Uridine derivatives from the seeds of Lepidium apetalum Willd. and their estrogenic effects

Phytochemistry. 2018 Nov:155:45-52. doi: 10.1016/j.phytochem.2018.07.013. Epub 2018 Jul 31.

Abstract

Ten uridine derivatives (lepidiumuridine B-K) were isolated from the seeds of Lepidium apetalum Willd. Lepidiumuridine B-J were previously undescribed compounds, and were structurally characterized using analysis of their NMR and MS data. Lepidiumuridine C, D, I, and J increased cell proliferation and expression of ERα in the MCF-7 cell line. In addition, blockage of ERα completely abolished cell proliferation and expression of ERα in MCF-7 cells, suggesting that the proliferation effects of lepidiumuridine C, D, I, and J were ERα-mediated. The uridine derivatives might belong to undescribed phytoestrogens.

Keywords: Brassicaceae; Estrogen-like effects and potential mechanisms; Lepidium apetalum Willd; Phytoestrogens; Uridine derivatives.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cell Proliferation / drug effects
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Estrogen Receptor alpha / antagonists & inhibitors*
  • Estrogen Receptor alpha / biosynthesis
  • Estrogens / chemistry
  • Estrogens / isolation & purification
  • Estrogens / pharmacology*
  • Humans
  • Lepidium / chemistry*
  • MCF-7 Cells
  • Molecular Conformation
  • Seeds / chemistry*
  • Structure-Activity Relationship
  • Uridine / chemistry
  • Uridine / isolation & purification
  • Uridine / pharmacology*

Substances

  • Antineoplastic Agents, Phytogenic
  • ESR1 protein, human
  • Estrogen Receptor alpha
  • Estrogens
  • Uridine