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8623676 
Journal Article 
An Anthraquinone Scaffold for Putative, Two-Face Bim BH3 alpha-Helix Mimic 
Zhang, ZC; Li, XQ; Song, T; Zhao, Y; Feng, YG 
2012 
Yes 
Journal of Medicinal Chemistry
ISSN: 0022-2623
EISSN: 1520-4804 
AMER CHEMICAL SOC 
WASHINGTON 
55 
23 
10735-10741 
English 
23167494 
WOS:000312227300036 
Bim BH3 peptide features an alpha-helix with hotspot residues on multiple faces. Compound 5 (6-bromo-2,3-dihydroxyanthracene-9,10-dione), which adopts a rigid-plan amphipathic conformation, was designed and evaluated as a scaffold to mimic two faces of Bim a-helix. It reproduced the functionalities of both D67 and 165 on two opposing helical sides. Moreover, it maintained the two-faced binding mode during further evolution. A putative BH3 a-helix mimic and nanomolar Bcl-2/Mcl-1 dual inhibitor, 6, was obtained based on the structure of 5.