Synthesis and Structure-Activity Relationships of Aristoyagonine Derivatives as Brd4 Bromodomain Inhibitors with X-ray Co-Crystal Research.
Yoo, M., Park, T.H., Yoo, M., Kim, Y., Lee, J.Y., Lee, K.M., Ryu, S.E., Lee, B.I., Jung, K.Y., Park, C.H.(2021) Molecules 26
- PubMed: 33802888 
- DOI: https://doi.org/10.3390/molecules26061686
- Primary Citation of Related Structures:  
6KEC, 6KEH, 6KEI, 6KEJ, 6KEK - PubMed Abstract: 
Epigenetic regulation is known to play a key role in progression of anti-cancer therapeutics. Lysine acetylation is an important mechanism in controlling gene expression. There has been increasing interest in bromodomain owing to its ability to modulate transcription of various genes as an epigenetic 'reader.' Herein, we report the design, synthesis, and X-ray studies of novel aristoyagonine (benzo[6,7]oxepino[4,3,2- cd ]isoindol-2(1 H )-one) derivatives and investigate their inhibitory effect against Brd4 bromodomain. Five compounds 8ab , 8bc , 8bd , 8be , and 8bf have been discovered with high binding affinity over the Brd4 protein. Co-crystal structures of these five inhibitors with human Brd4 bromodomain demonstrated that it has a key binding mode occupying the hydrophobic pocket, which is known to be the acetylated lysine binding site. These novel Brd4 bromodomain inhibitors demonstrated impressive inhibitory activity and mode of action for the treatment of cancer diseases.
Organizational Affiliation: 
Department of Medicinal Chemistry and Pharmacology, University of Science & Technology, Daejeon 34113, Korea.