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Biphenomycin B and Derivatives: Total Synthesis and Translation Inhibition |
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| Authors: | Dr. Yu‐Peng He Hao Tan Dr. Lars Arve Dr. Sascha Baumann Prof. Dr. Herbert Waldmann Dr. Hans‐Dieter Arndt |
| Affiliation: | 1. Max‐Planck‐Institute of Molecular Physiology, Department of Chemical Biology, Otto‐Hahn‐Stra?e 11,D‐44227 Dortmund (Germany), Fax: (+49)?231‐133‐2498;2. Technische Universit?t Dortmund, Faculty of Chemistry, Otto‐Hahn‐Stra?e 6,D‐44221 Dortmund (Germany);3. Current address: BayerCropScience GmbH, Alfred‐Nobel‐Stra?e 50, D‐40789 Monheim (Germany);4. Current address: Stanford University School of Medicine, Department of Biochemistry, 279 Campus Drive, West Beckman Center, B469, Stanford, CA 94305‐5307 (USA);5. New address: Friedrich‐Schiller‐Universit?t Jena, Lehrstuhl für Organische Chemie I, Humboldstrasse 10, D‐07743 Jena (Germany) |
| 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. |
| Keywords: | antibiotics cross couplings natural products peptides synthesis design |