Inhibitors of Monoamine Oxidase Activity from the Fruits of Crataegus pinnatifida Bunge

산사자의 Monoamine Oxidase 활성 저해 성분

  • Published : 2002.12.30

Abstract

From the fruits of Crataegus pinnatifide BUNGE ursolic acid (1), $quercetin-3-O-{\alpha}-L-rhamnopyranosyl(1{\rightarrow}6)-{\beta}-D-glucopyranoside$ (2), (-)-epicatechin (3), $quercetin-3-O-{\beta}-D-galactopyranoside$ (4) and quercetin (5) have been isolated and identified on the basis of their physicochemical properties and spectroscopic evidences in comparison with authentic samples. Among isolated compounds, quercetin showed significant inhibitory effect against MAO.

Keywords

References

  1. 李永魯(1997) 原色韓國植物圖鑑, (株)敎學社, 서울, 349
  2. 김창민, 신민교, 안덕균, 이경순(1997) 완역 中藥大辭典 도서출판 정담, 서울, 2659
  3. 李昌福(1980) 大韓植物圖鑑, 東亞出版社, 서울, 572
  4. 金泰姬, 李京淳, 陸昌洙, 黃完均, 文永熙, 朴鐘喜(1998) 亞細亞 本草學, 癸丑文化社, 서울, 602
  5. Zhang, P. C. and Xu, S. X. (2002) Two new C-glucoside flavonoids from leaves of Crataegus pinnatifida Bge. var. major N. E. Br. Chinese Chemical Letters. 13(4): 337-340
  6. Zhang, P. C., Zhou, Y. J. and Xu, S. X. (2001) Two novel flaavonoid glycosides from Crataegus pinnatifida Bge.var. major N. E. BR. J. Asian Natural Products Res. 3(1): 77-82 https://doi.org/10.1080/10286020108042841
  7. Zhang, P. C. and Xu, S. X. (2001) Chemical constituents of leaves of Crataegus pinnatifida Bge. var. major N. E. Br. Yaoxue Xuebao. 36(10): 754-757
  8. Zhang, P. C. and Xu, S. X. (2001) Flavonoid ketohexose-furanosides from the leaves of Crataegus pinnatifida Bge. var. major N. E. Br. Phytochemistry 57(8): 1249-1253 https://doi.org/10.1016/S0031-9422(01)00170-4
  9. Zhang, P. C. and Xu, S. X. (2000) A new flavonoid ketohexofuranoside from leaves of Crataeeus pinnatifida Bge. var. major N. E. Br. Chinese Chemical Letters 11(10): 895-896
  10. Zhang, P. C. and Xu, S. X. (1999) Two new flavonoids from the leaves of Crataegus pinnatifida Bge. var. major N. E. Br. Shenyang Huagong Xueyuan Xuebao 13(3): 236-237
  11. Ding, X., Jiang, Y., Zhong, Y. and Zuo, C. (1990) Chemical constituents of the leaves of Crataesus pinnattifida Bge. var major N. E. Br. Zhongguo Zhoneyao Zazhi 15(5): 295-7
  12. Park, S. W., Yook, C. S. and Lee, H. K. (1994) Chemical components from the fruits of Crataegus pinnatifida var. psilosa. Kor. J. Pharmacogn. 25(4): 328-335
  13. Zhang, P. C. and Xu, S. X. (1999) Isolation and structural identification of new flavonoids from leaves of Crataesus pinnatifida. Zhongguo Yaowu Huaxue Zazhi 9(3): 214-215
  14. Wang, X., Che, Q., Li, Y. and He, Y. (1999) Study on chemical constituents in seeds of Crataegus pinnatifida bge. var major N. E. Br. Zhongguo Zhongyao Zazhi 24(12): 739-740
  15. Jeong, T. S., Hwang, E. I., Lee, H. B., Lee, E. S., Kim, Y K., Min, B. S., Bae, K. H., Bok, S. H. and Kim S. U. (1999) Chitin synthase inhibitory acdvity of ursolic acid, isolation from Crataegus pinnatifida. Planta Med. 65(3): 261-263 https://doi.org/10.1055/s-2006-960474
  16. Min, B. S., Jung, H. J., Lee, J. S., Kim, Y. H., Bok, S. H. and Bae, K. H. (1999) Inhibitory effect of triterpenes from Ctataegus pinnatifida HIV- protease. Planta Med. 65(4): 374-375 https://doi.org/10.1055/s-2006-960792
