DOI QR코드

DOI QR Code

Structure Analysis of Water-soluble Polysaccharides Extracted from The Unripe Fruit of Cudrania tricuspidata

꾸지뽕나무 열매에서 추출한 수용성 다당류의 구조분석

  • Kim, Seok Ju (Division of Wood Chemistry & Microbiology, Department of Forest Products, Korea Forest Research Institute) ;
  • Lee, Kyung-Tae (Division of Wood Chemistry & Microbiology, Department of Forest Products, Korea Forest Research Institute) ;
  • Youe, Won-Jae (Division of Wood Chemistry & Microbiology, Department of Forest Products, Korea Forest Research Institute) ;
  • Lee, Sung-Suk (Division of Wood Chemistry & Microbiology, Department of Forest Products, Korea Forest Research Institute) ;
  • Kim, Yong Sik (Division of Wood Chemistry & Microbiology, Department of Forest Products, Korea Forest Research Institute)
  • 김석주 (국립산림과학원 화학미생물과) ;
  • 이경태 (국립산림과학원 화학미생물과) ;
  • 유원재 (국립산림과학원 화학미생물과) ;
  • 이성숙 (국립산림과학원 화학미생물과) ;
  • 김용식 (국립산림과학원 화학미생물과)
  • Received : 2014.09.29
  • Accepted : 2014.10.20
  • Published : 2014.11.25

Abstract

The unripe fruit of cudrania tricuspidata was extracted with 50% ethanol. The crude water-soluble extracts were separated by liquid-liquid separation with n-hexane, ethyl acetate and butanol followed by precipitation with ethanol, and then the water-soluble polysaccharide (F1) was isolated by the fractionation through gel permeation chromatography using preparative PLaquagel-OH column with water. The structure was characterized by monosaccharide composition with HPAEC-PAD, methylation analysis with GC-MS, FT-IR and HPLC. According to the data, F1 was com posed of glucose (22.84 mM), galactose (13.75 mM), arabinose (45.87 mM), xylose (7.49 mM). It was revealed which uronic acid and acetyl group were not attached in F1. And it is constituted of 1-linked arabinose, 1,4-linked arabinose, 1,3-linked glucose, 1,4-linked galactose, 1,4-linked glucose, 1,3,6-linked galactose, 1,3,6-linked glucose and the ratio was showed 1.1 : 1.0 : 4.9 : 7.5 : 3.0 : 3.1 : 1.4 : 1.5.

꾸지뽕나무 미숙과를 50% 발효주정으로 추출하고, 농축한 추출용액을 n-hexane, chloroform, ethyl acetate, butanol로 순차적으로 분액하여 수용성 조추출물을 얻었다. 수용성 조추출물을 분취용 겔 투과 크로마토그래피(Gel Permeation Chromatography, GPC)를 실시하여 다당류(F1)를 분리하였다. F1을 가수분해하여 단당 성분 분석을 실시한 결과 glucose, galactose, arabinose, xylose 등 4가지로 구성되어 있었으며, 그 조성비는 6.1 : 1.8 : 3.1 : 1.0이었다. F1에 acetyl 기의 치환여부와 uronic acid의 존재 유무를 확인하기 위해 FT-IR로 측정하고 염산 가수분해 한 다음 HPLC 분석을 실시한 결과, 두 가지 모두 없는 것으로 분석되었다. 결합 위치 확인을 위해 permethylation, 산 가수분해, 환원, silylation을 순차적으로 실시하여 얻은 partially methylated alditol silylate (PMAS)들을 GC-MS 분석을 실시한 결과, 1,5-di-O-trimethylsilyl-2,3,4-tri-O-methyl xylose, 1,5-di-O-trimethylsily-2,3,4-tri-O-methyl arabinose, 1,4,5-tri-O-trimethylsily-2,3-di-O-methy arabinose, 1,3,5-tri-O-trimethylsily-2,4,6-tri-O-methyl glucose, 1,4,5-tri-O-trimethylsily-2,3,6-tri-O-methyl galactose, 1,4,5-tri-O-trimethylsily-2,3,6-tri-O-methyl glucose, 1,3,5,6-tetra-O-trimethylsily-2,4-di-O-methyl galactose, 1,3,5,6-tetra-O-trimethylsily-2,4-di-O-methyl glucose로 구성되어 있었고 그 조성비는 1.1 : 1.0 : 4.9 : 7.5 : 3.0 : 3.1 : 1.4 : 1.5였다.

