New steroid glycosides from the starfish Asterias rathbuni

J Nat Prod. 2001 Jul;64(7):945-7. doi: 10.1021/np000572x.

Abstract

Two novel steroidal 24-O-xylosides, designated as rathbuniosides R(1) (1) and R(2) (2), and the known amurensoside A (3) and 3-O-sulfomarthasterone (4) have been isolated from the starfish Asterias rathbuni. The structures of all the compounds were determined from their spectroscopic data, including one- and two-dimensional NMR methods. The compounds 1 and 4 inhibit the cell division of fertilized sea urchin eggs at doses of 7.0 x 10(-5) and 2.9 x 10(-5) M, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Division / drug effects*
  • Chromatography, High Pressure Liquid
  • Dose-Response Relationship, Drug
  • Female
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Glycosides / pharmacology
  • Magnetic Resonance Spectroscopy
  • Marine Toxins / pharmacology*
  • Molecular Structure
  • Ovum / cytology
  • Ovum / drug effects
  • Ovum / metabolism
  • Sea Urchins
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
  • Starfish / chemistry*
  • Steroids / chemistry
  • Steroids / isolation & purification*
  • Steroids / pharmacology
  • Structure-Activity Relationship

Substances

  • 3-O-sulfomarthasterone
  • Glycosides
  • Marine Toxins
  • Steroids
  • amurensoside A
  • rathbunioside R1
  • rathbunioside R2