1.
Org Lett
; 15(13): 3234-7, 2013 Jul 05.
Article
in English
| MEDLINE
| ID: mdl-23763721
ABSTRACT
In order to mimic amphipathic α-helices, a novel scaffold based on a 1,2-diphenylacetylene was designed. NMR and computational modeling confirmed that an intramolecular hydrogen bond favors conformations of the 1,2-diphenylacetylene that allow for accurate mimicry of the i, i + 7 and i + 2, i + 5 side chains found on opposing faces of an α-helix.
Subject(s)
Acetylene/analogs & derivatives , Peptides/chemistry , Acetylene/chemistry , Biomimetics , Computers, Molecular , Hydrogen Bonding , Magnetic Resonance Spectroscopy , Models, Molecular , Molecular Conformation , Protein Structure, Secondary
2.
Org Biomol Chem
; 11(22): 3706-32, 2013 Jun 14.
Article
in English
| MEDLINE
| ID: mdl-23624850
ABSTRACT
We herein report on the pharmacophore determination of the ERK docking domain inhibitor (Z)-3-(2-aminoethyl)-5-(4-ethoxybenzylidene)thiazolidine-2,4-dione, which has led to the discovery of compounds with greater selectivities for inhibiting the proliferation of melanoma cells containing active ERK signaling.