  17. Min, B. S., Kim, Y. H., Lee, S. M., Jung, H. J., Lee, J. S., Na, M. K., Lee, C. O., Lee, J. P. and Bae, K. H. (2000) Cytotoxic triterpenes from Crataegus pinnatifida. Arch. Pharm. Res. 23(2): 155-158 https://doi.org/10.1007/BF02975505
  18. Nissinen, E. (1984) Determination of monoamine oxidase B activity by high performance liquid chromatography. J. Chromatogr. 309: 156-159 https://doi.org/10.1016/0378-4347(84)80017-1
  19. Riederer, P. and Youdim,. M. B. H. (1986) Monoamine oxidase activity and monoamine metabolism in brains of parkinsonian patients treated with l-deprenyl. J. Neurochem. 46: 1359-1365 https://doi.org/10.1111/j.1471-4159.1986.tb01747.x
  20. Naoi, M. and Nagatsu, T. (1986) Quinoline and quinaldme as naturally occurring inhibitors specific for type A monoamine oxidase. Life Sci. 40: 1075-1082 https://doi.org/10.1016/0024-3205(87)90570-4
  21. Cross, A. J. and Joseph, M. H. (1981) The concurrent estimation of the major monoamine metabolites in human and non-human primate brain by HPLC with fluorescence and electrochemical detection. Life Sci. 28: 499-505 https://doi.org/10.1016/0024-3205(81)90143-0
  22. Kinemuchi, H. and kamijo, K. (1980) ミトコンドリア.モノアミン 酸化酵素の多樣性について. 蛋雲白質核酸酵素 25: 1069-1085
  23. Naoi, M. and Nagatsu, T. (1988) Inhibition of type A monoamine oxidase by methylquinolines and structurally related compounds. J. Neurochem. 50: 1105-1110 https://doi.org/10.1111/j.1471-4159.1988.tb10579.x
  24. Kraml, M. (1965) A rapid microfluorimetric determination of monoamine oxidase. Biochem. Pharmacol. 14: 1683-1685
  25. Lowry, O. H., Rosebrough, N. J., Farr, A. L. and Randall, R. J. (1951) Protein measurement with the Folin Phenol Reagent. J. Biol. Chem. 193: 265-275
  26. Ogunkoya, L. (1987) Application of Mass Spectrometry in Structural Problems in Triterpenes. Phytochemistry 20: 121-126 https://doi.org/10.1016/0031-9422(81)85230-2
  27. 강삼식(1987) Amyrin계 화합물의 $^{13}C$-NMR Spectroscopy. Kor. J. Pharmacosn. 18(3): 151-167
  28. Silverstein, R. M., Bassler, G. C. and Morrill, T. C. (1991) Spectrometric Identification of Organic Compounds. Jhon Wiley & Sons Inc. 229
  29. 박시우, 육창수, 이형규(1994) 좁은잎 산사나무 열매의 화학성분. Kor. J. Pharmacogn. 25(4): 328-335
  30. 정세준, 고용석, 안년혈, 김윤철(1998) 조구등의 Hyaluronidase 저해물질, Kor. J. Pharmacogn. 29(3): 169-172
  31. Markham K.R. and Ternai T. (1976) ^1^3C-NMR of flavonoids- : Flavonoids other then flavones and flavonol agly cones., Tetrahedron, 32: 2607-2612 https://doi.org/10.1016/0040-4020(76)88036-2
  32. Choi, Y H., Park, W. Y., Hwang, B. Y., Oh, G. J., Kang, S. J., Lee, K. S. and Ro, J. S. (1998) Phenolic compounds from the stem bark of Cornus walteri Wanger., Kor. J. Pharmacosn. 29(3): 217-224
  33. Do, J. C., Son, K. H. and Kang, S. S. (1988) Studies on the Constituents of the Roots of Rubus parvifolius(I). Kor. J. Pharmacogn. 19(3): 170-173
  34. Kang, S. S. (1981) Flavonoids from the leaves of Ploygonum sachalinense Fr. Schm. (I). Kor. J. Pharmacogn. 12(4): 208-210
  35. 강삼식, 신국현, 정순간, 조의환(1988) 음양곽의 Flavonoid 성분에 관한 연구. Kor. J. Pharmacogn. 19(1): 93-96