Natural Product Sciences

  • 제17권2호
  • /
  • Pages.80-84
  • /
  • 2011
  • /
  • 1226-3907(pISSN)
  • /
  • 2288-9027(eISSN)
한국생약학회 (The Korean Society of Pharmacognosy)
권호 표지

Isolation of Compounds from Cimicifugae Rhizoma and their Cytotoxic Activity

  • Cuong, To Dao (College of Pharmacy, Catholic University of Daegu) ;
  • Lim, Chae-Jin (College of Pharmacy, Catholic University of Daegu) ;
  • Kim, Sang-Won (College of Pharmacy, Catholic University of Daegu) ;
  • Park, Ji-Eun (College of Pharmacy, Catholic University of Daegu) ;
  • Hung, Tran Manh (College of Pharmacy, Catholic University of Daegu) ;
  • Min, Byung-Sun (College of Pharmacy, Catholic University of Daegu)
  • 투고 : 2010.11.29
  • 심사 : 2011.04.30
  • 발행 : 2011.06.30
PDF 다운로드
⟨ 이전 논문 다음 논문 ⟩

초록

Five known compounds, cimigenol (1), 25-O-acetylcimigenol (2), cimigenol 3-O-${\beta}$-D-xylopyranoside (3), ferulic acid methyl ester (4), and visnagin (5), were isolated from Cimicifugae Rhizoma (Ranunculaceae). The chemical structures of these compounds were determined on the basis of spectroscopic analyses including 2D NMR. Compounds 1 - 5 were evaluated for their cytotoxic activity against the HL-60, MCF-7, and A549 cancer cell lines in in vitro. Among them, compounds 4 and 5 showed moderate inhibitory activity against HL-60 cancer cell lines with $IC_{50}$ values of 24.8 and 18.1 ${\mu}M$, respectively.

키워드

참고문헌

  1. Baba, K., Kozawa, M., Hata, K., Ishida, T., and Inoue, M., The structures of yellow pigments from the Rhizomes of Cimicifuga dahurica MAXIM. Chem. Pharm. Bull. 29, 2182-2187 (1981). https://doi.org/10.1248/cpb.29.2182
  2. Bedir, E., Khan, I., and Cimiracemoside A: A New cyclolanostanol xyloside from the rhizome of Cimicifuga racemosa. Chem. Pharm. Bull. 48, 425-427 (2000). https://doi.org/10.1248/cpb.48.425
  3. Berger, S., Junior, P., and Kopanski, L., 27-Deoxyactein: a new polycyclic triterpenoid glycoside from Actaea racemosa. Planta Med. 54, 579- 580 (1988).
  4. Ito, M., Kondo, Y., and Takemoto, T., Spasmolytic Substances from Cimicifuga dahurica MAXIM. Chem. Pharm. Bull. 24, 580-583 (1976). https://doi.org/10.1248/cpb.24.580
  5. Jian, X. L., Shighetoshi, K., Masao, H., Sadao, Y., Motoo, S., Naoko, O., Hiroshi, M., and Tsuneo, N., Constituents of Cimicifugae Rhizoma. I. Isolation and Characterization of Ten New Cycloartenol Triterpenes from Cimicifuga heracleifolia KOMAROV. Chem. Pharm. Bull. 41, 832-841 (1993). https://doi.org/10.1248/cpb.41.832
  6. Kadota, S., Li, J.X., and Namba, T., Constituents of Cimicifuga rhizoma II. Isolation and structures of new cycloartane triterpenoids and related compounds from Cimicifuga foetida. Tetrahedron 51, 1143-1166, (1995). https://doi.org/10.1016/0040-4020(94)01015-R
  7. Kim Van, L.T., Hung, T.M., Thuong, P.T., Ngoc, T.M., Kim, J.C., Jang, H.S., Cai, X.F., Oh, S.R., Min, B.S., Woo, M.H., Choi, J.S., Lee, H.K., and Bae K., Oleanane-type triterpenoids from Aceriphyllum rossii and their cytotoxic activity. J. Nat. Prod. 72, 1419-1423 (2009). https://doi.org/10.1021/np900273z
  8. Kimura, O., Sakurai, N., and Inoue, T., Studies on the constituents of Cimicifuga species. Yakugaku Zasshi 103, 293-299 (1983). https://doi.org/10.1248/yakushi1947.103.3_293
  9. Kondo, Y., and Takemoto, T., The structure of cimicifuin, a new bitter principle from Cimicifuga simplex WORMSK. Chem. Pharm. Bull. 20, 1940-1944 (1972). https://doi.org/10.1248/cpb.20.1940
  10. Kruse, S., Lohnging, A., Pauli, G., and Wintergoff, H., Nahrstedt, A., Fukilic and piscidic acid esters from the rhizome of Cimicifuga racemosa and the in vitro estrogenic activity of fukinolic acid. Planta Med. 65, 763-764 (1999). https://doi.org/10.1055/s-2006-960862
  11. Li, C.J., Li, Y.H., Xiao, P.G., Mabry, T.J., Watson, W.H., and Krawiec, M., An unusual cycloartane triterpenoid from Cimicifuga foetida. Phytochemistry 42, 489-494 (1996). https://doi.org/10.1016/0031-9422(95)00895-0
  12. Liberman, S., A review of the effectiveness of Cimicifuga racemosa (black cohosh) for the symtoms of menopause. J. Womens Health 7, 525-529 (1998). https://doi.org/10.1089/jwh.1998.7.525
  13. Qui, M., Kim, J.H., Lee, H.K., and Min, B.S., Anticomplement activity of cycloartane glycosides from the rhizome of Cimicifuga foetida. Phytotherapy Res. 20, 945-948 (2006). https://doi.org/10.1002/ptr.1982
  14. Sakurai, N., Inoue, T., and Nagai, M., Studies on the Chinese crude drug "Shoma". II. Triterpenes of Cimicifuga dahurica MAXIM. Yakugaku Zasshi 92, 724-728 (1972). https://doi.org/10.1248/yakushi1947.92.6_724
  15. Shao, Y., Harris, A., Wang, M., Zhang, H., Cordell, G., Bowman, M., and Lemmo, E., Triterpene glycoside from Cimicifuga racemosa. J. Nat. Prod. 63, 905-910 (2000). https://doi.org/10.1021/np000047y
  16. Takemoto, T., and Kusano, G., Studies on the constituents of Cimicifuga spp. II. Constituents of Cimicifuga acerina. Yakugaku Zasshi 87, 1569-1572 (1967). https://doi.org/10.1248/yakushi1947.87.12_1569
  17. Takemoto, T. and Kusano, G., Studies on the constituents of Cimicifuga spp. V. Constituents of Cimicifuga acerina. Yakugaku Zasshi 89, 954- 958 (1969). https://doi.org/10.1248/yakushi1947.89.7_954
  18. Voisin-Chiret, A.S., Bazin, M.A., Lancelot, J.C., and Rault, S., Synthesis of new L-ascorbic ferulic acid hybrids. Molecules 12, 2533-2545 (2007). https://doi.org/10.3390/12112533
  19. Wende, K., Mugge, C., Thurow, K., Schopke, T., and Lindequist, U., Actaeaepoxide 3-O-beta-D-xylopyranoside, a new cycloartane glycoside from the rhizomes of Actaea racemosa (Cimicifuga racemosa). J. Nat. Prod. 64, 986-989 (2001). https://doi.org/10.1021/np000619e