Phytochemical Constituents from the Aerial Parts of Paris verticillata

삿갓나물 지상부의 식물화학적 성분 연구

  • Lee, Kyu-Ha (Natural Products Laboratory, College of Pharmacy, Sungkyunkwan University) ;
  • Kim, Ki-Hyun (Natural Products Laboratory, College of Pharmacy, Sungkyunkwan University) ;
  • Lee, Il-Kyun (Natural Products Laboratory, College of Pharmacy, Sungkyunkwan University) ;
  • Choi, Sang-Un (Korea Research Institute of Chemical Technology) ;
  • Lee, Kang-Ro (Natural Products Laboratory, College of Pharmacy, Sungkyunkwan University)
  • 이규하 (성균관대학교 약학대학 천연물 약품화학 연구실) ;
  • 김기현 (성균관대학교 약학대학 천연물 약품화학 연구실) ;
  • 이일균 (성균관대학교 약학대학 천연물 약품화학 연구실) ;
  • 최상운 (성균관대학교 약학대학 천연물 약품화학 연구실, 화학연구소) ;
  • 이강노 (성균관대학교 약학대학 천연물 약품화학 연구실)
  • Published : 2008.06.30

Abstract

Column chromatographic separation of the MeOH extract from the aerial parts of Paris verticillata led to the isolation of three phenolics, two terpene glucosides and two pyrrolidine alkaloids. Their structures were characterized to be methyl caffeate (1), 5-hydroxy pyrrolidin-2-one (2), vanillic acid (3), benzyl alcohol glucopyranoside (4), (6S, 9R)-roseoside (5), staphylionoside H (6) and 5-methoxy pyrrolidin-2-one (7) by spectroscopic means. The isolated compounds (1-7) were for the first time reported from this source. The isolated compounds were tested for their cytotoxicity against four human tumor cell lines by SRB method in vitro.

Keywords

References

  1. 이영노 (2006) 새로운 한국식물도감 II, 456. 교학사, 서울
  2. 안덕균 (1998) 원색한국본초도감, 107. 교학사, 서울
  3. Wang, Q., Xu, G., Shu, Y., Hattori, M. and Namba, T. (1988) Quantititive analysis of saponins in the chinese drug, Qiyeyizhihua, by high performance liquid chromatography. Shoyakugaku Zasshi, 42: 58-64
  4. Nakuno, K., Murakami, K., Nohara, T., Tominatsu, T. and Kawasaki, T. (1981) The constituents of Paris verticillata M.v. Bieb.. Chem. Pharm. Bull., 29: 1445-1451 https://doi.org/10.1248/cpb.29.1445
  5. Lee, K, H., Yang, M. C., Kim, K. H., Kwon, H. C., Choi, S. U. and Lee, K. R. (2008) A new amide from the roots of Paris verticillata. Molecules, 13: 41-45 https://doi.org/10.3390/molecules13010041
  6. Min, Y. D., Kwon, H. C., Yang, M. C., Lee, K. H., Choi, S. U. and Lee, K. R. (2007) Isolataon of limonoids and alkaloids from Phellodendron amurense and their mutidrug resistance (MDR) reversal activity. Arch. Pharm. Res., 30: 58-63 https://doi.org/10.1007/BF02977779
  7. Yang, M. C., Lee, K. H., Kim, K. H., Choi, S. U. and Lee, K. R. (2007) Lignan and terpene constituents from the aerial parts of Saussurea pulchella. Arch. Pharm. Res., 30: 1067-1074 https://doi.org/10.1007/BF02980239
  8. Skehan, P., Storeng, R., Scudiero, D., Monks, A., McMabon, J., Vistica, D., Warren, J. T., Bokesch, H., Kenney, S. and Boyd, M. R. (1990) New colorimetric cytotoxicity assay for anticancer-drug screening. J. Nat'l. Cancer Inst., 80:1107-1112
  9. Kuhnt, M., Probstle, A., Rimpler, H., Bauer, R. and Heinrich, M. (1995) Biological and pharmacological activities and further constituents of Hyptis verticillata. Planta Med., 61: 227-232 https://doi.org/10.1055/s-2006-958061
  10. Ma, G., Liu, H. and Zhang, W. (2007) Photochemistry of Nalkylsuccinimide in methanol and ethanol: an experimental and calculated investigation. J. Photochem. Photobiol. A: Chem., 187: 377-383 https://doi.org/10.1016/j.jphotochem.2006.11.005
  11. Yamano, Y. and Ito, M. (2005) Synthesis of optically active vomifoliol an roseoside steroisomers. Chem. Pharm. Bull., 53: 541-546 https://doi.org/10.1248/cpb.53.541
  12. Harput, U. S., Saracoglu, I., Nagatsu, A. and Ogihara, Y. (2002) Iridoid glucosides from Veronica hederifolia. Chem. Pharm. Bull., 50: 1106-1108 https://doi.org/10.1248/cpb.50.1106
  13. Yu, Q., Matsunami, K., Otsuka, H. and Takeda, Y. (2005) Staphylionosides A-K: megastigmane glucosides from the leaves of Staphylea bumalda DC. Chem. Pharm. Bull., 53: 800-807 https://doi.org/10.1248/cpb.53.800
  14. He, Z. D. and Yang, C. R. (1991) Brandioside, a phenylpropanoid glycoside from Brandisia hancei. Phytochemistry, 30: 701-702 https://doi.org/10.1016/0031-9422(91)83759-E
  15. Miyazawa, M., Oshima, T., Koshio, K., Itsuzaki, Y. and Anzai, J. (2003) Tyrosinase inhibitor from black rice bran. J. Agric. Food Chem., 51: 6953-6956 https://doi.org/10.1021/jf030388s
  16. Seigler, D. S., Pauli, G. F., Nahrstedt, A. and Leen, R. (2002) Cyanogenic allosides and glucosides from Passiflora edulis and Carica papaya. Phytochemistry, 60: 873-882 https://doi.org/10.1016/S0031-9422(02)00170-X