Download PDF
Planta Med 1999; 65(1): 035-038
DOI: 10.1055/s-1999-13958
Original Paper

Georg Thieme Verlag Stuttgart · New York

Antineoplastic Agents III: Steroidal Glycosides from Solanum nigrum

Ke  Hu1 , Hisayoshi Kobayashi2 , Aijun Dong3 , Yongkui Jing4 , Shigeo Iwasaki2 , Xinsheng Yao1
  • 1Department of Natural Products Chemistry, Shenyang Pharmaceutical University, Shenyang, People's Republic of China
  • 2Institute of Molecular & Cellular Biosciences, The University of Tokyo, Bunkyo-ku, Tokyo, Japan
  • 3Institute of Drug Research and Development, Northeast Pharmaceutical Corp., Shenyang, People's Republic of China
  • 4Department of Medicine, Mount Sinai School of Medicine, New York, NY, U.S.A.
Further Information

Publication History

March 17, 1998

June 13, 1998

Publication Date:
31 December 1999 (online)

Also available at
  PDF Download  Permissions and Reprints

Abstract:

By bioactivity-guided fractionation, three known steroidal glycosides, β 2-solamargine (1), solamargine ( 2), and degalactotigonin (3), were isolated from Solanum nigrum. Compounds 1 - 3 induced morphological abnormality in Pyricularia oryzae mycelia with MMDC (minimum morphological deformation concentration) values of 63.0, 38.5, and 97.2 μM, respectively. This is the first report on the isolation of 1 from this species and on the cytotoxicity of 1 - 3 on six cultured human solid tumor cell lines HT-29 (colon), HCT-15 (colon), LNCaP (prostate), PC-3 (prostate), T47D (breast), and MDA-MB-231 (breast) in vitro. The cytotoxic assay indicated that 2 is the main antineoplastic agent in S. nigrum. The structures of 1 - 3 were elucidated on the basis of chemical evidence and spectral analysis, especially by 2D-NMR analysis.

Key words:

Solanum nigrum - Solanaceae - steroidal glycosides - antineoplastic agents - cytotoxicity - Pyricularia oryzae