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

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.

SUBMITTER: Wu H

PROVIDER: S-EPMC7007633 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature

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

Wu Hao H Liu Binkai B Yang Ka K Winston-McPherson Gabrielle N GN Leisten Eric D ED Vezina Chad M CM Ricke William A WA Peterson Richard E RE Tang Weiping W

Bioorganic & medicinal chemistry letters 20200107 5

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 p ...[more]

PMID: 31952965

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