Steroidal glycosides from the underground parts of Dracaena thalioides and their cytotoxic activity

Phytochemistry. 2014 Nov:107:102-10. doi: 10.1016/j.phytochem.2014.07.021. Epub 2014 Aug 21.

Abstract

Six spirostanol glycosides (1-6) and 12 known compounds (7-18) were isolated from the underground parts of Dracaena thalioides (Agavaceae). Their structures were determined by spectroscopic analysis, including 2D NMR spectroscopic data, and chemical transformations. The isolated compounds were evaluated for cytotoxic activity against HL-60 human leukemia cells. Compounds 1, 3-6, and 8-18 showed cytotoxicity against HL-60 cells, of which 10, a bisdesmosidic spirostanol derivative, showed potent cytotoxicity against HL-60 cells with an IC50 value of 0.38μM and induced apoptosis in HL-60 cells.

Keywords: Agavaceae; Apoptosis; Cytotoxic activity; Dracaena thalioides; HL-60 cells; Spirostanol glycosides; Steroidal glycosides.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Apoptosis / drug effects
  • Dracaena / chemistry*
  • Drug Screening Assays, Antitumor
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Glycosides / pharmacology*
  • HL-60 Cells
  • Humans
  • Japan
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Spirostans / chemistry
  • Spirostans / isolation & purification*
  • Spirostans / pharmacology*

Substances

  • (25R)-17alpha-hydroxyspitost-5-en-3beta-yl O-alpha-L-rhamnopyranosyl-(1-2)-O-(alpha-L-rhamnopyranosyl-(1-3))-4-O-acetyl-beta-D-glucopyranoside
  • Antineoplastic Agents, Phytogenic
  • Glycosides
  • Spirostans