Archives of Pharmacal Research

  • 제26권2호
  • /
  • Pages.128-131
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  • 2003
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  • 0253-6269(pISSN)
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  • 1976-3786(eISSN)
대한약학회 (The Pharmaceutical Society of Korea)
권호 표지

A Polyacetylene and Flavonoids from Cirsium rhinoceros

  • Yim, Soon-Ho (College of Pharmacy and Research Institute of Drug Development, Chonnam National University) ;
  • Kim, Hyun-Jung (College of Pharmacy and Research Institute of Drug Development, Chonnam National University) ;
  • Lee, Ik-Soo (College of Pharmacy and Research Institute of Drug Development, Chonnam National University)
  • 발행 : 2003.02.01
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초록

Cirsium rhinoceros Nakai (Compositae) is a herbaceous perennial native to Korea, whole plant of which has been used in folklore medicine. C. rhinoceros was extracted by a standard extraction procedure. Its n-hexane, $CHCl_3$ and n-BuOH extracts were fractionated by column chromatography to provide a polyacetylene, a coumarin and five flavonoids. Ciryneol C, scopoletin, acacetin, cirsimarin were isolated for the first time from this plant.

키워드

참고문헌

  1. Baek, N. -I., Park, J. D., Lee, Y. H., Jeong, S. Y., and Kim, S. I., A novel polyacetylene from Cirsium spp. Yakhak Hoeji, 39, 268-275 (1995)
  2. Binder, R. G., Benson, M., Haddon, W F., and French, R. C., Aplotaxene derivatives from Cirsium arvense. Phytochemistry, 31, 1033-1034 (1992) https://doi.org/10.1016/0031-9422(92)80065-M
  3. Bohlmann, F. and Abraham, W. -R., Aplotaxene epoxide from Cirsium hypoleucum. Phytochemistry, 20, 855-856 (1981) https://doi.org/10.1016/0031-9422(81)85199-0
  4. Bohlmann, F., Burkhardt, T., and Zdero, C., Naturally Occurring Acetylenes. Academic Press, London (1973)
  5. Chung, A. K., Kwon, H. C., Choi, S. Z., Min, Y. D., Lee, S. O., Lee, W. B., Yang, M. C., Lee, K. H., Nam, J. H., Kwak, J. H., and Lee, K. R., Norisoprenoids from Cirsium rhinoceros. Kor. J. Pharmacogn., 33, 81-84 (2002)
  6. Do, J. C., Jung, K. Y., and Son, K. H., Isolation of pectolinarin from the aerial parts of Cirsium nipponicum. Kor. J. Pharmacogn., 25, 73-75 (1994)
  7. Dutta, C. P., Ray, L. P., and Roy, D. N., Taraxasterol and its derivatives from Cirsium arvense. Phytochemistry, 11, 2267-2269 (1972) https://doi.org/10.1016/S0031-9422(00)88388-0
  8. Harborne, J. B., Mabry, T. J., and Mabry, H., The Flavonoids. Chapman & Hall, London (1975)
  9. Hasrat, J. A., Pieters, L., Claeys, M., Vlietinck, A., De Backer, J. P., and Vauquelin, G., Adenoside-1 active ligands: cirsimarin, a flavone glycoside from Microtea debilis. J. Nat. Prod., 60, 638-641 (1997) https://doi.org/10.1021/np970025k
  10. Katsumi, Y., A new acetylenic alcohol from Cirsium japonicum. Phytochemistry, 19, 1864-1866 (1980) https://doi.org/10.1016/S0031-9422(00)83837-6
  11. Kim, J. G., Illustrated Natural Drugs Encyclopedia (Vol. 1). Nam San Dang, Seoul, p. 37 (1984)
