1006031-13-5Relevant articles and documents
An expeditious synthetic route to proteomimetic foldamers
Karekar, Vaibhav V.,Bhoge, Bapurao A.,Saraogi, Ishu
, p. 556 - 560 (2019/01/10)
α-Helix proteomimetics such as oligobenzamides have been shown to successfully inhibit a broad array of protein-protein interactions (PPIs) mediated by α-helices. Here we report the synthesis of a protected oligobenzamide intermediate, which can be selectively deprotected and alkylated with desired side chains to rapidly afford a library of α-helix proteomimetics.
Relaxation of the rigid backbone of an oligoamide-foldamer-based α-helix mimetic: Identification of potent Bcl-xL inhibitors
Yap, Jeremy L.,Cao, Xiaobo,Vanommeslaeghe, Kenno,Jung, Kwan-Young,Peddaboina, Chander,Wilder, Paul T.,Nan, Anjan,MacKerell, Alexander D.,Smythe, W. Roy,Fletcher, Steven
, p. 2928 - 2933 (2012/05/07)
By conducting a structure-activity relationship study of the backbone of a series of oligoamide-foldamer-based α-helix mimetics of the Bak BH3 helix, we have identified especially potent inhibitors of Bcl-xL. The most potent compound has a Ki value of 94 nM in vitro, and single-digit micromolar IC50 values against the proliferation of several Bcl-xL-overexpressing cancer cell lines. The Royal Society of Chemistry 2012.
Synthesis of functionalised aromatic oligamide rods
Plante, Jeffrey,Campbell, Fred,Malkova, Barbora,Kilner, Colin,Warriner, Stuart L.,Wilson, Andrew J.
, p. 138 - 146 (2008/09/20)
A current goal in synthetic chemistry is the design and synthesis of molecules that adopt well defined conformations - so called foldamers. In this manuscript we describe a modular approach for construction of rod shaped para-oligobenzamide molecules. Our approach permits regiospecific incorporation of side chains through a phenolic ether linkage on the scaffold; a feature that partly restricts the conformation of the rod through intramolecular hydrogen-bonding. The Royal Society of Chemistry 2008.
