Thirty-five years of synthetic studies directed towards the histrionicotoxin family of alkaloids

Nat Prod Rep. 2007 Apr;24(2):298-326. doi: 10.1039/b604203c. Epub 2007 Feb 21.

Abstract

This article brings together for the first time reviews of all the synthetic attempts towards the spirocyclic histrionicotoxin alkaloids published since the discovery of the group in 1971. This covers 5 total syntheses of the fully unsaturated parent alkaloid HTX-283A, 7 total syntheses of perhydrohistrionicotoxin, 15 total syntheses of other members of this alkaloid family, 25 formal syntheses, and 19 partial syntheses involving the successful formation of the core azaspirocyclic structure but lacking advancement towards the target structure.

Publication types

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

MeSH terms

  • Alkaloids / chemical synthesis*
  • Amphibian Venoms / chemical synthesis*
  • Biological Products / chemical synthesis*
  • Molecular Structure
  • Spiro Compounds / chemical synthesis*

Substances

  • Alkaloids
  • Amphibian Venoms
  • Biological Products
  • HTX-283A
  • Spiro Compounds
  • histrionicotoxin