Three novel furospirostanol glycosides and a steroidal alkaloid glycoside from the bulbs of Fritillaria camtschatcensis (L.) Ker Gawl., and their cytotoxicity

Nat Prod Res. 2022 Aug;36(15):3917-3923. doi: 10.1080/14786419.2021.1897590. Epub 2021 Mar 10.

Abstract

Three novel steroidal glycosides (1-3) and a previously described steroidal alkaloid glycoside (4) have been isolated from the bulbs of Fritillaria camtschatcensis (L.) Ker Gawl. (Liliaceae). The structures of novel compounds 1-3 were characterized based on NMR spectroscopy and chemical transformations. Compounds 1-3 are furospirostanol glycosides bearing a (3S)-3-hydroxy-3-methylglutaryl moiety at C-26 in the aglycone. Compounds 1-4 were evaluated in terms of their cytotoxic activities toward HL-60 human promyelocytic leukemia cells, A549 human lung adenocarcinoma cells, and SBC-3 human lung small cell carcinoma cells. Only 4 showed moderate cytotoxicity against HL-60, A549, and SBC-3 cells with IC50 values of 22.9, 13.3, and 11.9 µM, respectively. Compound 4 was found to cause necrotic-like cell death in HL-60 cells.

Keywords: Fritillaria camtschatcensis; Liliaceae; bulb; cytotoxicity; furospirostanol glycoside; steroidal alkaloid.

MeSH terms

  • Alkaloids* / pharmacology
  • Antineoplastic Agents*
  • Fritillaria*
  • Glycosides / chemistry
  • Glycosides / pharmacology
  • HL-60 Cells
  • Humans
  • Liliaceae* / chemistry
  • Molecular Structure

Substances

  • Alkaloids
  • Antineoplastic Agents
  • Glycosides