Tailor-Made Amino Acids and Fluorinated Motifs as Prominent Traits in Modern Pharmaceuticals

Chemistry. 2020 Sep 4;26(50):11349-11390. doi: 10.1002/chem.202000617. Epub 2020 Jul 9.

Abstract

Structural analysis of modern pharmaceutical practices allows for the identification of two rapidly growing trends: the introduction of tailor-made amino acids and the exploitation of fluorinated motifs. Curiously, the former represents one of the most ubiquitous classes of naturally occurring compounds, whereas the latter is the most xenobiotic and comprised virtually entirely of man-made derivatives. Herein, 39 selected compounds, featuring both of these traits in the same molecule, are profiled. The total synthesis, source of the corresponding amino acids and fluorinated residues, and medicinal chemistry aspects and biological properties of the molecules are discussed.

Keywords: amino acids; cancer; drug discovery; fluorine substitution; fluorine-containing drugs.

Publication types

  • Review

MeSH terms

  • Amino Acids*
  • Chemistry, Pharmaceutical
  • Humans
  • Hydrocarbons, Fluorinated
  • Pharmaceutical Preparations*

Substances

  • Amino Acids
  • Hydrocarbons, Fluorinated
  • Pharmaceutical Preparations