Skip to main content
Log in

Structural Characterization of Extracellular Polysaccharides Produced by the Marine Fungus Epicoccum nigrum JJY-40 and Their Antioxidant Activities

  • Original Article
  • Published:
Marine Biotechnology Aims and scope Submit manuscript

Abstract

Two extracellular polysaccharides, ENP1 and ENP2, were isolated from the fermentation liquid of the marine fungus Epicoccum nigrum JJY-40 by anion-exchange chromatography and gel-filtration chromatography, and their structures were investigated using chemical and spectroscopic methods including methylation analysis and NMR spectroscopy. The results demonstrated that ENP1 was composed of mannose, glucose, and galactose in the molar ratio of 5.0:2.1:1.0, and the main chain of the polysaccharide consisted of (1 → 2)-linked mannose, (1 → 3)-linked mannose, terminal mannose, (1 → 6)-linked glucose, (1 → 4)-linked glucose, and (1 → 4)-linked galactose. ENP2 was composed of mannose, galactose, glucose, and glucuronic acid in a molar ratio of 12.4:11.2:8.3:1.0, and its glycosidic linkage patterns included terminal mannose, (1 → 6)-linked glucose, (1 → 4)-linked galactose, and (1 → 3)-linked mannose. The two polysaccharides had a partially branched structure with branch point located at C-3 position of (1 → 6)-linked glucose residue. The molecular weights of ENP1 and ENP2 were 19.2 kDa and 32.7 kDa, respectively. Antioxidant properties of the two polysaccharides were evaluated with hydroxyl, superoxide, and 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activities and lipid peroxidation inhibition in vitro, and results showed that ENP2 and ENP1 had good antioxidant activities, especially ENP2. ENP2 could be effective as a potential antioxidant.

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.

Fig. 1
Fig. 2
Fig. 3
Fig. 4

Similar content being viewed by others

References

  • Aruoma OI (1998) Free radicals, oxidative stress, and antioxidants in human health and disease. J Am Oil Chem Soc 75:199–212

    Article  CAS  Google Scholar 

  • Bitter T, Muir HM (1962) A modified uronic acid carbazole reaction. Anal Biochem 4:330–334

    Article  PubMed  CAS  Google Scholar 

  • Braca A, Tommasi ND, Bari LD, Pizza C, Politi M, Morelli I (2001) Antioxidant principles from Bauhinia terapotensis. J Nat Prod 64:892–895

    Article  PubMed  CAS  Google Scholar 

  • Bradford MM (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein binding. Anal Biochem 72:248–254

    Article  PubMed  CAS  Google Scholar 

  • Chakraborty I, Mondal S, Pramanik M, Rout D, Islam SS (2004) Structural investigation of a water-soluble glucan from an edible mushroom, Astraeus hygrometricus. Carbohydr Res 339:2249–2254

    Article  PubMed  CAS  Google Scholar 

  • Dorman HJ, Hiltunen R (2004) Fe (III) reductive and free radical-scavenging properties of summer savory (Satureja hortensis L.) extract and subfractions. Food Chem 88:193–199

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  • Fenical W (1993) Chemical studies of marine bacteria: developing a new resource. Chem Rev 93:1673–1683

    Article  CAS  Google Scholar 

  • Guo SD, Mao WJ, Han Y, Yang CL, Chen Y, Chen YL, Xu J, Li HY, Qi XH, Xu JC (2010) Structural characteristics and antioxidant activities of the extracellular polysaccharides produced by marine bacterium Edwardsiella tarda. Bioresour Technol 101:4729–4732

    Article  PubMed  CAS  Google Scholar 

  • Hakomori SJ (1964) A rapid permethylation of glycolipid and polysaccharide catalyzed by methylsulfinyl carbanion in dimethyl sulfoxide. J Biochem 55:205–208

    PubMed  CAS  Google Scholar 

  • Han F, Yao WB, Yang XB, Liu X, Gao XD (2005) Experimental study on anticoagulant and antiplatelet aggregation activity of a chemically sulfated marine polysaccharide YCP. Int J Biol Macromol 36:201–207

    Article  PubMed  CAS  Google Scholar 

  • He ZS, Luo H, Cao ZH, Cui ZW (2004) Photometric determination of hydroxyl free radical in Fenton system by brilliant green. Am J Chin Med 6:236–237

    Google Scholar 

  • Jiao JY, Zhu TJ, Zhu WM, Du L, Wang CY, Guan HS, Gu QQ (2009) Isolation of sponge-associated fungi and screening of their antitumor activity. J Ocean Univ China 39:42–46

    Google Scholar 

  • Kim YT, Kim EH, Cheong C, Williams DL, Kim CW, Lim ST (2000) Structural characterization of beta-D-(1 → 3, 1 → 6)-linked glucans using NMR spectroscopy. Carbohydr Res 328:331–341

    Article  PubMed  CAS  Google Scholar 

  • Liu F, Ng TB (2000) Free radical scavenging activities of mushroom polysaccharide extracts. Life Sci 66:725–735

    Article  PubMed  CAS  Google Scholar 

  • Mao WJ, Fang F, Li HY, Qi XH, Sun HH, Chen Y, Guo SD (2008) Heparinoid-active two sulfated polysaccharides isolated from marine green algae Monostroma nitidum. Carbohydr Polym 74:834–839

    Article  CAS  Google Scholar 

  • Mao WJ, Li HY, Li Y, Zhang HJ, Qi XH, Sun HH, Chen Y, Guo SD (2009) Chemical characteristic and anticoagulant activity of the sulfated polysaccharide isolated from Monostroma latissimum (Chlorophyta). Int J Biol Macromol 44:70–74

