Neurotrophic peptide aldehydes: Solid phase synthesis of fellutamide B and a simplified analog
| Autor: | Craig M. Crews, John S. Schneekloth, John Hines, John L. Sanders |
|---|---|
| Rok vydání: | 2006 |
| Předmět: |
Stereochemistry
Molecular Sequence Data Clinical Biochemistry Pharmaceutical Science Peptide Pheochromocytoma Tripeptide Biochemistry Chemical synthesis Aldehyde Article Cell Line Inhibitory Concentration 50 Lipopeptides Mice chemistry.chemical_compound Solid-phase synthesis Drug Discovery Peptide synthesis Animals Humans Amino Acid Sequence Neoplasms Glandular and Epithelial Nerve Growth Factors Molecular Biology chemistry.chemical_classification Aldehydes Molecular Structure Sulfates Organic Chemistry Lipopeptide Total synthesis Dipeptides Fibroblasts Rats chemistry Cyclization Molecular Medicine Oligopeptides |
| Zdroj: | Bioorganic & Medicinal Chemistry Letters. 16:3855-3858 |
| ISSN: | 0960-894X |
| DOI: | 10.1016/j.bmcl.2006.04.029 |
| Popis: | A combination of solid phase and solution phase synthetic methods have been used to complete the total synthesis of the neurotrophic lipopeptide aldehyde fellutamide B (2). The beta-hydroxy aliphatic tail was prepared by regioselective reductive opening of a cyclic sulfate, and later coupled to a solid phase resin. The synthetic compound was then examined in cytotoxicity and nerve growth factor (NGF) induction assays. A simplified analog of fellutamide B also showed activity. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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