Browse > Article

Cytotoxity of Sesquiterpene Lactones from Leaves of Helianthus tuberosus L.  

Choi, Hyun-Gyu (College of Pharmacy, Yeungnam University)
Jiang, Yanfu (College of Pharmacy, Yeungnam University)
Ryu, Shi-Yong (Korea Research Institute of Chemical Technology)
Na, Min-Kyun (College of Pharmacy, Yeungnam University)
Lee, Seung-Ho (College of Pharmacy, Yeungnam University)
Publication Information
Korean Journal of Pharmacognosy / v.43, no.1, 2012 , pp. 6-9 More about this Journal
Abstract
The $CH_2Cl_2$ soluble part of the leaves of Helianthus tuberosus L. (Compositae) exhibited a potent cytotoxic activity against the cultured human tumor cell lines including A-549, SK-OV-3, SK-MEL-2, XF498 and HCT-15 in vitro. Bioassaydirected fractionation of the $CH_2Cl_2$ soluble part of this plant led to the isolation of four cytotoxic sesquiterpene lactones having ${\alpha}$-methylene-${\gamma}$-lactone ring in the molecule. On the basis of physical and spectral evidences, their structures were characterized as ${\Delta}^{4,15}$-isoatripliciolide tiglate (1), ${\Delta}^{4,15}$-isoatripliciolide methacrylate (2), budlein A isobutylate (3) and budlein A tiglate (4). The ${\Delta}^{4,15}$-isoatripliciolide tiglate (1) showed the most potent cytotoxic activity ($0.26{\mu}M<ED_{50}<2.16{\mu}M$) against all of the cell lines tested.
Keywords
Helianthus tuberosus; Sesquiterpene; ${\Delta}^{4,15}$-Isoatripliciolide tiglate; Cytotoxicity; Tumor cell lines;
Citations & Related Records
연도 인용수 순위
  • Reference
1 Morimoto, H., Sanno, Y. and Oshio, H. (1966) The X-ray analysis of dihydroheliangine monochloroacetate. Tetrahedron 22: 3173-3179.   DOI   ScienceOn
2 Gershenzon, J. and Mabry, T. J. (1984) Furanoheliangolides from Helianthus schweinitzii. Phytochemistry 23: 2557-2559.   DOI   ScienceOn
3 Delgado, G., Vivar, A. R. and Herz, W. (1982) Sesquiterpene lactones from Viguiera species. Phytochemistry 21: 1305- 1308.   DOI   ScienceOn
4 Herz, W. and Kuma, N. (1980) Sesquiterpene lactones of Calea zacatechichi and C. urticifolia. Phytochemistry 19: 593-597.   DOI   ScienceOn
5 Skehan, P., Streng, R., Scudiero, D., Monks, A., McMahon, J., Vistica, D., Warren, J. T., Bokesch, H., Kenny, S. and Boyd, M. R. (1990) New colorimetric cytotoxicity assay for anticancer-drug screening. J. Natl. Cancer Inst. 82: 1107- 1112.   DOI
6 Ryu, S. Y., Choi, S. U., Lee, C. O. and Zee, O. P. (1992) Antitumor activity of Psoralea corylifolia, Arch. Pharm. Res. 4: 356-359.
7 Doskotch, R. W., Hufford, C. D. and Ei-Feraley, F. S. (1972) Further studies on the sesquiterpene lactones Tulipinolide and Epitulipinolide from Liriodendron tulipifera. J. Org. Chem. 37: 2740-2744.   DOI
8 Kupchan, S. M., Eakin, M. A. and Thomas, A. M. (1971) Tumor inhibitors. 69. Structure-cytotoxicity relations among the sesquiterpene lactones. J. Med. Chem. 12: 1147-1152.
9 Oriental Healing Arts Institute (1985) Structure activity relationship analysis of chinese anticancer drugs and related plants, 10. Keats publing, Taiwan, R.O.C.
10 Spring, O. (1991) Sesquiterpene lactones from Helianthus tuberosus. Phytochemistry 2: 519-522.
11 Woerdenberg, H., Edwards, A., Bude, E. J., Malingre, T. M. and Koningst, A. W. T. (1987) Eupatoriopicrin-induced lipid peroxidation in liver and tumor tissue of the mouse. Biochem. Pharmacol. 38: 3115-3118.