Evidence map›Paper›PMID 22204903›Full record

ArticleEuropean journal of medicinal chemistry2012

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

Juan Pablo Cueva, Benjamin R Chemel, Jose I Juncosa, Markus A Lill, Val J Watts, David E Nichols

Abstract read
In one paragraph

Article in European journal of medicinal chemistry, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

2 citing papers in PubMed.

  1. Characterization of GαiScience · 2025
    Article
  2. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

6 authors.

Juan Pablo CuevaQuimique Cía. Ltda., P.O. Box 17-07-9009, Quito, Ecuador. jpcueva@quimique.com
Benjamin R Chemel
Jose I Juncosa
Markus A Lill
Val J Watts
David E Nichols

Funding

DEVELOPMENT OF POTENTIALLY SELECTIVE DOPAMINE AGONISTSR01MH042705 · NIMH · PURDUE UNIVERSITY WEST LAFAYETTE · PI NICHOLS, DAVID E · 1987 to 2010
$3.4M
D2 RECEPTOR-INDUCED SENSITIZATION OF ADENYLATE CYCLASER01MH060397 · NIMH · PURDUE UNIVERSITY WEST LAFAYETTE · PI DESSAUER, CARMEN W., WATTS, VAL J · 2000 to 2012
$3.0M
Dynamic Scoring: A novel method for quantitative modeling of guest-host associatiR21GM085604 · NIGMS · PURDUE UNIVERSITY · PI LILL, MARKUS ALEXANDER · 2008 to 2009
$346k
NIGMS NIH HHS GM085604NIGMS NIH HHS R21 GM085604NIMH NIH HHS MH42705NIMH NIH HHS MH60973NIMH NIH HHS R01 MH042705NIMH NIH HHS R01 MH060397
6 · The paper itself

Abstract

Efforts to develop selective agonists for dopamine D(1)-like receptors led to the discovery of dihydrexidine and doxanthrine, two bioisosteric β-phenyldopamine-type full agonist ligands that display selectivity and potency at D(1)-like receptors. We report herein an improved methodology for the synthesis of substituted chromanoisoquinolines (doxanthrine derivatives) and the evaluation of several new compounds for their ability to bind to D(1)- and D(2)-like receptors. Identical pendant phenyl ring substitutions on the dihydrexidine and doxanthrine templates surprisingly led to different effects on D(1)-like receptor binding, suggesting important differences between the interactions of these ligands with the D(1) receptor. We propose, based on the biological results and molecular modeling studies, that slight conformational differences between the tetralin and chroman-based compounds lead to a shift in the location of the pendant ring substituents within the receptor.

Indexed as

AnimalsCorpus StriatumDopamine AgonistsIsoquinolinesKineticsMagnetic Resonance SpectroscopyMass SpectrometryMolecular StructurePhenanthridinesReceptors, Dopamine D1Structure-Activity RelationshipSwine2,3-dihydroxy-6a,7,8,12b-tetrahydro-6H-chromeno(3,4-c)isoquinolineDopamine AgonistsIsoquinolinesPhenanthridinesReceptors, Dopamine D1

Identifiers

PMID22204903
PMCPMC3264828

What OpenQuestion holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.