Hemolytic steroid disulfates from the far eastern starfish Pteraster pulvillus

Natalia V Ivanchina; Alla A Kicha; Anatoly I Kalinovsky; Pavel S Dmitrenok; Valentin A Stonik

doi:10.1021/np010650w

Hemolytic steroid disulfates from the far eastern starfish Pteraster pulvillus

J Nat Prod. 2003 Feb;66(2):298-301. doi: 10.1021/np010650w.

Authors

Natalia V Ivanchina¹, Alla A Kicha, Anatoly I Kalinovsky, Pavel S Dmitrenok, Valentin 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: 12608872
DOI: 10.1021/np010650w

Abstract

Six steroidal ophiuroid-type disulfates, namely, disodium salts of (20R)-cholest-5-ene-3alpha,4beta,21-triol 3, 21-disulfate (1), (20R)-5alpha-cholestane-3alpha,4beta,21-triol 3,21-disulfate (2), (20R)-5alpha-cholestane-2beta,3alpha,21-triol 3,21-disulfate (3), and (20R)-5alpha-cholestane-3alpha,21-diol 3,21-disulfate (4), the dityrammonium salt of (20R)-5alpha-cholestane-3alpha,21-diol 3,21-disulfate (5), and a mixture of sodium and tyrammonium salts (1:1) of (20R)-cholest-5-ene-3alpha,21-diol 3,21-disulfate (6), have been isolated from the ethanolic extracts of Far Eastern starfish Pteraster pulvillus. Steroids 2 and 3 are new compounds. Steroids 1, 2, and 4-6 showed hemolytic activity to mouse erythrocytes with HC(50) values of 8.0 x 10(-5), 4.5 x 10(-5), 1.0 x 10(-5), 1.8 x 10(-5), and 3.3 x 10(-5) M, respectively.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Animals
Cholestanols / chemistry
Cholestanols / isolation & purification*
Cholestanols / pharmacology
Erythrocytes / drug effects
Mice
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Russia
Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
Starfish / chemistry*
Stereoisomerism
Sulfates / chemistry
Sulfates / isolation & purification*
Sulfates / pharmacology

Substances

Cholestanols
Sulfates