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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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Al-Wadei,
Pancreatic cancer cells and normal pancreatic duct epithelial cells express an autocrine catecholamine loop that is activated by nicotinic acetylcholine receptors α3, α5, and α7.
2012, Pubmed
Al-Wadei,
Pancreatic cancer cells and normal pancreatic duct epithelial cells express an autocrine catecholamine loop that is activated by nicotinic acetylcholine receptors α3, α5, and α7.
2012,
Pubmed
Anderson,
Synthesis and pharmacological evaluation of sulfonium analogues of dopamine: nonclassical dopamine agonists.
1981,
Pubmed
Chojnacka,
Synthesis and evaluation of a conditionally-silent agonist for the α7 nicotinic acetylcholine receptor.
2013,
Pubmed
,
Xenbase
de Jonge,
The alpha7 nicotinic acetylcholine receptor as a pharmacological target for inflammation.
2007,
Pubmed
Feng,
Sulfur Containing Scaffolds in Drugs: Synthesis and Application in Medicinal Chemistry.
2016,
Pubmed
Hurst,
A novel positive allosteric modulator of the alpha7 neuronal nicotinic acetylcholine receptor: in vitro and in vivo characterization.
2005,
Pubmed
,
Xenbase
Kabbani,
Are nicotinic acetylcholine receptors coupled to G proteins?
2013,
Pubmed
Kerchove,
Evaluation of the cholinomimetic actions of trimethylsulfonium, a compound present in the midgut gland of the sea hare Aplysia brasiliana (Gastropoda, Opisthobranchia).
2002,
Pubmed
King,
Identification and Characterization of a G Protein-binding Cluster in α7 Nicotinic Acetylcholine Receptors.
2015,
Pubmed
Matteoli,
A distinct vagal anti-inflammatory pathway modulates intestinal muscularis resident macrophages independent of the spleen.
2014,
Pubmed
NICHOLSON,
The intravenous use of a thiophanium derivative, arfonad-R02-2222, for the production of flexible and rapidly reversible hypotension during surgery.
1953,
Pubmed
Papke,
Merging old and new perspectives on nicotinic acetylcholine receptors.
2014,
Pubmed
Papke,
Comparative pharmacology of rat and human alpha7 nAChR conducted with net charge analysis.
2002,
Pubmed
,
Xenbase
Papke,
The minimal pharmacophore for silent agonism of the α7 nicotinic acetylcholine receptor.
2014,
Pubmed
,
Xenbase
Papke,
The analgesic-like properties of the alpha7 nAChR silent agonist NS6740 is associated with non-conducting conformations of the receptor.
2015,
Pubmed
,
Xenbase
Parrish,
Modulation of TNF release by choline requires alpha7 subunit nicotinic acetylcholine receptor-mediated signaling.
2008,
Pubmed
Patani,
Bioisosterism: A Rational Approach in Drug Design.
1996,
Pubmed
Quadri,
Dissection of N,N-diethyl-N'-phenylpiperazines as α7 nicotinic receptor silent agonists.
2016,
Pubmed
,
Xenbase
Richter,
Phosphocholine - an agonist of metabotropic but not of ionotropic functions of α9-containing nicotinic acetylcholine receptors.
2016,
Pubmed
,
Xenbase
Rosas-Ballina,
The selective alpha7 agonist GTS-21 attenuates cytokine production in human whole blood and human monocytes activated by ligands for TLR2, TLR3, TLR4, TLR9, and RAGE.
2009,
Pubmed
Skok,
Editorial: To channel or not to channel? Functioning of nicotinic acetylcholine receptors in leukocytes.
2009,
Pubmed
Stokes,
Looking below the surface of nicotinic acetylcholine receptors.
2015,
Pubmed
Thomsen,
The α7 nicotinic acetylcholine receptor ligands methyllycaconitine, NS6740 and GTS-21 reduce lipopolysaccharide-induced TNF-α release from microglia.
2012,
Pubmed
Uteshev,
Activation and inhibition of native neuronal alpha-bungarotoxin-sensitive nicotinic ACh receptors.
2002,
Pubmed
Valbuena,
Non-canonical Signaling, the Hidden Life of Ligand-Gated Ion Channels.
2016,
Pubmed
Wang,
Nicotinic acetylcholine receptor alpha7 subunit is an essential regulator of inflammation.
2003,
Pubmed
Zhong,
From ab initio quantum mechanics to molecular neurobiology: a cation-pi binding site in the nicotinic receptor.
1998,
Pubmed
