Cytotoxic Anthraquinones and Stilbenes from Reynoutria sachalinensis (Fr. Schm.) Nakai

  • Jin, Wenyi (College of Pharmacy, Chungnam Natl. Univ.) ;
  • Na, Min-Kyun (College of Pharmacy, Chungnam Natl. Univ.) ;
  • Song, Gyu-Yong (College of Pharmacy, Chungnam Natl. Univ.) ;
  • Lee, Young-Mi (Dept. of Oriental Pharmacy, College of Pharmacy, Wonkwang Univ.) ;
  • Bae, Ki-Hwan (College of Pharmacy, Chungnam Natl. Univ.)
  • 발행 : 2005.04.30

초록

Five known anthraquinones, physcion (1), I-O-methylemodin (2), emodin (3), $physcion-8-O-{\beta},-D-glucopyranoside$ (5), $emodin-8-O-{\beta},-D-glucopyranoside$ (6) and two known stilbenes, trans-resveratrol (4), $trans-resveratrol-3-O-{\beta},-D-glucopyranoside$ (7) were isolated from MeOH extract of Reynoutria sachalinensis (Polygonaceae). All structures were unambiguously established by 1D and 2D NMR and MS data and the compounds were evaluated for their cytotoxicity against L1210, HL-60, BI6F10 tumor cell lines in MTT assay. Among the compounds, trans-resveratrol (4) exhibited significant cytotoxic activity with $IC_{50}$ values of 9.2, 6.7 and $9.8\;{\mu}g/ml$, against the test cell lines respectively, but compounds 1-3 exhibited the moderate cytotoxic activity.

