I, Shevchenko N M et al. 2012. ESIMS analysis of fucoidan preparations from Costaria costata, extracted from alga at different life-stages. Carbohydrate Polymers, 90(2): 993–1002.

    Article  Google Scholar 

  • Arata P X, Quintana I, Canelón D J et al. 2015. Chemical structure and anticoagulant activity of highly pyruvylated sulfated galactans from tropical green seaweeds of the order Bryopsidales. Carbohydrate Polymers, 122: 376–386.

    Article  Google Scholar 

  • Chen P L, Lei S Z, Chen Y Y et al. 2020. Structural characterization of a novel galactoglucan from Fortunella margarita and its molecular structural change following simulated digestion in vitro. Journal of Functional Foods, 71: 104024.

    Article  Google Scholar 

  • Chen X Y, Ji H Y, Xu X M et al. 2019. Optimization of polysaccharide extraction process from Grifola frondosa and its antioxidant and anti-tumor research. Journal of Food Measurement and Characterization, 13(1): 144–153.

    Article  Google Scholar 

  • Chizhov A O, Dell A, Morris H R et al. 1999. A study of fucoidan from the brown seaweed Chorda filum. Carbohydrate Research, 320(1–2): 108–119.

    Article  Google Scholar 

  • Choi J I, Lee S G, Han S J et al. 2014. Effect of gamma irradiation on the structure of fucoidan. Radiation Physics and Chemistry, 100: 54–58.

    Article  Google Scholar 

  • DeFronzo R A, Ferrannini E, Groop L et al. 2015. Type 2 diabetes mellitus. Nature Reviews Disease Primers, 1(1): 15019.

    Article  Google Scholar 

  • Deore U V, Mahajan H S. 2021. Isolation and structural characterization of mucilaginous polysaccharides obtained from the seeds of Cassia uniflora for industrial application. Food Chemistry, 351: 129262.

    Article  Google Scholar 

  • Diamant M, Blaak E E, de Vos W M. 2011. Do nutrient-gutmicrobiota interactions play a role in human obesity, insulin resistance and type 2 diabetes?. Obesity Reviews, 12(4): 272–281.

    Article  Google Scholar 

  • Dodgson K S, Price R G. 1962. A note on the determination of the ester sulphate content of sulphated polysaccharides. Biochemical Journal, 84(1): 106–110.

    Article  Google Scholar 

  • Frost F, Kacprowski T, Rühlemann M et al. 2021. Long-term instability of the intestinal microbiome is associated with metabolic liver disease, low microbiota diversity, diabetes mellitus and impaired exocrine pancreatic function. Gut, 70(3): 522–530.

    Article  Google Scholar 

  • Geng L H, Zhang Q B, Wang J et al. 2018. Glucofucogalactan, a heterogeneous low-sulfated polysaccharide from Saccharina japonica and its bioactivity. International Journal of Biological Macromolecules, 113: 90–97.

    Article  Google Scholar 

  • Hakomori S I. 1964. A rapid permethylation of glycolipid, and polysaccharide catalyzed by methylsulfinyl carbanion in dimethyl sulfoxide. The Journal of Biochemistry, 55(2): 205–208.

    Google Scholar 

  • Hemmingson J A, Falshaw R, Furneaux R H et al. 2006. Structure and antiviral activity of the galactofucan sulfates extracted from Undaria pinnatifida (Phaeophyta). Journal of Applied Phycology, 18(2): 185–193.

    Article  Google Scholar 

  • Jia R B, Wu J, Li Z R et al. 2020. Comparison of physicochemical properties and antidiabetic effects of polysaccharides extracted from three seaweed species. International Journal of Biological Macromolecules, 149: 81–92.

    Article  Google Scholar 

  • Jiang P R, Zheng W Y, Sun X N et al. 2021. Sulfated polysaccharides from Undaria pinnatifida improved high fat diet-induced metabolic syndrome, gut microbiota dysbiosis and inflammation in BALB/c mice. International Journal of Biological Macromolecules, 167: 1587–1597.

    Article  Google Scholar 

  • Jin W H, Jiang D, Zhang W J et al. 2020. Interactions of fibroblast growth factors with sulfated galactofucan from Saccharina japonica. International Journal of Biological Macromolecules, 160: 26–34.

