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Review

Recent developments in neuronal nicotinic acetylcholine receptor antagonists

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Pages 1561-1581 | Published online: 25 Feb 2005

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JIANHONG CHEN, AGRIPINA G. DEACIUC, LINDA P. DWOSKIN, PETER A. CROOKS & DONGLU BAI. (2006) N, N –Disubstituted piperazines and homopiperazines: Synthesis and affinities at α4β2* and α7* neuronal nicotinic acetylcholine receptors. Journal of Enzyme Inhibition and Medicinal Chemistry 21:6, pages 667-680.
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Articles from other publishers (36)

Bruno Tasso, Federica Novelli, Fabio Sparatore, Francesca Fasoli & Cecilia Gotti. (2013) (+)-Laburnamine, a Natural Selective Ligand and Partial Agonist for the α4β2 Nicotinic Receptor Subtype. Journal of Natural Products 76:4, pages 727-731.
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Anatoly A. Mazurov, David C. Kombo, Terry A. Hauser, Lan Miao, Gary Dull, John F. Genus, Nikolai B. Fedorov, Lisa Benson, Serguei Sidach, Yunde Xiao, Philip S. Hammond, John W. James, Craig H. Miller & Daniel Yohannes. (2012) Discovery of (2 S ,3 R )- N -[2-(Pyridin-3-ylmethyl)-1-azabicyclo[2.2.2]oct-3-yl]benzo[ b ]furan-2-carboxamide (TC-5619), a Selective α7 Nicotinic Acetylcholine Receptor Agonist, for the Treatment of Cognitive Disorders . Journal of Medicinal Chemistry 55:22, pages 9793-9809.
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E. Lucas-Meunier, C. Monier, M. Amar, G. Baux, Y. Fregnac & P. Fossier. (2009) Involvement of Nicotinic and Muscarinic Receptors in the Endogenous Cholinergic Modulation of the Balance between Excitation and Inhibition in the Young Rat Visual Cortex. Cerebral Cortex 19:10, pages 2411-2427.
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Bruno Tasso, Caterina Canu Boido, Emanuela Terranova, Cecilia Gotti, Loredana Riganti, Francesco Clementi, Roberto Artali, Gabriella Bombieri, Fiorella Meneghetti & Fabio Sparatore. (2009) Synthesis, Binding, and Modeling Studies of New Cytisine Derivatives, as Ligands for Neuronal Nicotinic Acetylcholine Receptor Subtypes. Journal of Medicinal Chemistry 52:14, pages 4345-4357.
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Zhenfa Zhang, Guangrong Zheng, Marharyta Pivavarchyk, A.Gabriela Deaciuc, Linda P. Dwoskin & Peter A. Crooks. (2008) Tetrakis-azaaromatic quaternary ammonium salts: Novel subtype-selective antagonists at neuronal nicotinic receptors that mediate nicotine-evoked dopamine release. Bioorganic & Medicinal Chemistry Letters 18:21, pages 5753-5757.
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László Kursinszki, Krisztina Ludányi & Éva Szőke. (2008) LC-DAD and LC–MS–MS Analysis of Piperidine Alkaloids of Lobelia inflata L. (In Vitro and In Vivo). Chromatographia 68:S1, pages 27-33.
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Guangrong Zheng, Sangeetha P. Sumithran, Agripina G. Deaciuc, Linda P. Dwoskin & Peter A. Crooks. (2007) tris-Azaaromatic quaternary ammonium salts: Novel templates as antagonists at nicotinic receptors mediating nicotine-evoked dopamine release. Bioorganic & Medicinal Chemistry Letters 17:24, pages 6701-6706.
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Guangrong Zheng, Zhenfa Zhang, Marharyta Pivavarchyk, Agripina G. Deaciuc, Linda P. Dwoskin & Peter A. Crooks. (2007) Bis-azaaromatic quaternary ammonium salts as antagonists at nicotinic receptors mediating nicotine-evoked dopamine release: An investigation of binding conformation. Bioorganic & Medicinal Chemistry Letters 17:24, pages 6734-6738.
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Qi Sun, Cai-Qin Yue, Jia Ye, Chang-Ling Li, Tie-Ming Cheng & Run-Tao Li. (2007) Unique spirocyclopiperazinium salt III: Further investigation of monospirocyclopiperazinium (MSPZ) salts as potential analgesics. Bioorganic & Medicinal Chemistry Letters 17:22, pages 6245-6249.
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Linda P. Dwoskin, B. Matthew Joyce, Guangrong Zheng, Nichole M. Neugebauer, Vamshi K. Manda, Paul Lockman, Roger L. Papke, Michael T. Bardo & Peter A. Crooks. (2007) Discovery of a novel nicotinic receptor antagonist for the treatment of nicotine addiction: 1-(3-Picolinium)-12-triethylammonium-dodecane dibromide (TMPD). Biochemical Pharmacology 74:8, pages 1271-1282.
