Gram-scale synthesis of FICZ, a photoreactive endogenous ligand of the aryl hydrocarbon receptor.
Sci Rep
; 9(1): 9982, 2019 07 10.
Article
in En
| MEDLINE
| ID: mdl-31292477
ABSTRACT
Development of an efficient and scalable synthesis of 6-formylindolo[3,2-b]carbazole (FICZ), a naturally-occurring aryl hydrocarbon receptor (AhR) ligand, allowed its biological and physical properties to be studied. FICZ was shown to be the most potent among a series of 6-substituted indolo[3,2-b]carbazoles for activation of AhR in cells. Photostability studies of FICZ revealed a non-enzymatic mechanism for its conversion to a biologically active quinone. These results further support the hypothesis that FICZ is a light-dependent hormone that links sun exposure to regulation of biological pathways in peripheral tissues.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Carbazoles
/
Receptors, Aryl Hydrocarbon
/
Basic Helix-Loop-Helix Transcription Factors
Limits:
Humans
Language:
En
Journal:
Sci Rep
Year:
2019
Document type:
Article
Affiliation country: