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Biphenomycin B and Derivatives: Total Synthesis and Translation Inhibition
Author(s) -
He YuPeng,
Tan Hao,
Arve Lars,
Baumann Sascha,
Waldmann Herbert,
Arndt HansDieter
Publication year - 2011
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201000908
Subject(s) - translation (biology) , chemistry , stereochemistry , amino acid , natural product , side chain , suzuki reaction , total synthesis , combinatorial chemistry , organic chemistry , biochemistry , catalysis , palladium , messenger rna , gene , polymer
A full account on the synthesis of the antibiotic natural product biphenomycin B and several derivatives is reported, which employs a Suzuki coupling reaction of a free carboxylic acid and macrolactam formation as key transformations. Liberal exchange of the central amino acid was demonstrated. This procedure gave derivatives to study the influence of the polar side chain of the central amino acids on translation inhibition.