Keywords

References

  1. Bajpai, V.K., Sharma, A., Baek, K.H. 2013. Antibacterial mode of action of Cudrania tricuspidata fruit essential oil, affecting membrane permeability and surface characteristics of food-borne pathogens. Food Control, 32(2): 582-590. https://doi.org/10.1016/j.foodcont.2013.01.032
  2. Bjorndal, H., Hellerqvist, C.G., Lindberg, B., Svensson, S. 1970. Gas-liquid chromatography and mass spectrometry in methylation analysis of polysaccharides. Angewandte Chemie International Edition in English. 9(8): 610-619. https://doi.org/10.1002/anie.197006101
  3. Choi, S.R., You, D.H., Kim, J.Y., Park, C.B., Kim, D.H., Ryu, J. 2009. Antioxidant activity of methanol extracts from Cudrania tricuspidata bureau according to harvesting parts and time. Korean Journal of Medicinal Crop Science. 17(2): 115-120.
  4. Ciucanu, I., Kerek, F. 1984. A simple and rapid method for the permethylation of carbohydrates. Carbohydrate Research. 131: 1021-1037.
  5. Jung, G.T., Ju, I.O., Choi, S.R., You, D.H., Noh, J.J. 2013. Food nutritional characteristics of fruit of Cudrania tricuspidata in its various maturation stages. The Korean Society of Food Preservation. 20(3): 330-335. https://doi.org/10.11002/kjfp.2013.20.3.330
  6. Laine, C., Tamminen, T., Horling, B. 2004. Carbohydrate structures in residual lignin-carbohydrate complexes of spruce and pine pulp. Holzforschung. 58(6): 611-621.
  7. Mcfeeters, R.F., Thompson, R.L., Fleming, H.P. 1984. Liquid chromatographic analysis of sugars, acids, and ethanol in lactic acid vegetable fermentation. Journal of the Association of Official Analytical Chemists. 67(4): 710-714.
  8. Seaman, J.F., Moore, W.E., Mitchell, R.L. 1963. Hydrolysis and quantitative paper chromatography, In: Method in carbohydrate chemistry. Eds. R. L. Whistler and J. N. Bemiller. Vol III. New York Academic press. p. 54-69.
  9. Seo, M.J., Kang, B.W., Park, J.U., Kim, M.J., Lee, H.H., Kim, N.H., Kim, K.H., Rhu, E.J., Jeong, Y.K. 2013. Effect of fermented Cudrania tricuspidata fruit extracts on the generation of the cytokines in mouse spleen cells. Journal of Life Science. 23(5): 682-688. https://doi.org/10.5352/JLS.2013.23.5.682
  10. Tomoda, M., Shimizu, N., Shimada, K., Suga, M. 1985. Isolation and structural features of two glucans from the rhizomes of Crinum latifolium. Chemical and Pharmaceutical Bulletin. 33(1): 16-21. https://doi.org/10.1248/cpb.33.16
  11. Wong, C.G., Sung, S.J., Sweeley, C.C. 1980. Analysis and structural characterization of amino sugars by gas-liquid chromatography and mass spectrometry, In: Methods in carbohydrate chemistry, Eds. R. L. Whistler and J. N. Bemller. Vol. VIII. New York Academic Press, p. 55-65.
  12. Xiang, H.H., Hong, S.S., Hwang, J.S., Heong, S.H., Hwang, J.H., Lee, M.H., Lee, M.K., Lee, D.H., Ro, J.S., Hwang, B.Y. 2005. Monoamine oxidase inhibitory constituents from the fruits of Cudrania tricuspidata. Archives of Pharmacal Research. 28(12): 1324-1327. https://doi.org/10.1007/BF02977895
  13. Xiang, H.H., Hong, S.S., Qinghao, J., Dayu, L., Kim, H.K., Lee, J., Kwon, S.H., Lee, D.H., Lee, C.K., Lee, M.K., Hwang, B.Y. 2009. Prenylated and benzylated flavonoids from the fruits of Cudrania tricuspidata, Journal of Natural Products. 72(1): 164-167. https://doi.org/10.1021/np800418j
  14. Youn, K.S., Kim, J.W. 2012. Antioxidant and angiotensin converting enzyme I inhibitory activities of extracts from mulberry (Cudrania tricuspidata) fruit subjected to different drying methods. Journal of the Korean society of food science and nutrition. 41(10): 1388-1394. https://doi.org/10.3746/jkfn.2012.41.10.1388
  15. Zhang, W.J. 1999. Biochemistry research and technology of glycoconjugates. 2nd Editon. Zhejiang University Press. Hangzhou, p. 12-13; 196-197.

Cited by

  1. Development of Quantitative Analytical Method for Isoflavonoid Compounds from Fruits of Cudrania Tricuspidata vol.44, pp.3, 2016, https://doi.org/10.5658/WOOD.2016.44.3.337