Two new flavonoid thioglucosides from the seeds of Lepidium apetalum

J Asian Nat Prod Res. 2023 Oct;25(10):976-982. doi: 10.1080/10286020.2023.2190519. Epub 2023 Mar 22.

Abstract

Two previously undescribed flavonoid thioglucosides lepidiumflavonosides A and B (1-2) and two known megastigmane compounds (7E,9S)-9-hydroxy-5,7-megastigmadien-4-one 9-O-β-D-glucopyranoside (3) and (9S)-4-oxo-β-inol β-D-glucopyranoside (4) were isolated from the water extract of the seeds of Lepidium apetalum Willd. The structural elucidation of isolated compounds was unambiguously determined based on extensive 1D and 2D NMR spectroscopic analyses. All compounds were evaluated for their estrogen-like effects on MCF-7 cells in vitro. The results showed that compounds 1-4 significantly promoted the proliferation of MCF-7 cells, and the proliferation was antagonized by the specific ER antagonist ICI182,780, suggesting that compounds 1-4 might have the estrogen-like effect in vitro potentially.

Keywords: Brassicaceae; Lepidium apetalum; estrogen-like effect; flavonoid thioglucosides; seeds.

MeSH terms

  • Estrogens / pharmacology
  • Flavonoids* / chemistry
  • Flavonoids* / pharmacology
  • Lepidium* / chemistry
  • Seeds / chemistry
  • Thioglucosides / analysis

Substances

  • Flavonoids
  • Thioglucosides
  • Estrogens