Phytochemical Constituents of Cirsium nipponicum (MAX.) Makino

울릉엉겅퀴의 식물화학적 성분연구

  • Lee, Jong-Hwa (Natural Products Laboratory, College of Pharmacy, Sungkyunkwan University) ;
  • Lee, Kang-Ro (Natural Products Laboratory, College of Pharmacy, Sungkyunkwan University)
  • 이종화 (성균관대학교 약학대학 천연물 약품 화학 연구실) ;
  • 이강노 (성균관대학교 약학대학 천연물 약품 화학 연구실)
  • Published : 2005.06.30

Abstract

Nine compounds were isolated from the methanol extract of the aerial parts of Cirsium nipponicum. Their structures were identified to be phytene-1,2-diol (1), ${\beta}-sitosterol$ (2), pectolinarigenin (3), epilupeol acetate (4), 9,12-octadecadienoic acid (5), pinoresinol (6), apigenin (7), linaroside (8) and siparunoside (9) by spectroscopic means.

Keywords

References

  1. 이창복(2003) 原色大韓植物圖鑑 하권, 274. 향문사, 서울
  2. 안덕균(1998) 原色韓國本草圖鑑, 347. 敎學社, 서울
  3. Lee, W. T.(1996) 한국식물명고(1), 1128. 아카데미 서적, 서울
  4. Do, J. C., Jung, K. Y and Son, K. H. (1994) Isolation of Pectolinarin from the Aerial Parts of Cirsium nipponicum., Kor. J. Pharmacogn. 25: 73-75
  5. Takaishi, Y, Okuyama, T., Nakano, K., Murakami, K., Tomimatsu, T. and Yamahara, J. (1991) Polyolefinic Compounds from Cirsium nipponicum Roots. Phytochem. 30: 1539-1542 https://doi.org/10.1016/0031-9422(91)84204-6
  6. Park, J. C., Lee, J. H., and Choi, J. S. (1995) A Flavone digIycoside from Cirsium japonicum var. ussuriense. Phytochem. 39: 261-262 https://doi.org/10.1016/0031-9422(94)00897-3
  7. Lee, Y.C., Lee, S. K. and Yi, B. U. (1980) Chemical studies on the Cirsium species (4); Studies on the chemical constituents of flowers of Cirsium maackii Maximowicz var. koraiense Nakai. 성균관대학교 과학기술연구집 8:115-117
  8. Lee, H. B., Kwak, J. H., Zee, O. P. and Yoo, S. J. (1994) Flavonoids from Cirsium rhynoceros. Arch. Pharm. Res. 17: 273-277 https://doi.org/10.1007/BF02980460
  9. Yun, H. S. and Chang, I. M. (1978) Separation and Identification of Cirsimarin from Cirsium pendulum FISCH. Kor. J. Pharmacogn. 9: 145-147
  10. Lim, C. N., Arisawa, M., Shimizu, M. and Morita, N. (1978) 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 https://doi.org/10.1248/cpb.26.2036
  11. Lee, Y C. and Park, Y. H. (1984) Chemical studies on Cirsium Species(V); Chemical constituents of the Roots of Cirsium xanthocanthum. Kor. J. Pharmacogn. 15: 74-77
  12. Morita, N., Shimizu, M. and Arisawa, M. (1973) Two new flavone glycosides from Cirsium lineare. Phytochem. 12: 421-423 https://doi.org/10.1016/0031-9422(73)80032-9
  13. Binder, R. G, Benson, M., Haddon, W. F. and French, R, C. (1992) Aplotaxene derivatives from Cirsium arvense. Phytochem. 31: 1033-1034 https://doi.org/10.1016/0031-9422(92)80065-M
  14. Christensen, L. P. (1992) Aplotaxene derivatives from Cirsium helenioides. Phytochem. 31: 2039-2041 https://doi.org/10.1016/0031-9422(92)80358-L
  15. Shen, Y. M. and Mu, Q. Z. (1990) New Furans from Cirsium chlorolepis. Planta Med. 56: 472-474 https://doi.org/10.1055/s-2006-961014
  16. Brown, G. D., Liang, G. Y. and Sy, L. K. (2003) Terpenoids from the seeds of Artemisia annuae. Phytochem. 64: 303-323 https://doi.org/10.1016/S0031-9422(03)00294-2
  17. Chang, I. M., Yun, H. S. and Kazuo, Y. (1981) Revision of 13C NMR Assignments of $\beta$-Sitosteroland $\beta$-Sitosteryl-3-O-$\beta$-D-glucopyranoside isolated from Plantago asiatica Seed. Kor. J. Pharmacog. 12: 12-14
  18. Takeshi, H., Kazuhiro, O., Ryoji, K., Kazuo, Y. and Chayan, P. (1995) Revised structure for hortensin, a flavonoid from Millingtonia hortensis. Phytochem. 40: 287-290 https://doi.org/10.1016/0031-9422(95)00206-M
  19. Ganguly, A. K., Govindachari, T. R., Mohamed, P. A., Rahimtulla, A. D. and Viswanathan, N. (1966) Chemical constituents of Glochidion hohenackeri. Tetrahedron 22: 1513-1519 https://doi.org/10.1016/S0040-4020(01)99451-7
  20. Lee, W. B., Kwon, H. C., Cho, O. R, Lee, K. C., Choi, S. U., Baek, N. I., and Lee, K. R. (2002) Phytochemical constituents of Cirsium setidens Nakai and their cytotoxicity against human cancer cell lines. Arch. Pharm. Res. 25: 628-635 https://doi.org/10.1007/BF02976934
  21. Vermes, B., Seligmann, O. and Waguer, H. (1991) Synthesis of biologically active tetrahydro- furofuranlignan-syringin, pinoresinol-mono and bis-glucosides. Phytochem. 30: 3087-3089 https://doi.org/10.1016/S0031-9422(00)98258-X
  22. Bachir, B., Albert, J. C., Mourad, K. and Francois, T. (1992) Flavonoid glycosides from Erica cinerea. Phytochem. 31: 2483-2486 https://doi.org/10.1016/0031-9422(92)83305-I
  23. Sanira, B., Aneela, W, Bina, S. S. and Fatima, Q. (2000) Nematicidal constituents of the aerial parts of Lantana camara. J. Nat. Prod. 63: 765-767 https://doi.org/10.1021/np9903548
  24. Gilda, G. L., Simone, S.Y. S., Thelma de Barros, M. B. and Franco, D. M. (2000) Kaempferol glycosides from Siparuna apiosyce. Phytochem. 55: 679-682 https://doi.org/10.1016/S0031-9422(00)00222-3