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J Med Chem
2017 Sep 28;6018:7928-7934. doi: 10.1021/acs.jmedchem.7b00875.
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Sulfonium as a Surrogate for Ammonium: A New α7 Nicotinic Acetylcholine Receptor Partial Agonist with Desensitizing Activity.
Quadri M
,
Stokes C
,
Gulsevin A
,
Felts ACJ
,
Abboud KA
,
Papke RL
,
Horenstein NA
.
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Weak partial agonists that promote a desensitized state of the α7 nicotinic acetylcholine receptor (nAChR) have been associated with anti-inflammatory effects. Exemplar compounds feature a tertiary or quaternary ammonium group. We report the synthesis, structure, and electrophysiological evaluation of 1-ethyl-4-phenylthiomorpholin-1-ium triflate, a weak partial agonist with a sulfonium isostere of the ammonium pharmacophore. These results offer new insights in understanding nAChR-ligand interactions and provide a new chemical space to target the α7 nAChR.
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28885019
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