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Chemotaxonomic Significance of Catechin 7-O-beta-D-apiofuranoside in Ulmus Species

  • KIM, Mi (Department of Cosmetology Science, Nambu University) ;
  • LEE, Yong Jo (YEONGHWA FEED CO., LTD.) ;
  • SHIN, Jae-Cheon (Pohang Center for Evaluation of Biomaterials) ;
  • CHOI, Sun Eun (Division of Forest Material Science & Engineering, College of Forest & Environmental Sciences, Kangwon National University)
  • Received : 2020.09.11
  • Accepted : 2020.11.02
  • Published : 2020.11.25

Abstract

Ulmus genus has excellent various physiological activities, including anti-ulcer, antioxidant, antibacterial, anti-cancer, immunity, and homeostasis maintenance effects, and it is known to have many additional drug effects And one of reasons for these excellentbiological activities is a flavan-3-ol chemical group in Ulmus genus. In this study a new flavan-3-ol compound was identified in Ulmus davidiana var. japonica. A flavan-3-ol,(2R,3S)-7-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5-diol, named as catechin 7-O-beta-D apiofuranoside, was isolated from the stems and barks of Ulmus davidiana var. japonica for. suberosa, which is a species belonging to the genus Ulmus, growing throughout the Korea peninsula. The structure was elucidated by various spectroscopic methods including high-resolution TOF mass spectrometry, 1H-NMR and 13C-NMR spectrometry and comparison with chemical structures of defined compounds.

Keywords

References

  1. Bae, Y.S., Kim, J.K. 2000. Extractives of the bark of ash and elm as medicinal hardwood tree species. Journal of the Korean Wood Science and Technology 28(3): 62-69.
  2. Cho, S.K., Lee, S.G., Kim, C.J. 1996. Anti-inflammatory and analgesic activities of water extract of root bark of Ulmus parvifolia. Korean Journal of Pharmacognosy 27(3): 274-281.
  3. Doskotch, R.W., Milhail, A.A., Chatterji, S.K. 1973. Structure of the water-soluble feeding stimulant for Scolytus multistriatus: A revision. Phytochemistry 12(5): 1153-1155. https://doi.org/10.1016/0031-9422(73)85032-0
  4. Hong, N.D., Rho, Y.S., Kim, N.J., Kim, J.S. 1990. A Study on efficacy of Ulmi cortex. Korean Journal of Pharmacognosy 21(3): 217-222.
  5. Jun, C.D., Pae, H.O., Kim, Y.C., Jeong, S.J., Yoo, J.C., Lee, E.J., Choi, B.M., Chae, S.W., Park, R.K., Chung, H.T. 1998. Inhibition of nitric oxide synthesis by butanol fraction of the methanol extract of Ulmus davidiana in murine macrophages. Journal of Ethnopharmacology 62(2): 129-135. https://doi.org/10.1016/S0378-8741(98)00063-4
  6. Jung, T.H. 1974. Korean Flora. Seoul: I-Mun Pubishing Co., Ltd.
  7. Jung, M.J., Heo, S.I., Wang, M.H. 2007. Reducing power and α-glucosidase inhibitory profiles of (-)-catechin and its glycoside. Korean Journal of Pharmacognosy 38(4): 358-362.
  8. Kim, S.H., Hwang, K.T., Park, J.C. 1992. Isolation of flavonoids and determination of rutin from the leaves of Ulmus parvifolia. Korean Journal of Pharmacognosy 23(4): 229-234.
  9. Kim, J.P., Kim, W.G., Koshino, H., Jung, J., Yoo, I.D. 1996. Sesquiterpene O-naphthoquinones from the root bark of Ulmus davidiana. Phytochemistry 43(2): 425-430. https://doi.org/10.1016/0031-9422(96)00279-8
  10. Kim, C.S., Lee, J.M., Choi, C.O., Park, S.B., Eom, T.J. 2002. Chemical analysis and isolation of antibacterial compound from Ulmus species (1): chemical analysis and antibacterial activity of extractives. Journal of the Korean Wood Science and Technology 30(4): 66-73.
  11. Kwon, J.H., Kim, S.B., Park, K.H., Lee, M.W. 2011. Antioxidative and anti-inflammatory effects of phenolic compounds from the roots of Ulmus macrocarpa. Archives of Pharmacal Research. 34(9): 1459-1466. https://doi.org/10.1007/s12272-011-0907-4
  12. Lee, Y.N. 1996. Flora of Korea. Seoul: Kyo-Hak Pubishing Co., Ltd.
  13. Lee, Y.J., Han, J.P. 2000. Antioxidant activities and nitrite scavenging abilities of extracts from Ulmus devidianan. Journal of the Korean Society of Food Science and Nutrition 29(5): 893-899.
  14. Lee, G.H., Shim, C.J., Chang, Y.I., Seong, H., Oh, H.R., Oh, M.J. 2001. Research Papers: Antimicrobial activities of ( - ) epicatechin from Ulmus davidiana var. japonica cortex. Journal of Food Science and Nutrition 6(4): 230-234.
  15. Moon, Y.H., Rim, G.R. 1995. Studies on the constituents of Ulmus parvifolia. Korean Journal of Pharmacognosy 26(1): 1-7.
  16. Na, M.K., An, R.B., Lee, S.M., Min, B.S., Kim, Y.H., Bae, K.H., Kang, S.S. 2002. Antioxidant compounds from the stem bark of Sorbus commixta. Natural Product Sciences 8(1): 26-29.
  17. Park, S.H., Goo, Y.M., Na, D.S. 1996. Isolation and structure elucidation of a catechin glycoside with phospholipase A2 inhibiting activity from Ulmi cortex. Bulletin of the Korean Chemical Society 17(2): 101-103.
  18. Shengjun, G., Elisabet, F., Lennart, K., Bengt, R., BO, G.S. 2000. Triterpenoid saponins containing an acetylated branched D-fucosyl residue from Quillaja saponaria Molina. Phytochemistry 53(8): 861-868. https://doi.org/10.1016/S0031-9422(99)00422-7
  19. Son, B.W., Park, J.H., Zee, O.P. 1989. Catechin glycoside from Ulmus davidiana. Archives of Pharmacal Research 12(3): 219-222. https://doi.org/10.1007/BF02855558
  20. Yang, Y., Hyun, J.W., Lim, K.H., Kim, H.J., Woo, E.R., Park, J. 1996. Antineoplastic effect of extracts from traditional medicinal plants and various plants (III) Korean Journal of Pharmacognosy 27(2): 105-110.