A new cytotoxic triterpene saponin from Lysimachia nummularia L

Carbohydr Res. 2013 Jun 28:375:16-20. doi: 10.1016/j.carres.2013.04.005. Epub 2013 Apr 12.

Abstract

A new glycosylated triterpene 1 (named nummularoside) was isolated from the underground parts of Lysimachia nummularia L. Its chemical structure was elucidated as 3-O-β-{{[β-D-xylopyranosyl-(1→2)]-[β-D-xylopyranosyl-(1→4)]-β-D-glucopyranosyl-(1→4)}-[β-D-glucopyranosyl-(1→2)-]-α-L-arabinopyranosyl]}, protoprimulagenin A on the basis of extensive NMR and MS spectral data. The saponin showed significant activity against prostate cancer cells DU145 and PC3 (EC50 1.2 and 7.4 μg/mL, respectively), while it did not affect normal cells (EC50 30 μg/mL), in contrast to the reference compound (mitoxanthrone, EC50 0.45 μg/mL). Glioblastoma cells were also significantly affected by the tested saponin (EC50 6.0 μg/mL), whereas the activity against melanoma cells was moderate (EC50 17.5-23.2 μg/mL).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cell Proliferation / drug effects
  • Cell Survival / drug effects
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Humans
  • Molecular Conformation
  • Primulaceae / chemistry*
  • Saponins / chemistry
  • Saponins / isolation & purification
  • Saponins / pharmacology*
  • Structure-Activity Relationship
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification
  • Triterpenes / pharmacology*
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents, Phytogenic
  • Saponins
  • Triterpenes