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

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 compo...

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Bibliographic Details
Published in:Chemistry : a European journal 2020-09, Vol.26 (50), p.11349-11390
Main Authors: Mei, Haibo, Han, Jianlin, White, Sarah, Graham, Daniel J., Izawa, Kunisuke, Sato, Tatsunori, Fustero, Santos, Meanwell, Nicholas A., Soloshonok, Vadim A.
Format: Article
Language:English
Subjects:
Amino Acids
Biological properties
cancer
Chemical synthesis
Chemistry
Chemistry, Pharmaceutical
drug discovery
Exploitation
Fluorination
fluorine substitution
fluorine-containing drugs
Humans
Hydrocarbons, Fluorinated
Pharmaceutical Preparations
Pharmaceuticals
Structural analysis
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Summary: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. Designed to fit: This review profiles 39 selected bioactive compounds that feature tailor‐made amino acid residues and fluorinated motifs developed in modern pharmaceuticals. The total synthesis, brief medicinal chemistry, and biological properties of these selected examples are discussed.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.202000617