Microwave assisted solid phase synthesis of highly functionalized N-alkylated oligobenzamide α-helix mimetics

Kérya Long; Thomas A Edwards; Andrew J Wilson

doi:10.1016/j.bmc.2012.09.053

Microwave assisted solid phase synthesis of highly functionalized N-alkylated oligobenzamide α-helix mimetics

Bioorg Med Chem. 2013 Jul 15;21(14):4034-40. doi: 10.1016/j.bmc.2012.09.053. Epub 2012 Oct 3.

Authors

Kérya Long¹, Thomas A Edwards, Andrew J Wilson

Affiliation

¹ School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK.

PMID: 23117175
DOI: 10.1016/j.bmc.2012.09.053

Abstract

Protein-protein interactions (PPIs) mediate cellular pathways and are implicated in numerous aberrant conditions. α-Helix mimetics-small molecules that reproduce the spatial projection of key residues from an α-helix involved in a PPI-are attractive generic templates for development of screening libraries, however library syntheses of α-helix mimetics with diverse functionality are less established. This manuscript describes the automated, microwave assisted solid phase synthesis based on one such scaffold; an N-alkylated oligobenzamide.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkylation
Benzamides / chemistry*
Biomimetics*
Microwaves*
Models, Molecular
Protein Structure, Secondary
Small Molecule Libraries / chemical synthesis*
Small Molecule Libraries / chemistry
Small Molecule Libraries / pharmacology
Solid-Phase Synthesis Techniques*

Substances

Benzamides
Small Molecule Libraries
benzamide