Abstract
Phosphorylated modification of a polysaccharide obtained from Radix Hedysari (RHP) was studied. Three phosphorylated polysaccharides (RHPP) with variable degrees of substitution (DSp) were obtained with 4-dimethylaminopyridine (DMAP) and N, N′ Dicyclocarbodiimide (DCC) as catalyst. The structures of RHPP were characterized by FT-IR spectra and 13C NMR spectra. Depending on different reaction time, RHPP showed different DSp ranging from 0.30 to 0.66, and different Mw ranging from 86.6 to 89.7 KDa. Compared with RHP, RHPP exhibited superior antioxidant activities in vitro, which indicated that phosphorylated modification could enhance antioxidant activities of RHP. Furthermore, it was obvious that the DSp had a significant effect on the antioxidant activity.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Lee, K.W., Lee, H.J.: Biphasic effects of dietary antioxidants on oxidative stress-mediated carcinogenesis. Mech Ageing Dev 127, 424–431 (2006)
Cadenas, E., Davies, K.J.A.: Mitochondrial free radical generation, oxidative stress, and aging. Free Radical Bio Med 29, 222–230 (2000)
Uchida, K.: Role of reactive aldehyde in cardiovascular diseases. Free Radical Bio Med 28, 1685–1696 (2000)
Ruperez, P., Ahrazem, O., Leal, J.A.: Potential antioxidant capacity of sulfated polysaccharides from the edible marine brown seaweed Fucus vesiculosus. J Agric Food Chem 50, 840–845 (2002)
Lu, Y., Wang, D.Y., Hu, Y.L., Huang, X.Y., Wang, J.M.: Sulfated modification of epimedium polysaccharide and effects of the modifiers on cellular infectivity of IBDV. Carbohydr Polym 71, 180–186 (2008)
Chen, J.Y., Wu, G.R., Wang, J.A., Lu, C.M., Zhang, W.M., Jiang, J.H.: Sulfation techniques of Bletilla striata polysaccharide by orthogonal design. Chin Tradit Herb Drugs 1, 43–46 (2005)
Martinichen-Herrero, J.C., Carbonero, E.R., Sassaki, G.L., Gorin, P.A.J., Iacomini, M.: Anticoagulant and antithrombotic activities of a chemically sulfated galactoglucomannan obtained from the lichen Cladonia ibitipocae. Int J Biol Macromol 35, 97–102 (2005)
Zhang, Z.S., Zhang, Q.B., Wang, J., Shi, X.L., Song, H.F., Zhang, J.J.: In vitro antioxidant activities of acetylated, phosphorylated and benzoylated derivatives of porphyran extracted from Porphyra haitanensis. Carbohydr Polym 78, 449–453 (2009)
Wang, J., Zhang, Q.B., Zhang, Z.S., Zhang, J.J., Li, P.C.: Synthesized phosphorylated and aminated derivatives of fucoidan and their potential antioxidant activity in vitro. Int J Biol Macromol 44, 170–174 (2009)
Che, X.Y., Xu, X.J., Zhang, L.N., Zeng, F.B.: Chain conformation and anti-tumor activities of phosphorylated (1–3)-β-D-glucan from Poria cocos. Carbohydr Polym 78, 581–587 (2009)
Shon, Y.H., Kim, J.H., Nam, K.S.: Effect of Astragali radix extract on lipopolysaccharide-induced inflammation in human amnion. Biol Pharm Bull 25, 77–80 (2002)
Song, Z.H., Ji, Z.N., Lo, C.K.: Chemical and biological assessment of a traditional Chinese herbal decoction prepared from Radix Astragali and Radix Angelicae Sinensis: orthogonal array design to optimize the extraction of chemical constituents, Planta Med 70, 1222–1227 (2004)
Hui, H.P., Feng, S.L., Zhao, L.G., Shi, Y.K., Liu, X.H.: Purification of the Radix Hedysari polysaccharide and analysis of its constitution. Lishizhen Med Materia Medica Res 21, 2302–2303 (2010)
Zhang, W.J.: Biochemistry technology of polysaccharide compound. Zhejiang University Press, Hangzhou (1999)
Jayakumar, R., Selvamurugan, N., Nair, S.V., Tokura, S., Tamura, H.: Preparative methods of phosphorylated chitin and chitosan—An overview. Int J Biol Macromol 43, 221–225 (2008)
Qi, H.M., Zhang, Q.B., Zhao, T.T., Chen, R., Niu, X.Z., et al.: Antioxidant activity of different sulfate content derivatives of polysaccharide extracted from Ulva pertusa (Chlorophyta) in vitro. Int J Biol Macromol 37, 195–199 (2005)
Ghiselli, A., Nardini, M., Baldi, A., Scaccini, C.: Antioxidant activity of different phenolic fractions separated from an Italian red wine. J Agric Food Chem 46, 361–367 (1998)
Shimada, K., Fujikawa, K., Yahara, K., Nakamura, T.J.: Antioxidative properties of xanthan on the autoxidation of soybean oil in cyclodextrin emulsion. J Agric Food Chem 40(6), 945–948 (1992)
Li, X.M., Li, X.L., Zhou, A.G.: Evaluation of antioxidant activity of the polysaccharides extracted from Lycium barbarum fruits in vitro. Eur Polym 43, 488–497 (2007)
Gamazade, A., Sklyar, S., Nasibov, I., Sushkov, A., Shashkov, Y., Knirel, Y.: Structural features of sulfated chitosans. Carbohyd Polym 34, 113–116 (1997)
Rollet-Labelle, E., Grange, M.J., Elbim, C., Marquetty, C., Gougerot-Pocidalo, M.A., Pasquier, C.: Hydroxyl radical as a potential intracellular mediator of polymorphonuclear neutrophil apoptosis. Free Radical Bio Med 24, 563–572 (1998)
Stohs, S.J., Baguchi, D.: Oxidative mechanism in the toxicity of metal ions. Free Radical Bio Med 18, 321–336 (1995)
Zou, C., Du, Y.M., Li, Y., Yang, J.H., Feng, T., Zhang, L., Kennedy, J.F.: Preparation of lacquer polysaccharide sulfates and their antioxidant activity in vitro. Carbohydr Polym 73, 322–331 (2008)
Acknowledgements
This work is supported in part by China Postdoctoral Science Foundation (20090450017), the Third China Postdoctoral Science Foundation special funding (201003073), and Fundamental Research Funds for the Central Universities (lzujbky-2010-134).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Wei, D., Cheng, W., Wei, Y. et al. Phosphorylated modification and in vitro antioxidant activity of Radix Hedysari polysaccharide. Glycoconj J 29, 167–172 (2012). https://doi.org/10.1007/s10719-012-9377-2
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10719-012-9377-2