  12. Kim, Y. C. and Kingston, D. G. I., Phenolic compounds from Frullania nisquallensis. Kor. J. Pharmacogn., 26, 248-252 (1995)
  13. Lee, H. B., Kwak, J. H., Zee, O. P., and Yoo, S. J., Flavonoids from Cirsium rhinoceros. Arch. Pharm. Res., 17, 273-277 (1994) https://doi.org/10.1007/BF02980460
  14. Lee, T B., Illustrated Flora of Korea. Hyang Moon Sa, Seoul, p. 768 (1982)
  15. Lee, Y. C., Lee, Y. W., and Kim, C. K., Chemical studies on the Cirsium species (3). Studies on the Cirsium rhinoceros Nakai. Report of Institute of Science and Technology, Sung Kyun Kwan University, pp. 69-73 (1975)
  16. Li, Q. M. and Claeys, M., Characterization and differentiation of diglycosyl flavonoids by positive ion fast atom bombardment and tandem mass spectrometry. Biol. Mass Spectrom., 23, 406-416 (1994) https://doi.org/10.1002/bms.1200230705
  17. Lin, C. -N., Arisawa, M., Shimizu, M., and Morita, N., The constituents of Cirsium japonicum D. C. var. takaoense Kitamura. Isolation of two new flavonoids, cirsitakaoside (IV) and cirsitakaogenin (VI). Chem. Pharm. Bull., 26, 2036-2039 (1978) https://doi.org/10.1248/cpb.26.2036
  18. Morita, N., Shimazu, M., and Arisawa, M., Two new flavone glycosides from Cirsium Iineare. Phytochemistry, 12, 421-423 (1973) https://doi.org/10.1016/0031-9422(73)80032-9
  19. Park, J. C., Lee, J. H., and Choi, J. S., A flavone diglycoside from Cirsium japonicum. Phytochemistry, 39, 261-262 (1995) https://doi.org/10.1016/0031-9422(94)00897-3
  20. Pouchert, C. J. and Behnke, J., The Aldrich Library of $^{13}C$ and $^{1}H$-FT NMR spectra (Edition 1, Vol. 2). Aldrich Chemical Company, Inc., p. 1314 (1993)
  21. Sinha, N. K., Seth, K. K., Pandey, V. B., Dasgupta, B., and Shah, A H., Flavonoids from the flowers of Clerodendron infortunatum. Planta Med., 42, 296-298 (1981) https://doi.org/10.1055/s-2007-971645
  22. Takaishi, Y., Okuyama, T., Masuda, A., Nakano, K., Murakami, K., and Tomimatsu, T., Acetylenes from Cirsium japonicum. Phytochemistry, 29, 3849-3852 (1990) https://doi.org/10.1016/0031-9422(90)85345-G
  23. Takaishi, Y., Okuyama, T., A, Nakano, Masuda, K., Murakami, K., and Tomimatsu, T., Absolute configuration of a triolacetylene from Cirsium japonicum. Phytochemistry, 30, 2321-2324 (1991) https://doi.org/10.1016/0031-9422(91)83640-7
  24. Takano, S. and Kawaminami, S., Eight aliphatic aldehydes from Cirsium dipsacolepis and their stereoselective synthesis. Phytochemistry, 26, 435-438 (1987) https://doi.org/10.1016/S0031-9422(00)81427-2
  25. Tulloch, A. P. and Hoffman, L. L., Epicuticular wax of Cirsium arvense. Phytochemistry, 21, 1639-1642 (1982) https://doi.org/10.1016/S0031-9422(82)85031-0
  26. Williams, C. A, The leaf flavonoids of the Orchidaceae. Phytochemistry, 18, 803-813 (1979) https://doi.org/10.1016/0031-9422(79)80019-9
  27. Yano, K., Hydrocarbons from Cirsium japonicum. Phytochemistry, 16, 263-264 (1977) https://doi.org/10.1016/S0031-9422(00)86798-9
  28. Yun, H. S. and Chang, I. M., Separation and identification of cirsimarin from Cirsium pendulum. Kor. J. Pharmacog., 9, 145-147 (1978)