Hemolytic steroid disulfates from the far eastern starfish Pteraster pulvillus

J Nat Prod. 2003 Feb;66(2):298-301. 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