New steroid glycosides from the starfish Asterias rathbuni

N V Ivanchina; A A Kicha; A I Kalinovsky; P S Dmitrenok; N G Prokofreva; V A Stonik

doi:10.1021/np000572x

New steroid glycosides from the starfish Asterias rathbuni

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

Authors

N V Ivanchina¹, A A Kicha, A I Kalinovsky, P S Dmitrenok, N G Prokofreva, V A Stonik

Affiliation

¹ Pacific Institute of Bioorganic Chemistry of the Far East Branch of the Russian Academy of Science, Vladivostok-22, Russian Federation.

PMID: 11473430
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