키워드

참고문헌

  1. The Medicinal Plants of Korea Bae, K.
  2. Antioxid Redox Signal. v.3 Biological effects of resveratrol Bhat, K.P.L.;Kosmeder, J.W.;Pezzuto, J.M.
  3. Eur. J. Cancer Pre. v.12 Wine and resveratrol: mechanisms of cancer prevention Bianchini, F.;Vainio, H.
  4. Korean J. Pharmacogn. v.17 Phytochemical studies of Reynoutriae Radix (Hu-Zhang) Chi, H.J.;Kim, H.S.
  5. Yakhak Hoechi v.27 Anthraquinones from the rhizome of Polygonum sachalinense Chi, H.J.;Moon, H.S.;Lee, Y.J.
  6. J. Cell Biochem. v.78 Potent inhibitory action of red wine polyphenols on human breast cancer cells Damianaki, A.;Bakogeorgou, E.;Kampa, M.;Notas, G.;Hatzoglou, A.;Panagiotou, S.;Gemetzi, C.;Kouroumalis, E.;Martin, P.M.;Castanas, E.
  7. Cancer Res. v.61 Resveratrol induces apoptosis by depolarizing mitochondrial membranes and activating caspase-9 in acute lymphoblastic leukemia cells Dorrie, J.;Gerauer, H.;Wachter, Y.;Zunino, S.J.
  8. Mag. Res. Chem. v.36 Assignment of the 1H and 13C NMR spectra of anthraquinone glycosides from Rhamnus frangula Francis, G.W.;Holt, Q.
  9. Bone Marrow Transplant v.25 Resveratrol selectively inhibits leukemia cells: a prospective agent for ex vivo bone marrow purging Gautam, S.C.;Xu, Y.X.;Damaguin, M.;Janakiraman, N.;Chapman, R.A.
  10. Tetrahedron v.56 Four novel oligostilbenes from the roots of Vitis amurensis Huang, K.S.;Lin, M.;Yu, L.N.;Kong, M.
  11. Carcinogenesis v.24 Antitumor effects of resveratrol oligomers against human cancer cell lines and the molecular mechanism of apoptosis induced by vaticanol C Ito, T.;Akao, Y.;Yi, H.;Ohguchi, K.;Matumoto, K.;Iinuma, M.;Nozawa, Y.
  12. Arch. Pharm. Res. v.5 A flavonoid glycoside from the leaves of Polygonum sachalinense (II) Kang, S.S.;Woo, W.S.
  13. Korean J. Pharmacogn. v.13 Anthraquinones from the leaves of Polygonum sachalinense Kang, S.S.;Woo, W.S.
  14. Korean J. Pharmacogn. v.12 Flavonoids from the leaves of Polygonum sachalinense Fr. Schm. I. Kang, S.S.
  15. Arch. Pharm. Res. v.18 Anthraquinone and stilbene derivatives from the cultivated Korean Rhubarb Rhizomes Ko, S.K.;Whang, W.K.;Kim, I.H.
  16. Yakhak Hoeji v.42 Stilbene compounds from cultivated Korean Rhubarb Rhizomes Ko, S.K.;Whang, W.K.;Kim, I.H.
  17. Phytochemistry v.29 Anthraquinone glycoside from Rhamnus libanoticus Maksut, C.;Toshiko, S.;Kazuyuki, H.;Yasuhisa, S.;Mekin, T.
  18. Phytochemistry v.62 Triterpenoid saponins from Meryta lanceolata Melek, F.R.;Toshio, M.;Ghaly, N.S.
  19. Cancer Res. v.59 Resveratrol inhibits the expression and function ofthe androgen receptor in LNCaP prostate cancer cells Michell, S.H.;Zhu, W.;Young, C.Y.
  20. J. lmmunol. Methods v.65 Rapid colorimetric assays for cellular growth and survival; Application of proliferation and cytotoxicity assays Mosmann, T.J.
  21. J. Nat. Prod. v.58 Anthraquinones and phenanthroperylene- quinones from Nephroma laevigatum Peter, A.C.;Neil Towers, G.H.
  22. Pharmacopoeia of the People's Republic of China v.1 Pharmacopia Commission of PRC
  23. J. Nat. Prod. v.61 Isolation, identification, and antioxidant activity of three stilbene glucosides newly extracted from Vitis viniferacell cultures Pierre, W.T.;Bernard, F.G.;Francois, H.;Joseph, V.;Jean-Michel, M.
  24. Cancer Lett. v.159 Antiproliferative effect of resveratrol, a natural component of grapes and wine, on human colonic cancer cells Schneider, Y.;Vincent, F.;Duranton, B.;Badolo, L.;Gosse, F.;Bergmann, C.;Seiler, N.;Raul, F.
  25. J. Biosci. v.48 Naturally occurring antidotes against benzimidazole fungicides Tahara, S.;Matsukura, Y.;Katsuta, H.;Mizutani, J.
  26. Shoyakugaku Zasshi v.41 Anthaquinone compounds in Rumex acetosaL Takeshi, K.;Yutaka, M.
  27. Acta Pharm. Jugosl. v.33 Anthraquinones of Polygonum sachalinense Umek, A.;Bohinc, P.
  28. Seryya Biyalagichnykh Navuk v.6 Study of phenolcarboxylic acids of Polygonum species. Vestsi Akademii Navuk BSSR Vechar, A.S.;Kuznyetsova, Z.P.;Chekalinskaya, I.I.
  29. J. Nat. Prod. v.57 Anthraquinones and a 10-hydroxyanthrone from Phialophora alba William, A.A.;Latchezar, S.T.
  30. Syoyakugaku Zasshi v.25 Studies on Rhubarb (Rhei rhizoma). Stilbene derivatives from 'Dodaioo' Yaki, A.;Koizumi, Y.;Nishioka, I.
  31. Planta Med. v.54 Effects of Antraquinones of Polygonum cuspidatum on HL-60 Cells Yeh, S.F.;Chou, T.C.;Liu, T.S.
  32. Yeh SF, Chou TC, Liu TS (1988) Effects of Antraquinones of Polygonum cuspidatum on HL-60 Cells. Planta Med. 54:413-414 https://doi.org/10.1055/s-2006-962484