Determination of Structure and Cytotoxicity of Ten Undescribed Steroidal Glycosides from Allium cristophii × A. macleanii 'Globemaster'

Molecules. 2023 Aug 25;28(17):6248. doi: 10.3390/molecules28176248.

Abstract

'Globemaster' is an ornamental hybrid cultivar whose parent plants are Allium cristophii and A. macleanii. The chemical constituents of 'Globemaster' bulbs have not yet been examined; thus, a systematic phytochemical investigation was undertaken herein. A series of chromatographic separations of the MeOH extract of 'Globemaster' bulbs afforded 27 steroidal glycosides (1-27), which are classified into 23 spirostanol glycosides (1-8 and 11-25), two furostanol glycosides (9 and 26), a pregnane glycoside (10), and a cholestane glycoside (27). The structures of the hitherto undescribed compounds (1-10) were determined from the two-dimensional NMR spectroscopic data and hydrolysis. The cytotoxicity of the isolated compounds (1-27) toward HL-60 human promyelocytic leukemia cells, A549 human adenocarcinoma lung cancer cells, and SBC-3 human small-cell lung cancer cells was evaluated. Compounds 8, 22, 23, 24, and 26 exhibited cytotoxicity toward all cell lines in a dose-dependent manner, with IC50 values in the 1.3-49 µM range.

Keywords: A549 cell; Allium cristophii; Allium macleanii; HL-60 cell; SBC-3 cell; bulb; cytotoxicity; steroidal glycoside; ‘Globemaster’.

MeSH terms

  • Allium*
  • Cardiac Glycosides*
  • Glycosides / pharmacology
  • HL-60 Cells
  • Humans
  • Lung Neoplasms*

Substances

  • Glycosides
  • Cardiac Glycosides