Synthesis and biological activity of [Tic5] didemnin B
| Autor: | Matthew D. Vera, Deepika Tandon, Amy J. Pfizenmayer, Wei-Chuan Chen, Peter L. Toogood, Madeleine M. Joullié, Xiaobin Ding, Dong Xiao |
|---|---|
| Rok vydání: | 1998 |
| Předmět: |
Stereochemistry
Clinical Biochemistry Pharmaceutical Science Peptides Cyclic Biochemistry Pentapeptide repeat Chemical synthesis Didemnin B Structure-Activity Relationship chemistry.chemical_compound Tetrahydroisoquinolines Drug Discovery Peptide synthesis Animals Tyrosine Molecular Biology Protein Synthesis Inhibitors Depsipeptide chemistry.chemical_classification Molecular Structure Organic Chemistry Biological activity Isoquinolines Cyclic peptide chemistry Molecular Medicine Rabbits |
| Zdroj: | Bioorganic & Medicinal Chemistry Letters. 8:3653-3656 |
| ISSN: | 0960-894X |
| DOI: | 10.1016/s0960-894x(98)00662-3 |
| Popis: | A didemnin B analog containing a Tic (1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid) as a conformationally restrained replacement for tyrosine has been synthesized and shown to have comparable potency as a protein biosynthesis inhibitor. Synthetic highlights include an oxidation of an alcohol to an acid in the presence of the sensitive Tic heterocycle and a modified Schmidt-type one-pot macrocyclization. |
| Databáze: | OpenAIRE |
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