Isolation of Anthraquinone Derivatives from the Root of Rumex japonicus H.

참소리쟁이 뿌리에서 안트라퀴논계 화합물의 분리 및 생리활성

  • Hwang, Seon-Woo (Division of Applied Life Science, Gyeongsang National University) ;
  • Ha, Tae-Joung (Institute of Agriculture and Life Science, Gyeongsang National University) ;
  • Lee, Jong-Rok (Research Center of Biomedical Resources of Oriental Medicine, Daegu Haany University) ;
  • Lee, Jun (Division of Applied Life Science, Gyeongsang National University) ;
  • Nam, Sang-Hae (Dept. of Food Science, Chinju National University) ;
  • Park, Ki-Hun (Division of Applied Life Science, Gyeongsang National University) ;
  • Yang, Min-Suk (Division of Applied Life Science, Gyeongsang National University)
  • 황선우 (경상대학교 응용생명과학부) ;
  • 하태정 (경상대학교 농업생명과학원) ;
  • 이종록 (대구한의대 한방자원연구센터) ;
  • 이준 (경상대학교 응용생명과학부) ;
  • 남상해 (진주산업대학교 식품과학과) ;
  • 박기훈 (경상대학교 응용생명과학부) ;
  • 양민석 (경상대학교 응용생명과학부)
  • Published : 2004.06.30

Abstract

Four anthraquinone derivatives were isolated from the root of Rumex japonicus Houtt. These compounds were identified as physcion, emodin, chrysophanol-10,10'-bianthrone and $physcion-10,10'-bianthrone^(a)$, respectively. The last compound (a), especially, showed strong activity against A549, PC-3, UO-31 and HCT-15 human cancer cell lines with $IC_{50}$ values, ranging from 0.45 to $1.33\;{\mu}g/ml^{-1})$.

참소리쟁이 뿌리의 $CHCl_3$ 추출물에서 4종의 anthraquinone계 화합물을 분리하였다. 이들 화합물들(1-4)은 physcion, emodin, chrysophanol-10,10'-bianthrone과 physcion-10,10'-bianthrone로 각각 구조동정되었다. 분리된 화합물 중 physcion-10,10'-bianthrone는 인체암 세포주(UACC62, HCT15, UO-31, PC-3, A549)에 강한 활성$(IC_{50}=0.45{\sim}1.33\;{\mu}g\;{\cdot}\;ml^{-1})$을 나타내었다.

Keywords

References

  1. Lee, C. B. (1989) In Coloured flora of Korea, Hyangmoon press, Seoul, Korea
  2. Ko, G. S. (1991) In Coloured wild plants of Korea, Academy press, Seoul, Korea
  3. Kawasaki, M. and Kanamata, T. (1986) Flavonoids in the leaves of twenty-eight polygonaceous plants. Bot. Mag. 99, 63-67 https://doi.org/10.1007/BF02488623
  4. Saleh, N. A. M. and EI-Hadidi, M. N. (1993) Flavonoids and anthraquinones of some Egyptian Rumex species. Biochem. Syst. Ecol. 21, 301-306 https://doi.org/10.1016/0305-1978(93)90049-W
  5. Vysochina, G. I. and Gontar, E. M. (1981) F1avonoids of Rumex L. species of the Holoapathum Losinsk. Resursyi Introduktsiya Polem. Rast. Sibiri. Novosibirsk. 154
  6. Demirezer, L. O. (1994) Anthraquinone derivatives in Rumex gracilescens and R. crispus. Pharmazie 49, 378-381
  7. Rada, K and Hrochova, V. (1976) Anthraquinones in some Rumex species. Herba Hung. 14, 7-9
  8. Sayed, M. D., Balbaa, S. I and Afifi, M. S. A. (1975) Anthraquinone content of certain Rumex species growing in Egypt. J. Pharm. Sci. 15, 1-7
  9. Nakanishi, K., Goto, T. and Ito, S. (1974) In Natural Product Chemistry. Vol. 1, Kodansha, Tokyo
  10. Stahl, E. (1969) In Thin Layer Chromatography, A Laboratory Handbook, (2nd ed.), Springer Verlag, New York
  11. Thomson, R. H. (1971) In Naturally Occurring Quinones, (2nd ed.), Academic Press, New York
  12. Spikes, J. D. (1977) In The Science of Photobiology. Plenum press, N.Y
  13. Han, D. S. (1981) Photosensitizing property of emodin derivatives. MS Thesis. Seoul National University, Seoul, Korea.
  14. Ryu, S. Y., Lee, C. K., Lee, C. O., Kim, H. S. and Zee, O. P. (1992) Antiviral triterpenes from Prunella vulgaris. Arch. Pharm. Res. 15, 242-246 https://doi.org/10.1007/BF02974063
  15. Boyd, M. R. (1989) Status of implementation of the NCI human tumor cell in vitro primary drug screen. Proc. Am. Assoc. Cancer Res. 30, 652-657
  16. Kim, D. K. and Choi, S. U. (1998) Cytotoxic constituents of Rumex japonicus. Yakhak Hoeji 42, 233-237
  17. Le, P. M. (2001) Cytotoxicity of rhamnosylanthraquinones and rhamnosylanthrones from Rhamnus nepalensis. J. Nat. Prod. 64, 1162-1168 https://doi.org/10.1021/np010030v