Note on the Synthesis of C-Toxiferin-I from Wieland-Gumlich-Aldehyde Comparison of Toxicity of Synthetic and Natural Curare-Alkaloids

Abstract

A good preparative method is described to produce C-toxiferin-I from Wieland-Gumlich-aldehyde: Selfcondensation of Nb-methyl-Wieland-Gumlich Aldehyde to C-toxiferin-I, diacetyl C-toxiferin-I, and Nb-dimethylcaracurin-V; Conversion of Nb-dimethylcaracurin-V in the reaction mixture to C-toxiferin I, and diacetyl C-toxiferin I via toluensulfonic acid and in HAS; Saponification of diacetyl-C-toxiferin I. The toxicity of the synthetic alkaloids C-toxiferin I, Nb-dimethylcaracurin-V, C-dihydro toxiferin, and dihydro toxiferin-I* was tested and compared to the corresponding natural alkaloids. The toxicities of the synthetic and natural compounds were very similar.

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Document Details

Document Type
Technical Report
Publication Date
Mar 01, 1969
Accession Number
AD0850513

Entities

People

  • F. Berlage
  • Heinz Schmid
  • Karl Bernauer
  • P. Karrer
  • P. Waser
  • W. Von Philipsborn

Organizations

  • United States Army Biological Warfare Laboratories

Tags

DTIC Thesaurus Topics

  • Acetic Acid
  • Acids
  • Alcohols
  • Aldehydes
  • Alkaloids
  • Biological Laboratories
  • Buffers (Chemistry)
  • Chlorides
  • German Language
  • Government (Foreign)
  • Heat Energy
  • High Vacuum
  • Mixtures
  • Organic Solvents
  • Toxicity
  • Transition Temperature
  • Vacuum

Fields of Study

  • Chemistry

Readers

  • Analytical Chemistry
  • Chemistry (specifically Chemical Fluorescence)