2. Academic Validation
  3. Synthesis and biological evaluation of FICZ analogues as agonists of aryl hydrocarbon receptor

Synthesis and biological evaluation of FICZ analogues as agonists of aryl hydrocarbon receptor

  • Bioorg Med Chem Lett. 2020 Mar 1;30(5):126959. doi: 10.1016/j.bmcl.2020.126959.
Hao Wu 1,  Binkai Liu 1,  Ka Yang 1,  Gabrielle N Winston-McPherson 1,  Eric D Leisten 1,  Chad M Vezina 2,  William A Ricke 3,  Richard E Peterson 1,  Weiping Tang 4
Affiliations

Affiliations

  • 1 School of Pharmacy, University of Wisconsin-Madison, 777 Highland Avenue, Madison, WI 53705, USA.
  • 2 Department of Comparative Biosciences, University of Wisconsin-Madison, School of Veterinary Medicine, Madison, WI 53706, USA; University of Wisconsin-Madison, O'Brien Urology Research Center, Madison, WI, USA.
  • 3 University of Wisconsin-Madison, O'Brien Urology Research Center, Madison, WI, USA; Department of Urology and Carbone Cancer Center, University of Wisconsin-Madison, School of Medicine and Public Health, Madison, WI 53705, USA.
  • 4 School of Pharmacy, University of Wisconsin-Madison, 777 Highland Avenue, Madison, WI 53705, USA; Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI 53706, USA. Electronic address: weiping.tang@wisc.edu.
PMID: 31952965 DOI: 10.1016/j.bmcl.2020.126959
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.

Keywords

AhR; Benign prostatic hyperplasia; Carbazole; FICZ; Transcription factor.

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