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Bioorg Med Chem Lett. 2006 Jul 15;16(14):3855-8. Epub 2006 May 11.

Neurotrophic peptide aldehydes: solid phase synthesis of fellutamide B and a simplified analog.

Author information

1
Department of Molecular, Cellular, and Developmental Biology, Yale University, PO Box 208103, New Haven, CT 06520-8103, USA.

Abstract

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.

PMID:
16697191
PMCID:
PMC2507734
DOI:
10.1016/j.bmcl.2006.04.029
[Indexed for MEDLINE]
Free PMC Article

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