Synthesis and biological evaluation of FICZ analogues as agonists of aryl hydrocarbon receptor. Issue 5 (1st March 2020)

• Record Type: Journal Article
• Authors: Wu, Hao; Liu, Binkai; Yang, Ka; Winston-McPherson, Gabrielle N.; Leisten, Eric D.; Vezina, Chad M.; Ricke, William A.; Peterson, Richard E.; Tang, Weiping
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 30:Issue 5(2020)
• Publication Date: 2020-03-01
• Subjects: AhR -- FICZ -- Carbazole -- Benign prostatic hyperplasia -- Transcription factor; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2020.126959
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: The aryl hydrocarbon receptor (AhR) is a ligand activated transcription factor involved in multiple biological processes including immune cell differentiation, intestinal function and inflammation. Based on the scaffold of naturally occurring AhR ligand 6-formylindolo (3, 2- b ) carbazole (FICZ, 2 ), a series of analogues has been designed, synthesized and evaluated by cell-based assays. The structure-activity relationships study has successfully led to the discovery of compound 11e with extremely potent activity.