Literature DB >> 12801235

Synthesis and biological evaluation of 18-methoxycoronaridine congeners. Potential antiaddiction agents.

Martin E Kuehne1, Liwen He, Patrick A Jokiel, C J Pace, M W Fleck, I M Maisonneuve, Stanley D Glick, Jean M Bidlack.   

Abstract

Variation of the methoxycarbonyl and C-18 substituents of the antiaddictive compound 18-methoxycoronaridine, and contraction of its isoquinuclidine ring segment, provided 15 congeners for SAR evaluation at opioid and alpha3beta4 nicotinic acetylcholine receptors. The opioid activities were relatively low, and the alpha3beta4 nicotinic acetylcholine receptor activities were found to correlate with in vivo antiaddictive activities.

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Year:  2003        PMID: 12801235     DOI: 10.1021/jm020562o

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  13 in total

1.  Novel α3β4 nicotinic acetylcholine receptor-selective ligands. Discovery, structure-activity studies, and pharmacological evaluation.

Authors:  Nurulain Zaveri; Faming Jiang; Cris Olsen; Willma Polgar; Lawrence Toll
Journal:  J Med Chem       Date:  2010-10-27       Impact factor: 7.446

2.  Differential cross-tolerance to the effects of nicotinic acetylcholine receptor drugs in C57BL/6J mice following chronic varenicline.

Authors:  Fernando B de Moura; Lance R McMahon
Journal:  Behav Pharmacol       Date:  2019-08       Impact factor: 2.293

Review 3.  Kappa opioids as potential treatments for stimulant dependence.

Authors:  Thomas E Prisinzano; Kevin Tidgewell; Wayne W Harding
Journal:  AAPS J       Date:  2005-10-19       Impact factor: 4.009

4.  The α3β4 nAChR partial agonist AT-1001 attenuates stress-induced reinstatement of nicotine seeking in a rat model of relapse and induces minimal withdrawal in dependent rats.

Authors:  Menglu Yuan; Ariana M Malagon; Dennis Yasuda; James D Belluzzi; Frances M Leslie; Nurulain T Zaveri
Journal:  Behav Brain Res       Date:  2017-07-08       Impact factor: 3.332

5.  Interaction of 18-methoxycoronaridine with nicotinic acetylcholine receptors in different conformational states.

Authors:  Hugo R Arias; Avraham Rosenberg; Dominik Feuerbach; Katarzyna M Targowska-Duda; Ryszard Maciejewski; Krzysztof Jozwiak; Ruin Moaddel; Stanley D Glick; Irving W Wainer
Journal:  Biochim Biophys Acta       Date:  2010-03-19

6.  The contribution of α4β2 and non-α4β2 nicotinic acetylcholine receptors to the discriminative stimulus effects of nicotine and varenicline in mice.

Authors:  Fernando B de Moura; Lance R McMahon
Journal:  Psychopharmacology (Berl)       Date:  2016-12-27       Impact factor: 4.530

7.  High affinity α3β4 nicotinic acetylcholine receptor ligands AT-1001 and AT-1012 attenuate cocaine-induced conditioned place preference and behavioral sensitization in mice.

Authors:  Taline V Khroyan; Dennis Yasuda; Lawrence Toll; Willma E Polgar; Nurulain T Zaveri
Journal:  Biochem Pharmacol       Date:  2015-08-07       Impact factor: 5.858

8.  Deeper Insight into the Six-Step Domino Reaction of Aldehydes with Malononitrile and Evaluation of Antiviral and Antimalarial Activities of the Obtained Bicyclic Products.

Authors:  Christina M Bock; Gangajji Parameshwarappa; Simon Bönisch; Walter Bauer; Corina Hutterer; Maria Leidenberger; Oliver Friedrich; Manfred Marschall; Barbara Kappes; Andreas Görling; Svetlana B Tsogoeva
Journal:  ChemistryOpen       Date:  2017-04-26       Impact factor: 2.911

Review 9.  The iboga enigma: the chemistry and neuropharmacology of iboga alkaloids and related analogs.

Authors:  Rishab N Iyer; David Favela; Guoliang Zhang; David E Olson
Journal:  Nat Prod Rep       Date:  2021-03-04       Impact factor: 13.423

10.  rac-18-Meth-oxy-coronaridine hydro-chloride.

Authors:  Martin E Kuehne; Rory Waterman
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-03-10
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