Sulfated alkenes from the echinus Temnopleurus hardwickii

J Nat Prod. 2006 Dec;69(12):1787-9. doi: 10.1021/np058124i.

Abstract

Three new sulfated alkenes (1-3), trimethylammonium (5R)-5,9-dimethyl-(3E)-3,8-decadienyl-1-sulfate, dimethylammonium (5R)-5,9-dimethyl-(3E)-3,8-decadienyl-1-sulfate, and 2'-methyl-4'-oxobutan-2-ylammonium (5R)-5,9-dimethyl-(3E)-3,8-decadienyl-1-sulfate, were isolated from an echinoderm, Temnopleurus hardwickii. Their structures were elucidated by spectral analysis and chemical degradation methods.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry
  • Alkenes / isolation & purification*
  • Alkenes / pharmacology
  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • China
  • Drug Screening Assays, Antitumor
  • Echinodermata / chemistry*
  • Humans
  • Inhibitory Concentration 50
  • Leukemia P388
  • Mice
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Sulfuric Acid Esters / chemistry
  • Sulfuric Acid Esters / isolation & purification*
  • Sulfuric Acid Esters / pharmacology

Substances

  • 2'-methyl-4'-oxobutan-2-ylammonium(5R)-5,9-dimethyl-(3E)-3,8-decadienyl-1-sulfate
  • Alkenes
  • Antineoplastic Agents
  • Sulfuric Acid Esters
  • dimethylammonium (5R)-5,9-dimethyl-(3E)-3,8-decadienyl-1-sulfate
  • trimethylammonium (5R)-5,9-dimethyl-(3E)-3,8-decadienyl-1-sulfate