Literature DB >> 3309317

Effect of beta-alkyl substitution on D-1 dopamine agonist activity: absolute configuration of beta-methyldopamine.

R M Riggs1, A T McKenzie, S R Byrn, D E Nichols, M M Foreman, L L Truex.   

Abstract

beta-Methyldopamine and its enantiomers and racemic beta-phenyldopamine were synthesized and evaluated for dopamine D-1 agonist activity. In the dopamine-sensitive adenylate cyclase assay, beta-phenyldopamine had about one-sixth the activity of dopamine. Racemic beta-methyldopamine was less potent. The absolute configuration of beta-methyldopamine was determined to be R-(+) and S-(-). Evaluation of (R)-(+)- and (S)-(-)-beta-methyldopamine revealed no enantioselectivity for stimulation of adenylate cyclase.

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Year:  1987        PMID: 3309317     DOI: 10.1021/jm00393a039

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


  4 in total

1.  Analogues of doxanthrine reveal differences between the dopamine D1 receptor binding properties of chromanoisoquinolines and hexahydrobenzo[a]phenanthridines.

Authors:  Juan Pablo Cueva; Benjamin R Chemel; Jose I Juncosa; Markus A Lill; Val J Watts; David E Nichols
Journal:  Eur J Med Chem       Date:  2011-12-03       Impact factor: 6.514

2.  Assessment of dopamine D₁ receptor affinity and efficacy of three tetracyclic conformationally-restricted analogs of SKF38393.

Authors:  Alia H Clark; John D McCorvy; Val J Watts; David E Nichols
Journal:  Bioorg Med Chem       Date:  2011-08-03       Impact factor: 3.641

3.  Identification of a 2-phenyl-substituted octahydrobenzo[f]quinoline as a dopamine D₃ receptor-selective full agonist ligand.

Authors:  Alia H Clark; John D McCorvy; Jason M Conley; Whitney K Williams; Markondaiah Bekkam; Val J Watts; David E Nichols
Journal:  Bioorg Med Chem       Date:  2012-09-08       Impact factor: 3.641

4.  Silica-supported polyphosphoric acid in the synthesis of 4-substituted tetrahydroisoquinoline derivatives.

Authors:  Stanimir Manolov; Stoyanka Nikolova; Iliyan Ivanov
Journal:  Molecules       Date:  2013-02-01       Impact factor: 4.411

  4 in total

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