Haterumaimides F-I, four new cytotoxic diterpene alkaloids from an ascidian Lissoclinum species

J Nat Prod. 2001 Sep;64(9):1169-73. doi: 10.1021/np010066n.

Abstract

Four new monochlorinated diterpene alkaloids, haterumaimides F-I (1-4), and two known ones, dichlorolissoclimide and chlorolissoclimide, were isolated from an ascidian Lissoclinum sp. Their structures with absolute stereochemistries were elucidated by chemical and spectral analyses. Haterumaimides F-I (1-4) inhibited the first cleavage of fertilized sea urchin eggs and exhibited potent to weak cytotoxicities against P388 cells.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology
  • Alkaloids / toxicity
  • Animals
  • Cell Division / drug effects
  • Chromatography, High Pressure Liquid
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology
  • Diterpenes / toxicity
  • Drug Screening Assays, Antitumor
  • Female
  • Inhibitory Concentration 50
  • Japan
  • Leukemia P388
  • Leukemia, Lymphoid
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Structure
  • Ovum / cytology
  • Ovum / drug effects
  • Ovum / metabolism
  • Sea Urchins / drug effects
  • Sea Urchins / embryology
  • Sea Urchins / metabolism
  • Spectrophotometry, Infrared
  • Stereoisomerism
  • Structure-Activity Relationship
  • Tumor Cells, Cultured / drug effects
  • Urochordata / chemistry*

Substances

  • Alkaloids
  • Diterpenes