Four new cytotoxic oligosaccharidic derivatives of 12-oleanene from Lysimachia heterogenea Klatt

Bioorg Med Chem Lett. 2009 Dec 1;19(23):6515-8. doi: 10.1016/j.bmcl.2009.10.056. Epub 2009 Oct 28.

Abstract

Cytotoxicity-guided phytochemical analysis on the extract of Lysimachia heterogenea Klatt led to the isolation of 3beta,16beta-12-oleanene-3,16,23,28-tetrol (1) and its four new oligosaccharidic derivatives heterogenosides A, B, C, and D (2-5). Their structural elucidation was mainly based on NMR and mass spectral data. The time course experimental results indicated that unlike the likely lysis activity of heterogenosides B-D, heterogenoside A showed a significantly time-dependent cytotoxicity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / toxicity
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Humans
  • Oleanolic Acid / analogs & derivatives*
  • Oleanolic Acid / chemistry
  • Oleanolic Acid / isolation & purification
  • Oleanolic Acid / toxicity*
  • Primulaceae / chemistry*
  • Saponins / chemistry
  • Saponins / isolation & purification
  • Saponins / toxicity*
  • Structure-Activity Relationship

Substances

  • 12-oleanene-3,16,23,28-tetrol
  • Antineoplastic Agents
  • Saponins
  • Oleanolic Acid