title: Biphenomycin B and derivatives: total synthesis and translation inhibition.
abstract: 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.
authors.affiliation: Max-Planck-Institute of Molecular Physiology, Department of Chemical Biology, Otto-Hahn-Straße 11, D-44227 Dortmund, Germany.
authors.forename: Yu-Peng
authors.initials: YP
authors.lastname: He
authors.forename: Hao
authors.initials: H
authors.lastname: Tan
authors.forename: Lars
authors.initials: L
authors.lastname: Arve
authors.forename: Sascha
authors.initials: S
authors.lastname: Baumann
authors.forename: Herbert
authors.initials: H
authors.lastname: Waldmann
authors.forename: Hans-Dieter
authors.initials: HD
authors.lastname: Arndt
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004926:Escherichia coli / Q000378:metabolism; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D014176:Protein Biosynthesis / Q000187:drug effects; D012270:Ribosomes / Q000187:drug effects
chemical_list: D000900:Anti-Bacterial Agents; D010456:Peptides, Cyclic; C047537:biphenomycin B