Highly efficient synthesis and antitumor activity of monosaccharide saponins mimicking components of Chinese folk medicine Cordyceps sinensis

J Asian Nat Prod Res. 2012;14(5):429-35. doi: 10.1080/10286020.2012.670220. Epub 2012 Mar 20.

Abstract

Ergosterol 3-O-β-D-glucopyranoside (1a) and ergosterol 3-O-β-D-galactopyranoside (1b) were highly efficiently synthesized and evaluated for their inhibitory activities against two tumor cell lines. The structures of these compounds were extensively confirmed by (1)H, (13)C NMR, IR, and HRMS. Compounds 1a and 1b exhibited interesting cytotoxic profiles. The antitumor activity of compound 1a was higher than that of 1b.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemical synthesis*
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cordyceps / chemistry*
  • Drug Screening Assays, Antitumor
  • Ergosterol / analogs & derivatives*
  • Ergosterol / chemical synthesis*
  • Ergosterol / chemistry
  • Ergosterol / pharmacology*
  • Galactosides / chemical synthesis*
  • Galactosides / chemistry
  • Galactosides / pharmacology*
  • Glucosides / chemical synthesis*
  • Glucosides / chemistry
  • Glucosides / pharmacology*
  • Humans
  • Medicine, Chinese Traditional
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Saponins / chemical synthesis*
  • Saponins / chemistry
  • Saponins / pharmacology*

Substances

  • Antineoplastic Agents, Phytogenic
  • Galactosides
  • Glucosides
  • Saponins
  • ergosterol 3-O-beta-D-galactopyranoside
  • ergosterol 3-O-beta-D-glucopyranoside
  • Ergosterol