Synthesis of single-enantiomer bioactive molecules: a brief overview

Chirality. 2014 Feb;26(2):63-78. doi: 10.1002/chir.22268. Epub 2013 Dec 15.

Abstract

Chiral-center enantiomers have been shown to differ significantly in biological activity, pharmacodynamics, pharmacokinetics and toxicity. New developments in the stereoselective organic synthesis have enriched the vast literature of synthetic methodologies applicable to access natural products as well as bioactive molecules. These compounds also include new drugs, drug candidates and reagents used to explore biological processes. The article reviews the synthesis of optically pure drugs, biologically active intermediates and amino alcohols by using different methods.

Keywords: chiral pool; drugs; dynamic kinetic resolution; enzymatic methods; single-enantiomer.

Publication types

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

MeSH terms

  • Amino Alcohols / chemistry*
  • Benzyl Alcohols / chemical synthesis
  • Benzyl Alcohols / chemistry
  • Drug Design*
  • Fatty Acids, Unsaturated / chemical synthesis
  • Fatty Acids, Unsaturated / chemistry
  • Furans / chemical synthesis
  • Furans / chemistry
  • Lactones / chemical synthesis
  • Lactones / chemistry
  • Molecular Structure
  • Pyrones / chemical synthesis
  • Pyrones / chemistry
  • Stereoisomerism

Substances

  • 4-hydroxy-6-(3-methylhexa-3,5-dienyl)tetrahydropyran-2-one
  • Amino Alcohols
  • Benzyl Alcohols
  • Fatty Acids, Unsaturated
  • Furans
  • Ieodomycin A
  • Lactones
  • Pyrones
  • varitriol