Cholestane glycosides from the bulbs of Ornithogalum thyrsoides and their cytotoxic activity against HL-60 leukemia cells

J Nat Prod. 2002 Oct;65(10):1417-23. doi: 10.1021/np020114j.

Abstract

Twelve bisdesmosidic cholestane glycosides (1-12), including nine new ones (1-9), were isolated from the bulbs of Ornithogalum thyrsoides by monitoring the cytotoxic activity on HL-60 leukemia cells. The structural assignment of the new compounds was carried out by spectroscopic analysis and the results of hydrolytic cleavage. The 3-O-monoglucosides with an aromatic acyl group at the C-16 diglycoside moiety (1, 12) were extremely cytotoxic, with respective IC(50) values of 0.00016 and 0.00013 microg/mL, and the other compounds, except for 2, 5, and 8, also showed cytotoxic activity as potent as etoposide (IC(50) 0.30 microg/mL), used as a positive control. These cholestanes were concluded to contribute to the potent cytotoxicity of the crude O. thyrsoides bulb extract.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Carbohydrate Sequence
  • Cholestanes / chemistry*
  • Drug Screening Assays, Antitumor
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Glycosides / pharmacology
  • HL-60 Cells
  • Humans
  • Molecular Sequence Data
  • Ornithogalum / chemistry*
  • Spectrum Analysis

Substances

  • Antineoplastic Agents, Phytogenic
  • Cholestanes
  • Glycosides