    Article  PubMed  CAS  Google Scholar 

  • Marklund S, Marklund G (1974) Involvement of superoxide anion radicals in the autoxidation of pyrogallol and a convenient assay for superoxide dismutase. Eur J Biochem 47:469–471

    Article  PubMed  CAS  Google Scholar 

  • Matthaei JH, Jones OW, Martin RG, Nirenberg MW (1962) Characteristics and composition of RNA coding units. Proc Natl Acad Sci 48:666–667

    Article  PubMed  CAS  Google Scholar 

  • Miranda CCBO, Dekker RFH, Serpeloni JM, Fonseca EAI, Cólus IMS, Barbosa AM (2008) Anticlastogenic activity exhibited by botryosphaeran, a new exopolysaccharide produced by Botryosphaeria rhodina MAMB-05. Int J Biol Macromol 42:172–177

    Article  PubMed  CAS  Google Scholar 

  • Okawa Y, Monma K, Shibata N, Kobayashi H, Yamada Y (2003) A new mannoheptaose containing α and β-(1 → 2) linkages isolated from the mannan of Torulaspora delbrueckii: ELISA inhibition studies. Carbohydr Res 338:1175–1182

    Article  PubMed  CAS  Google Scholar 

  • Qi HM, Zhang QB, Zhao TT, Chen R, Zhang H, Niu XZ, Li ZE (2005) Antioxidant activity of different sulfate content derivatives of polysaccharide extracted from Ulva pertusa (Chlorophyta) in vitro. Int J Biol Macromol 37:195–199

    Article  PubMed  CAS  Google Scholar 

  • Rashid ZM, Lahaye E, Defer D, Douzenel P, Perrin B, Bourgougnon N, Sire O (2009) Isolation of a sulphated polysaccharide from a recently discovered sponge species (Celtodoryx girardae) and determination of its anti-herpetic activity. Int J Biol Macromol 44:286–293

    Article  PubMed  CAS  Google Scholar 

  • Schmid F, Stone BA, Brownlee RTC, McDougall BM, Seviour RJ (2006) Structure and assembly of epiglucan, the extracellular (1 → 3;1 → 6)-β-glucan produced by the fungus Epicoccum nigrum strain F19. Carbohydr Res 341:365–373

    Article  PubMed  CAS  Google Scholar 

  • Sun C, Wang JW, Fang L, Gao XD, Tan RX (2004) Free radical scavenging and antioxidant activities of EPS2, an exopolysaccharide produced by a marine filamentous fungus Keissleriella sp. YS 4108. Life Sci 75:1063–1073

    Article  PubMed  CAS  Google Scholar 

  • Sun HH, Mao WJ, Chen Y, Guo SD, Li HY, Qi XH, Chen YL, Xu J (2009) Isolation, chemical characteristics and antioxidant properties of the polysaccharides from marine fungus Penicillium sp. F23-2. Carbohydr Polym 78:117–124

    Article  CAS  Google Scholar 

  • Therho TT, Hartiala K (1971) Method for determination of the sulfate content of glycosamino glycans. Anal Biochem 41:471–476

    Article  Google Scholar 

  • Tseng YH, Yang JH, Mau JL (2008) Antioxidant properties of polysaccharides from Ganoderma tsugae. Food Chem 107:732–738

    Article  CAS  Google Scholar 

  • Tsiapali E, Whaley S, Kalbfleisch J, Ensley HE, Browder IW, Williams DL (2001) Glucans exhibit weak antioxidant activity, but stimulate macrophage free radical activity. Free Radic Bio Med 30:393–402

    Article  CAS  Google Scholar 

  • Wang ZJ, Luo DH (2007) Antioxidant activities of different fractions of polysaccharide purified from Gynostemma pentaphyllum Makino. Carbohydr Polym 68:54–58

    Article  CAS  Google Scholar 

  • Wang HY, Jiang XL, Mu HJ, Liang XT, Guan HS (2007) Structure and protective effect of exopolysaccharide from P. Agglomerans strain KFS-9 against UV radiation. Microbiol Res 162:124–129

    Article  PubMed  CAS  Google Scholar 

  • Xu CL, Wang YZ, Jin ML, Yang XQ (2009) Preparation, characterization and immunomodulatory activity of selenium-enriched exopolysaccharide produced by bacterium Enterobacter cloacae Z0206. Bioresour Technol 100:2095–2097

    Article  PubMed  CAS  Google Scholar 

  • Yuan JF, Zhang ZQ, Fan ZC, Yang JX (2008) Antioxidant effects and cytotoxicity of three purified polysaccharides from Ligusticum chuanxiong Hort. Carbohydr Polym 74:822–827

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was supported in part by the Science and Technology Development Program of Shandong Province, China (2010GHY10509, 2006GG2205014), the National Science and Technology Infrastructure Program of China (2008BAD94B04), the National Natural Science Foundation of China (41076086), and the Doctoral Program of Higher Education of China (20090132110015). The authors gratefully thank Professor Gu Qianqun, School of Medicine and Pharmacy, Ocean University of China, for providing the fermentation broth of the marine fungus Epicoccum nigrum JJY-40.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Wen-Jun Mao.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Sun, HH., Mao, WJ., Jiao, JY. et al. Structural Characterization of Extracellular Polysaccharides Produced by the Marine Fungus Epicoccum nigrum JJY-40 and Their Antioxidant Activities. Mar Biotechnol 13, 1048–1055 (2011). https://doi.org/10.1007/s10126-011-9368-5

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10126-011-9368-5

Keywords

Navigation