Synthesis and organotropism of 3H-dihydro derivatives of the cyanobacterial peptide hepatotoxin nodularin

Toxicon. 2003 Feb;41(2):153-62. doi: 10.1016/s0041-0101(02)00245-3.

Abstract

Tritium-labelled dihydro derivatives of the cyanobacterial peptide hepatotoxin nodularin were prepared by reduction with sodium boro[3H]hydride. The optimised reaction gave two dihydronodularin stereoisomers which were purified by high-performance liquid chromatography with a mobile phase of methanol-0.7% sodium sulfate (6:4) and a C(18) stationary phase. The specific activities of the stereoisomers were 1780-1807 dis min(-1) ng(-1). The radiolabelled dihydronodularins were tested for stability and used for toxicokinetic studies in mice. Liver was the main site of toxin accumulation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Chemical and Drug Induced Liver Injury / etiology
  • Chemical and Drug Induced Liver Injury / metabolism
  • Chromatography, High Pressure Liquid
  • Cyanobacteria Toxins
  • Cyanobacteria*
  • Female
  • Isotope Labeling
  • Liver / drug effects
  • Liver / metabolism
  • Marine Toxins / chemical synthesis*
  • Marine Toxins / pharmacokinetics
  • Marine Toxins / toxicity
  • Mice
  • Mice, Inbred BALB C
  • Peptides, Cyclic / chemical synthesis*
  • Peptides, Cyclic / chemistry*
  • Peptides, Cyclic / pharmacokinetics
  • Peptides, Cyclic / toxicity
  • Stereoisomerism
  • Tritium / chemistry

Substances

  • Cyanobacteria Toxins
  • Marine Toxins
  • Peptides, Cyclic
  • nodularin
  • Tritium
  • dihydronodularin