Literature DB >> 17659872

3-Hydroxy-4-methoxyindolomorphinans as delta opioid selective ligands.

Trudy A Smith1, Linn N Thatcher, Andrew Coop.   

Abstract

Previous studies showed that 4-hydroxy-3-methoxyindolomorphinans had variable delta opioid affinity and selectivity. Herein, we show that the 3,4-dimethoxy analogs possessed similar low affinity, whereas the 3-hydroxy-4-methoxy analogs showed excellent delta opioid affinity and selectivity comparable with the parent indolomorphinans.

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Year:  2007        PMID： 17659872      PMCID： PMC2030991          DOI： 10.1016/j.bmcl.2007.06.087

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  7 in total

1.  delta Opioid affinity and selectivity of 4-hydroxy-3-methoxyindolomorphinan analogues related to naltrindole.

Authors:  A Coop; R B Rothman; C Dersch; J Partilla; F Porreca; P Davis; A E Jacobson; K C Rice
Journal:  J Med Chem       Date:  1999-05-06       Impact factor: 7.446

2.  Quantitative conformationally sampled pharmacophore for delta opioid ligands: reevaluation of hydrophobic moieties essential for biological activity.

Authors:  Denzil Bernard; Andrew Coop; Alexander D MacKerell
Journal:  J Med Chem       Date:  2007-03-17       Impact factor: 7.446

3.  Synthesis and pharmacological evaluation of 6,7-indolo/thiazolo-morphinans--further SAR of levorphanol.

Authors:  Ao Zhang; Fuying Li; Chunyong Ding; Qizhen Yao; Brian I Knapp; Jean M Bidlack; John L Neumeyer
Journal:  J Med Chem       Date:  2007-05-09       Impact factor: 7.446

4.  Position of coordination of the lithium ion determines the regioselectivity of demethylations of 3,4-dimethoxymorphinans with L-selectride.

Authors:  Huifang Wu; Linn N Thatcher; Denzil Bernard; Damon A Parrish; Jeffrey R Deschamps; Kenner C Rice; Alexander D MacKerell; Andrew Coop
Journal:  Org Lett       Date:  2005-06-23       Impact factor: 6.005

5.  Design of peptidomimetic delta opioid receptor antagonists using the message-address concept.

Authors:  P S Portoghese; M Sultana; A E Takemori
Journal:  J Med Chem       Date:  1990-06       Impact factor: 7.446

6.  Opioid binding and in vitro profiles of a series of 4-hdroxy-3-methoxyindolomorphinans. Transformation of a delta-selective ligand into a high affinity kappa-selective ligand by introduction of a 5,14-substituted bridge.

Authors:  Peter Grundt; Fernando Martinez-Bermejo; John W Lewis; Stephen M Husbands
Journal:  J Med Chem       Date:  2003-07-03       Impact factor: 7.446

7.  Synthesis and biological evaluation of 14-alkoxymorphinans. 11. 3-Hydroxycyprodime and analogues: opioid antagonist profile in comparison to cyprodime.

Authors:  H Schmidhammer; H K Jennewein; R Krassnig; J R Traynor; D Patel; K Bell; G Froschauer; K Mattersberger; C Jachs-Ewinger; P Jura
Journal:  J Med Chem       Date:  1995-08-04       Impact factor: 7.446
  7 in total

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