    Article  Google Scholar 

  • Koh H S A, Lu J, Zhou W B. 2019. Structure characterization and antioxidant activity of fucoidan isolated from Undaria pinnatifida grown in New Zealand. Carbohydrate Polymers, 212: 178–185.

    Article  Google Scholar 

  • Lee J B, Hayashi K, Hashimoto M et al. 2004. Novel antiviral fucoidan from sporophyll of Undaria pinnatifida (Mekabu). Chemical and Pharmaceutical Bulletin, 52(9): 1091–1094.

    Article  Google Scholar 

  • Lee J, Lee S, Synytsya A et al. 2018. Low molecular weight mannogalactofucans derived from Undaria pinnatifida induce apoptotic death of human prostate cancer cells in vitro and in vivo. Marine Biotechnology, 20(6): 813–828.

    Article  Google Scholar 

  • Li L L, Wang Y T, Zhu L M et al. 2020. Inulin with different degrees of polymerization protects against diet-induced endotoxemia and inflammation in association with gut microbiota regulation in mice. Scientific Reports, 10(1): 978.

    Article  Google Scholar 

  • Li N, Mao W J, Yan M X et al. 2015. Structural characterization and anticoagulant activity of a sulfated polysaccharide from the green alga Codium divaricatum. Carbohydrate Polymers, 121: 175–182.

    Article  Google Scholar 

  • Lin F D, Yang D D, Huang Y Y et al. 2019. The potential of neoagaro-oligosaccharides as a treatment of type II diabetes in mice. Marine Drugs, 17(10): 541.

    Article  Google Scholar 

  • Lin F M, Pomeranz Y. 1968. Effect of borate on colorimetric determinations of carbohydrates by the phenol-sulfuric acid method. Analytical Biochemistry, 24(1): 128–131.

    Article  Google Scholar 

  • Liu X, Xi X Y, Jia A R et al. 2021. A fucoidan from Sargassum fusiforme with novel structure and its regulatory effects on intestinal microbiota in high-fat diet-fed mice. Food Chemistry, 358: 129908.

    Article  Google Scholar 

  • Marchetti P. 2016. Islet inflammation in type 2 diabetes. Diabetologia, 59(4): 668–672.

    Article  Google Scholar 

  • Nagasawa K, Inoue Y, Kamata T. 1977. Solvolytic desulfation of glycosaminoglycuronan sulfates with dimethyl sulfoxide containing water or methanol. Carbohydrate Research, 58(1): 47–55.

    Article  Google Scholar 

  • Natividad J M, Lamas B, Pham H P et al. 2018. Bilophila wadsworthia aggravates high fat diet induced metabolic dysfunctions in mice. Nature Communications, 9(1): 2802.

    Article  Google Scholar 

  • Raguraman V, L S A, J J et al. 2019. Sulfated polysaccharide from Sargassum tenerrimum attenuates oxidative stress induced reactive oxygen species production in in vitro and in zebrafish model. Carbohydrate Polymers, 203: 441–449.

    Article  Google Scholar 

  • Song Y J, Shen H T, Liu T T et al. 2021. Effects of three different mannans on obesity and gut microbiota in high-fat diet-fed C57BL/6J mice. Food & Function, 12(10): 4606–4620.

    Article  Google Scholar 

  • Sun W L, Zhang B W, Yu X X et al. 2018a. Oroxin A from Oroxylum indicum prevents the progression from prediabetes to diabetes in streptozotocin and high-fat diet induced mice. Phytomedicine, 38: 24–34.

    Article  Google Scholar 

  • Sun Y H, Chen X L, Liu S et al. 2018b. Preparation of low molecular weight Sargassum fusiforme polysaccharide and its anticoagulant activity. Journal of Oceanology and Limnology, 36(3): 882–891.

    Article  Google Scholar 

  • Usoltseva R V, Anastyuk S D, Surits V V et al. 2019. Comparison of structure and in vitro anticancer activity of native and modified fucoidans from Sargassum feldmannii and S. duplicatum. International Journal of Biological Macromolecules, 124: 220–228.

    Article  Google Scholar 

  • Vishchuk O S, Ermakova S P, Zvyagintseva T N. 2013. The fucoidans from brown algae of Far-Eastern seas: antitumor activity and structure-function relationship. Food Chemistry, 141(2): 1211–1217.

