Subscribe to RSS
DOI: 10.1055/s-2003-45152
© Georg Thieme Verlag Stuttgart · New York
Three New Triterpenoid Saponins from Ixeris sonchifolia and their Cytotoxic Activity
Publication History
Received: May 13, 2003
Accepted: August 16, 2003
Publication Date:
09 January 2004 (online)
![](https://www.thieme-connect.de/media/plantamedica/200311/lookinside/thumbnails/10.1055-s-2003-45152-1.jpg)
Abstract
Bioassay-guided fractionation of an active n-BuOH extract of the whole plant of Ixeris sonchifolia, using a cytotoxicity assay, resulted in the isolation of three new triterpenoid saponins, ixeris saponins A (1), B (2), and C (3). On the basis of chemical evidence and extensive spectral studies, their structures were established as echinocystic acid 3-O-β-D-glucopyranosyl(1→3)-β-D-glucopyranosyl(1→3)-α-L-arabinopyranoside (1), 3-O-{bis[β-D-glucopyranosyl(1→2 and 1→3)-α-L-arabinopyranosyl]}echinocystic acid 28-O-β-D-glucopyranosyl ester (2), and 3-O-[β-D-glucopyranosyl(1→3)-β-D-glucopyranosyl(1→3)-α-L-arabinopyranosyl]-16α, 23-dihydroxyolean-12-ene 28-O-β-D-glucopyranosyl ester (3). Compounds 2 and 3 showed significant cytotoxicity against cancer cell lines A375, L929, and HeLa with IC50 values ranging from 8.83 μM to 15.83 μM, while compound 1 was inactive against these three cell lines.
Key words
Ixeris sonchifolia - Compositae - triterpenoidal saponins - ixeris saponins A - C - cytotoxic activity
References
- 1 Jiangsu Medical C ollege. Encyclopedia of Chinese Materia Medica. Shanghai Science and Technology Press 1977: pp 1300-1
- 2 Asada H, Miyase T, Fukushima S. Sesquiterpene lactones from Ixeris tamagawaensis Kitam. Chem Pharm Bull. 1984; 32 1724-8
- 3 Asada H, Miyase T, Fukushima S. Sesquiterpene lactones from Ixeris tamagawaensis Kitam II. Chem Pharm Bull. 1984; 32 3036-42
- 4 Asada H, Miyase T, Fukushima S. Sesquiterpene lactones from Ixeris tamagawaensis Kitam III. Chem Pharm Bull. 1984; 32 3403-9
- 5 Chung H, Woo W, Jalim S. Dentalactone, a sesquiterpene from Ixeris dentata . Phytochemistry. 1994; 35 1583-4
- 6 Feng X Z, Xu S X, Dong M. A new sesquiterpene lactone glucoside from Ixeris sonchifolia . J Asian Nat Prod Report. 2001; 3 247-51
- 7 Shiojima K, Suzuki H, Kodera N, Ageta H, Chang H, Chen Y. Composite constituents: thirty-nine triterpenoids including two novel compounds from Ixeris chinensis . Chem Pharm Bull. 1996; 44 509-14
- 8 Feng X Z, Dong M, Xu S X. A new triterpenoidal saponin from Ixeris sonchifolia and its cytotoxic activity. Pharmazie. 2001; 56 663-4
- 9 Kamerling J P, Gerwig G J, Vliegenthart J FG. Characterization by gas-liquid chromatography-mass spectrometry and proton-magnetic-resonance spectroscopy of pertrimethylsilyl methyl glycosides obtained in the methanolysis of glycoproteins and glycopeptides. The Biochem Journal. 1975; 151 491-5
- 10 Gerwig G J, Kamerling J P, Vliegenthart J FG. Determination of the d and l configuration of neutral monosaccharides by high-resolution capillary GLC. Carbohydrate Research. 1978; 62 349-57
- 11 Dong M, Feng X Z, Wang B X, Wu L J, Ikejima T. Two novel furostanol saponins from the rhizomes of Dioscorea panthaica Prain et Burkill and their cytotoxic activity. Tetrahedron. 2001; 57 501-6
- 12 Zhang Z, Koike K, Jia Z, Nikaido T, Guo D, Zheng J. Triterpenoidal saponins acylated with two monoterpenic acids from Gleditsia sinensis . Chem Pharm Bull. 1999; 47 388-93
- 13 Plasman V, Braekman J, Daloze D, Luhmer M, Windsor D, Pasteels J. Triterpene saponins in the defensive secretion of a chrysomelid beetle, Platyphora ligata . J Nat Prod. 2000; 63 646-9
Dr. Mei Dong
Department of Cell Biology, Neurobiology, and Anatomy
University of Cincinnati
Cincinnati
Ohio 45267
USA
Fax: +1-513-558-2445
Email: dongmi@mail.uc.edu