55191-22-5Relevant academic research and scientific papers
The "gatekeeper" Residue Influences the Mode of Binding of Acetyl Indoles to Bromodomains
Unzue, Andrea,Zhao, Hongtao,Lolli, Graziano,Dong, Jing,Zhu, Jian,Zechner, Melanie,Dolbois, Aymeric,Caflisch, Amedeo,Nevado, Cristina
supporting information, p. 3087 - 3097 (2016/05/19)
Small-molecule hits for the bromodomains of CREBBP and BAZ2B have been identified by scaffold hopping followed by docking of a set of ～200 compounds containing the acetyl indole scaffold. Chemical synthesis of nearly 30 derivatives has resulted in ligands of representatives of three subfamilies of human bromodomains with favorable ligand efficiency. The X-ray crystal structures of three different bromodomains (CREBBP, BAZ2B, and BRPF1b) in complex with acetyl indole derivatives reveal the influence of the gatekeeper residue on the orientation of small-molecule ligands in the acetyl lysine binding site.
Electrosynthesis of fluorinated indole derivatives
Yin, Bin,Wang, Laihao,Inagi, Shinsuke,Fuchigami, Toshio
experimental part, p. 6820 - 6825 (2010/09/17)
Anodic fluorination of various N-acetyl-3-substituted indole derivatives was successfully carried out in Et4NF-4HF/MeCN to provide the corresponding trans-2,3-difluoro-2,3-dihydroindoles exclusively or selectively. Treatment of difluorinated products with a base provided monofluoroindole derivatives or monofluoroindoline derivative depending on the substituents at the 3-position.
A facile preparation of 3-alkylindoles via Wittig reaction of 1-acetylindol-3(2H)-ones with stabilized phosphonium ylides
Kawasaki,Nonaka,Uemura,Sakamoto
, p. 701 - 702 (2007/10/02)
3-Alkylindoles can be conveniently prepared by the Wittig reaction of 1-acetyl-indol-3(2H)-ones with the stabilized phosphonium ylides.