    Article  Google Scholar 

  • Wang H Y, Guo L X, Hu W H et al. 2019. Polysaccharide from tuberous roots of Ophiopogon japonicus regulates gut microbiota and its metabolites during alleviation of high-fat diet-induced type-2 diabetes in mice. Journal of Functional Foods, 63: 103593.

    Article  Google Scholar 

  • Wang J J, Zhu G N, Sun C et al. 2020. TAK-242 ameliorates DSS-induced colitis by regulating the gut microbiota and the JAK2/STAT3 signaling pathway. Microbial Cell Factories, 19(1): 158.

    Article  Google Scholar 

  • Wang J, Zhang Q B, Zhang Z S et al. 2010. Structural studies on a novel fucogalactan sulfate extracted from the brown seaweed Laminaria japonica. International Journal of Biological Macromolecules, 47(2): 126–131.

    Article  Google Scholar 

  • Wang L, Park Y J, Jeon Y J et al. 2018. Bioactivities of the edible brown seaweed, Undaria pinnatifida: a review. Aquaculture, 495: 873–880.

    Article  Google Scholar 

  • Wei B, Zhong Q W, Ke S Z et al. 2020. Sargassum fusiforme polysaccharides prevent high-fat diet-induced early fasting hypoglycemia and regulate the gut microbiota composition. Marine Drugs, 18(9): 444.

    Article  Google Scholar 

  • Wei X Q, Cai L Q, Liu H L et al. 2019. Chain conformation and biological activities of hyperbranched fucoidan derived from brown algae and its desulfated derivative. Carbohydrate Polymers, 208: 86–96.

    Article  Google Scholar 

  • Yang Y J, Hu T, Li J J et al. 2021. Structural characterization and effect on leukopenia of fucoidan from Durvillaea antarctica. Carbohydrate Polymers, 256: 117529.

    Article  Google Scholar 

  • Zhang J J, Zhang Q B, Wang J et al. 2009. Analysis of the monosaccharide composition of fucoidan by precolumn derivation HPLC. Chinese Journal of Oceanology and Limnology, 27(3): 578–582.

    Article  Google Scholar 

  • Zhao Y, Feng Y Y, Jing X et al. 2021. Structural characterization of an alkali-soluble polysaccharide from Angelica sinensis and its antitumor activity in vivo. Chemistry & Biodiversity, 18(6): e2100089.

    Article  Google Scholar 

  • Zhong Q W, Wei B, Wang S J et al. 2019. The antioxidant activity of polysaccharides derived from marine organisms: an overview. Marine Drugs, 17(12): 674.

    Article  Google Scholar 

  • Zhong Q W, Zhou T S, Qiu W H et al. 2021. Characterization and hypoglycemic effects of sulfated polysaccharides derived from brown seaweed Undaria pinnatifida. Food Chemistry, 341: 128148.

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Contributions

Songze KE and Bo ZHANG analyzed the data and drafted the manuscript. Yanlei YU and Sijia WANG helped with the biological experiments. Weihua JIN and Huawei ZHANG provided valuable intellectual input. Jianwei CHEN and Jian WU provided polysaccharide sample. Hong WANG and Bin WEI designed the experiment and revised the manuscript.

Corresponding authors

Correspondence to Bin Wei or Hong Wang.

Additional information

Supported by the National Key Research and Development Program (Nos. 2018YFC0311003, 2017YFE0103100), the National Natural Science Foundation of China (Nos. 81903534, 81773628, 81741165), and the High-Level Talent Special Support Plan of Zhejiang Province (No. 2019R52009)

Supporting Information

The 2D spectra 1H-1H COSY, 1H-1H TOCSY and HMBC of UpGP-0.5 (Supplementary Fig. S1). Negative-ion mode ESI- MS spectra of the oligosaccharide fractions U1, U2, U3, U4, U5 and U6 (Supplementary Fig.S2).

Electronic supplementary material

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Ke, S., Zhang, B., Yu, Y. et al. Structural characterization of sulfated galactofucan from Undaria pinnatifida and its effect on type 2 diabetic mice. J. Ocean. Limnol. 41, 300–313 (2023). https://doi.org/10.1007/s00343-021-1307-3

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00343-021-1307-3

Keyword

Navigation