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Total Syntheses and Biological Evaluation of Miuraenamides
Author(s) -
Karmann Lisa,
Schultz Katharina,
Herrmann Jennifer,
Müller Rolf,
Kazmaier Uli
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201411212
Subject(s) - aldol reaction , glycine , sequence (biology) , methylation , peptide , chemistry , stereochemistry , combinatorial chemistry , total synthesis , biological activity , biochemistry , amino acid , in vitro , catalysis , gene
The miuraenamides, relatively simple representatives of a class of cyclodepsipeptides with high antitumor activity, can be easily and flexibly obtained by the concept of peptide modification. A reaction sequence consisting of an aldol reaction, oxidation, and methylation of the glycine subunit of the cyclodepsipeptides allows the incorporation of the unusual α,β‐unsaturated dehydroamino acid in one of the last steps of the synthesis.