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William H. Bunnelle, Jerome F. Daanen, Keith B. Ryther, Michael R. Schrimpf, Michael J. Dart, Arianna Gelain, Michael D. Meyer, Jennifer M. Frost, David J. Anderson, Michael Buckley, Peter Curzon, Ying-Jun Cao, Pamela Puttfarcken, Xenia Searle, Jianguo Ji, C. Brent Putman, Carol Surowy, Lucio Toma & Daniela Barlocco. (2007) Structure−Activity Studies and Analgesic Efficacy of N- (3-Pyridinyl)-Bridged Bicyclic Diamines, Exceptionally Potent Agonists at Nicotinic Acetylcholine Receptors . Journal of Medicinal Chemistry 50:15, pages 3627-3644.
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Lincoln H. Wilkins, Dennis K. Miller, Joshua T. Ayers, Peter A. Crooks & Linda P. Dwoskin. (2005) N-n-alkylnicotinium analogs, a novel class of antagonists at α4β2* Nicotinic acetylcholine receptors: Inhibition of S(-)-nicotine-evoked 86Rb+Efflux from rat thalamic synaptosomes. The AAPS Journal 7:4, pages E922-E930.
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Joshua T. Ayers, Aaron Clauset, Jeffrey D. Schmitt, Linda P. Dwoskin & Peter A. Crooks. (2005) Molecular modeling of mono- and bis-quaternary ammonium salts as ligands at the α4β2 nicotinic acetylcholine receptor subtype using nonlinear techniques. The AAPS Journal 7:3, pages E678-E685.
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Sangeetha P. Sumithran, Peter A. Crooks, Rui Xu, Jun Zhu, Agripina G. Deaciuc, Lincoln H. Wilkins & Linda P. Dwoskin. (2005) Introduction of unsaturation into theN-n-alkyl chain of the nicotinic receptor antagonists, NONI and NDNI: Effect on affinity and selectivity. The AAPS Journal 7:1, pages E201-E217.
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V.M. Dembitsky, H. Abu Ali & M. Srebnik. 2005. Contemporary Aspects of Boron: Chemistry and Biological Applications. Contemporary Aspects of Boron: Chemistry and Biological Applications 299 336 .
François-Xavier Felpin & Jacques Lebreton. (2004) History, chemistry and biology of alkaloids from Lobelia inflata. Tetrahedron 60:45, pages 10127-10153.
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Nicolas Leflemme, Patrick Dallemagne & Sylvain Rault. (2004) An efficient route to 6-(het)aryl-2-methyl-2,3-dihydro-1H-pyridin-4-ones as potential nAChRs ligands. Tetrahedron 60:22, pages 4861-4865.
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Linda P Dwoskin, Sangeetha P Sumithran, Jun Zhu, A.Gabriela Deaciuc, Joshua T Ayers & Peter A Crooks. (2004) Subtype-selective nicotinic receptor antagonists: potential as tobacco use cessation agents. Bioorganic & Medicinal Chemistry Letters 14:8, pages 1863-1867.
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Jing-Chao Dong, Xin Wang, Run-Tao Li, Hong-Mei Zhang, Tie-Ming Cheng & Chang-Ling Li. (2003) Synthesis and analgesic activity of hydrochlorides and quaternary ammoniums of epibatidine incorporated with amino acid ester. Bioorganic & Medicinal Chemistry Letters 13:24, pages 4327-4329.
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J. Zhu, P. A. Crooks, J. T. Ayers, S. P. Sumithran & L. P. Dwoskin. (2003) N‐n ‐alkylnicotinium and N‐n ‐alkylpyridinium analogs inhibit the dopamine transporter: Selectivity as nicotinic receptor antagonists . Drug Development Research 60:4, pages 270-284.
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Vladimir P. Grinevich, Peter A. Crooks, Sangeetha P. Sumithran, Aaron J. Haubner, Joshua T. Ayers & Linda P. Dwoskin. (2003) N-n -Alkylpyridinium Analogs, a Novel Class of Nicotinic Receptor Antagonists: Selective Inhibition of Nicotine-Evoked [ 3 H]Dopamine Overflow from Superfused Rat Striatal Slices . Journal of Pharmacology and Experimental Therapeutics 306:3, pages 1011-1020.
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M. Novella Romanelli & Fulvio Gualtieri. (2003) Cholinergic nicotinic receptors: Competitive ligands, allosteric modulators, and their potential applications. Medicinal Research Reviews 23:4, pages 393-426.
