Literature DB >> 9681137

8-(Sulfostyryl)xanthines: water-soluble A2A-selective adenosine receptor antagonists.

C E Müller1, J Sandoval-Ramírez, U Schobert, U Geis, W Frobenius, K N Klotz.   

Abstract

8-(Sulfostyryl)xanthine derivatives were synthesized as water-soluble A2A-selective adenosine receptor (AR) antagonists. meta- and para-sulfostyryl-DMPX (3,7-dimethyl-1-propargylxanthine) derivatives 11a and 11b exhibited high affinity to rat A2A-AR in submicromolar concentrations, and were 20- to 30-fold selective versus rat A1-AR. Styryl-DMPX derivatives were inactive at human A2B- and A3-AR. 1,3-Dipropyl-8-p-sulfostyrylxanthine (13) or only a 7-methyl derivative (14) showed similar (13) or higher (14) A2A affinity than 11a and 11b but showed no (13) or only a low degree (14) of selectivity versus A1-, A2B-, and A3-AR. The A2A-selective sulfostyryl-DMPX derivatives exhibit high water-solubility and may be useful research tools for in vivo studies.

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Year:  1998        PMID: 9681137     DOI: 10.1016/s0968-0896(98)00025-x

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  8 in total

1.  Adenosine A2A receptors in the nucleus accumbens bi-directionally alter cocaine seeking in rats.

Authors:  Casey E O'Neill; McKenzie L LeTendre; Ryan K Bachtell
Journal:  Neuropsychopharmacology       Date:  2011-12-14       Impact factor: 7.853

Review 2.  Xanthines as adenosine receptor antagonists.

Authors:  Christa E Müller; Kenneth A Jacobson
Journal:  Handb Exp Pharmacol       Date:  2011

3.  Stimulation of adenosine receptors in the nucleus accumbens reverses the expression of cocaine sensitization and cross-sensitization to dopamine D2 receptors in rats.

Authors:  Benjamin D Hobson; Kathryn E Merritt; Ryan K Bachtell
Journal:  Neuropharmacology       Date:  2012-06-28       Impact factor: 5.250

4.  Purinergic A2b Receptor Activation by Extracellular Cues Affects Positioning of the Centrosome and Nucleus and Causes Reduced Cell Migration.

Authors:  Young Ou; Gordon Chan; Jeremy Zuo; Jerome B Rattner; Frans A van der Hoorn
Journal:  J Biol Chem       Date:  2016-05-13       Impact factor: 5.157

5.  Characterization of the potency, selectivity, and pharmacokinetic profile for six adenosine A2A receptor antagonists.

Authors:  Ming Yang; Daniel Soohoo; Sandriyana Soelaiman; Rao Kalla; Jeff Zablocki; Nancy Chu; Kwan Leung; Lina Yao; Ivan Diamond; Luiz Belardinelli; John C Shryock
Journal:  Naunyn Schmiedebergs Arch Pharmacol       Date:  2007-02-20       Impact factor: 3.000

Review 6.  Progress in the pursuit of therapeutic adenosine receptor antagonists.

Authors:  Stefano Moro; Zhan-Guo Gao; Kenneth A Jacobson; Giampiero Spalluto
Journal:  Med Res Rev       Date:  2006-03       Impact factor: 12.388

7.  Synthesis and properties of a new water-soluble prodrug of the adenosine A 2A receptor antagonist MSX-2.

Authors:  Karl Vollmann; Ramatullah Qurishi; Jörg Hockemeyer; Christa E Müller
Journal:  Molecules       Date:  2008-02-12       Impact factor: 4.411

8.  Computational studies of the binding modes of A 2A adenosine receptor antagonists.

Authors:  Y Ye; J Wei; X Dai; Q Gao
Journal:  Amino Acids       Date:  2007-11-05       Impact factor: 3.520

  8 in total

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