The Chemical Synthesis of the Crinine and Haemanthamine Alkaloids: Biologically Active and Enantiomerically-Related Systems that Serve as Vehicles for Showcasing New Methodologies for Molecular Assembly

Molecules. 2021 Feb 2;26(3):765. doi: 10.3390/molecules26030765.

Abstract

The title alkaloids, often referred to collectively as crinines, are a prominent group of structurally distinct natural products with additional members being reported on a regular basis. As such, and because of their often notable biological properties, they have attracted attention as synthetic targets since the mid-1950s. Such efforts continue unabated and more recent studies on these alkaloids have focused on using them as vehicles for showcasing the utility of new synthetic methods. This review provides a comprehensive survey of the nearly seventy-year history of these synthetic endeavors.

Keywords: alkaloid; crinine; haemanthamine.

Publication types

  • Review

MeSH terms

  • Amaryllidaceae Alkaloids / chemical synthesis*
  • Amaryllidaceae Alkaloids / chemistry*
  • Amaryllidaceae Alkaloids / pharmacology
  • Chemistry Techniques, Synthetic / methods*
  • Phenanthridines / chemical synthesis*
  • Phenanthridines / chemistry*
  • Phenanthridines / pharmacology
  • Stereoisomerism

Substances

  • Amaryllidaceae Alkaloids
  • Phenanthridines
  • crinine
  • hemanthamine