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Xin Wang, Feng-Li Gao, Hong-Bin Piao, Tie-Ming Cheng & Run-Tao Li. (2003) Unique spirocyclopiperazinium salt. Part 2: synthesis and structure–activity relationship of dispirocyclopiperazinium salts as analgesics. Bioorganic & Medicinal Chemistry Letters 13:10, pages 1729-1732.
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Feng-Li Gao, Xin Wang, Hong-Mei Zhang, Tie-Ming Cheng & Run-Tao Li. (2003) Unique spirocyclopiperazinium salt I: synthesis and structure–Activity relationship of spirocyclopiperazinium salts as analgesics. Bioorganic & Medicinal Chemistry Letters 13:9, pages 1535-1537.
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E. Lucas-Meunier, P. Fossier, G. Baux & M. Amar. (2003) Cholinergic modulation of the cortical neuronal network. Pflügers Archiv - European Journal of Physiology 446:1, pages 17-29.
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David D. Allen, Paul R. Lockman, Karen E. Roder, Linda P. Dwoskin & Peter A. Crooks. (2003) Active Transport of High-Affinity Choline and Nicotine Analogs into the Central Nervous System by the Blood-Brain Barrier Choline Transporter. Journal of Pharmacology and Experimental Therapeutics 304:3, pages 1268-1274.
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Lincoln H. WilkinsJr.Jr., Vladimir P. Grinevich, Joshua T. Ayers, Peter A. Crooks & Linda P. Dwoskin. (2003) N-n -Alkylnicotinium Analogs, a Novel Class of Nicotinic Receptor Antagonists: Interaction with α4β2* and α7* Neuronal Nicotinic Receptors . Journal of Pharmacology and Experimental Therapeutics 304:1, pages 400-410.
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Jianhong Chen, Seth Norrholm, Linda P. Dwoskin, Peter A. Crooks & Donglu Bai. (2003) N,N-Disubstituted piperazines: synthesis and affinities at α4β2∗ and α7∗ neuronal nicotinic acetylcholine receptors. Bioorganic & Medicinal Chemistry Letters 13:1, pages 97-100.
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Joshua T Ayers, Linda P Dwoskin, A.Gabriela Deaciuc, Vladimir P Grinevich, Jun Zhu & Peter A Crooks. (2002) bis-Azaaromatic quaternary ammonium analogues: ligands for α4β2* and α7* subtypes of neuronal nicotinic receptors. Bioorganic & Medicinal Chemistry Letters 12:21, pages 3067-3071.
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François-Xavier Felpin, Marie-Jo Bertrand & Jacques Lebreton. (2002) Enantioselective reduction of heteroaromatic β,γ-unsaturated ketones as an alternative to allylboration of aldehydes.. Tetrahedron 58:37, pages 7381-7389.
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Lincoln H. WilkinsJr.Jr., Aaron Haubner, Joshua T. Ayers, Peter A. Crooks & Linda P. Dwoskin. (2002) N - n -Alkylnicotinium Analogs, A Novel Class of Nicotinic Receptor Antagonist: Inhibition of S (−)-Nicotine-Evoked [ 3 H]Dopamine Overflow from Superfused Rat Striatal Slices . Journal of Pharmacology and Experimental Therapeutics 301:3, pages 1088-1096.
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Rui Xu, Linda P. Dwoskin, Vladimir Grinevich, Sangeetha P. Sumithran & Peter A. Crooks. (2002) Synthesis and evaluation of conformationally restricted pyridino N ‐alkylated nicotine analogs as nicotinic acetylcholine receptor antagonists . Drug Development Research 55:3, pages 173-186.
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Maria Novella Romanelli, Dina Manetti, Serena Scapecchi, Pier Andrea Borea, Silvia Dei, Alessandro Bartolini, Carla Ghelardini, Fulvio Gualtieri, Luca Guandalini & Katia Varani. (2001) Structure−Affinity Relationships of a Unique Nicotinic Ligand:  N-Dimethyl-N 4 -phenylpiperazinium Iodide (DMPP) . Journal of Medicinal Chemistry 44:23, pages 3946-3955.
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Prosper Nshimyumukiza, Dominique Cahard, Jacques Rouden, Marie-Claire Lasne & Jean-Christophe Plaquevent. (2001) Construction of functionalized/substituted bipyridines by means of Negishi cross-coupling reactions. Formal synthesis of (±)-cytisine. Tetrahedron Letters 42:44, pages 7787-7790.
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Rui Xu, Linda P Dwoskin, Vladimir P Grinevich, Gabriela Deaciuc & Peter A Crooks. (2001) Neuronal nicotinic acetylcholine receptor binding affinities of boron-containing nicotine analogues. Bioorganic & Medicinal Chemistry Letters 11:9, pages 1245-1248.
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. (2001) Current Awareness. International Journal of Geriatric Psychiatry 16:2, pages 240-247.
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