Synthesis and anti-glioma activity of 25(R)-spirostan-3beta,5alpha,6beta,19-tetrol

Steroids. 2010 Mar;75(3):224-9. doi: 10.1016/j.steroids.2009.12.005. Epub 2009 Dec 21.

Abstract

Malignant gliomas are common and aggressive brain tumours in adults. The rapid proliferation and diffuse brain migration are the main obstacles to successful treatment. Here, we show 25(R)-spirostan-3beta,5alpha,6beta,19-tetrol, a polyhydroxy steroid, is capable of suppressing proliferation and migration of C6 malignant glioma cells in a concentration-dependent manner. The compound 25(R)-spirostan-3beta,5alpha,6beta,19-tetrol was synthesised by seven steps starting from diosgenin in 8.55% overall yield. The structures of the synthetic compounds were characterised by infrared (IR), (1)H nuclear magnetic resonance (NMR), (13)C NMR spectra and EA.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adult
  • Animals
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Antineoplastic Agents / therapeutic use*
  • Brain Neoplasms* / drug therapy
  • Brain Neoplasms* / pathology
  • Cell Line, Tumor
  • Cell Movement / drug effects
  • Cell Proliferation / drug effects
  • Drug Screening Assays, Antitumor
  • Glioma* / drug therapy
  • Glioma* / pathology
  • Humans
  • Molecular Structure
  • Rats
  • Spirostans / chemical synthesis
  • Spirostans / chemistry
  • Spirostans / pharmacology
  • Spirostans / therapeutic use*

Substances

  • 25-spirostan-3,5,6,19-tetrol
  • Antineoplastic Agents
  • Spirostans