Skip to main content
. 2015 Oct 28;73(1):95–117. doi: 10.1007/s00018-015-2056-2

Table 1.

The chemical structure of the AHR ligands in relation to Th17 cell development (↑ enhance; ↓ inhibit)

Receptor ligand Chemical name Action Effect on Th17 development 2D structure
TCDD [108] 2,3,7,8-tetrachlorodibenzo-p-dioxin Exogen agonist graphic file with name 18_2015_2056_Figa_HTML.gif
CH-223191 [116] 1-methyl-N-{2-methyl-4-[2-(2-methylphenyl)diazen-1-yl]phenyl}-1H-pyrazole-5-carboxamide Synthetic antagonist graphic file with name 18_2015_2056_Figb_HTML.gif
B[a]P [109] Benzo[alpha]pyrene Exogen agonist graphic file with name 18_2015_2056_Figc_HTML.gif
3-MC [109] 3-Methylcholanthrene Exogen agonist graphic file with name 18_2015_2056_Figd_HTML.gif
Leflunomide [118] 5-methyl-N-[4-(trifluoromethyl) phenyl]-isoxazole-4-carboxamide Exogen agonist graphic file with name 18_2015_2056_Fige_HTML.gif
ITE [120] 1′H-indole-3′-carbonyl-thiazole-4-carboxylic acid methyl ester Endogen agonist graphic file with name 18_2015_2056_Figf_HTML.gif
FICZ [126] 6-Formylindolo(3,2-b)carbazole Endogen agonist graphic file with name 18_2015_2056_Figg_HTML.gif
L-Kynurenine (KYN) [167] (S)-2-Amino-4-(2-aminophenyl)- 4-oxo-butanoic acid Endogen agonist graphic file with name 18_2015_2056_Figh_HTML.gif
Kynurenic acid (KYNA) [167] (4-hydroxyquinoline-2-carboxylic acid) Endogen agonist graphic file with name 18_2015_2056_Figi_HTML.gif
Indoxyl 3-sulfate (I3S) [133] 1H-Indol-3-yl hydrogen sulfate Endogen agonist graphic file with name 18_2015_2056_Figj_HTML.gif
Indole-3-carbinol (I3C) [168] 1H-Indol-3-ylmethanol Natural agonist graphic file with name 18_2015_2056_Figk_HTML.gif
3,3’-Diindolylmethane (DIM) [168] 3,3′-methanediylbis (1H-indole) Natural agonist graphic file with name 18_2015_2056_Figl_HTML.gif
Curcumin [169] (1E,6E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione Natural agonist/ antagonist ↓ (presumably indirectly) graphic file with name 18_2015_2056_Figm_HTML.gif
trans Resveratrol (RES) [148] 3,5,4’-trihydroxy-trans-stilbene Natural agonist/ antagonist

↓ (high concentration)

↑ (low concentration)

graphic file with name 18_2015_2056_Fign_HTML.gif
Polydatin (POLY) [148] resveratrol-3-O-β-mono-d-glucoside Modified natural antagonist ↑ (high concentration) graphic file with name 18_2015_2056_Figo_HTML.gif
Baicalin [158] (2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenyl-chromen-7-yl)oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid Natural agonist graphic file with name 18_2015_2056_Figp_HTML.gif
alpha-naphthoflavone (α-NF) [170] 2-phenylbenzo[h]chromen-4-one Exogen antagonist graphic file with name 18_2015_2056_Figq_HTML.gif