Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Novel Dimethyltyrosine-Tetrahydroisoquinoline Peptidomimetics with Aromatic Tetrahydroisoquinoline Substitutions Show in Vitro Kappa and Mu Opioid Receptor Agonism.

Literature DB >> 31199621

Novel Dimethyltyrosine-Tetrahydroisoquinoline Peptidomimetics with Aromatic Tetrahydroisoquinoline Substitutions Show in Vitro Kappa and Mu Opioid Receptor Agonism.

Deanna Montgomery¹, Jessica P Anand^2,3, Nicholas W Griggs², Thomas J Fernandez², Joshua G Hartman², Ashley A Sánchez-Santiago², Irina D Pogozheva¹, John R Traynor^2,3, Henry I Mosberg^1,3.

Abstract

The dimethyltyrosine-tetrahydroisoquinoline (Dmt-Tiq) scaffold was originally developed in the production of selective delta opioid receptor (DOR) antagonists. Installation of a 7-benzyl pendant on the tetrahydroisoquinoline core of this classic opioid scaffold introduced kappa opioid receptor (KOR) agonism. Further modification of this pendant resulted in retention of KOR agonism and the addition of mu opioid receptor (MOR) partial agonism, a bifunctional profile with potential to be used in the treatment of cocaine addiction.

Entities: CellLine Chemical Disease Gene Species

Keywords: cocaine addiction; dimethyltyrosine−tetrahydroisoquinoline; multifunctional ligands; opioids; peptidomimetics; synthesis

Mesh：

Substances：

Year: 2019 PMID： 31199621 PMCID： PMC6726392 DOI： 10.1021/acschemneuro.9b00250

Source DB: PubMed Journal: ACS Chem Neurosci ISSN： 1948-7193 Impact factor: 4.418

63 in total

Review 1. New trends in the development of opioid peptide analogues as advanced remedies for pain relief.

Authors: Luca Gentilucci
Journal: Curr Top Med Chem Date: 2004 Impact factor: 3.295

2. Direct influence of C-terminally substituted amino acids in the Dmt-Tic pharmacophore on delta-opioid receptor selectivity and antagonism.

Authors: Gianfranco Balboni; Severo Salvadori; Remo Guerrini; Lucia Negri; Elisa Giannini; Sharon D Bryant; Yunden Jinsmaa; Lawrence H Lazarus
Journal: J Med Chem Date: 2004-07-29 Impact factor: 7.446

Review 3. Opioid Receptors.

Authors: Christoph Stein
Journal: Annu Rev Med Date: 2015-08-26 Impact factor: 13.739

4. Evolution of the Bifunctional Lead μ Agonist / δ Antagonist Containing the Dmt-Tic Opioid Pharmacophore.

Authors: Gianfranco Balboni; Severo Salvadori; Claudio Trapella; Brian I Knapp; Jean M Bidlack; Lawrence H Lazarus; Xuemei Peng; John L Neumeyer
Journal: ACS Chem Neurosci Date: 2010-02-17 Impact factor: 4.418

Review 5. Multitarget opioid ligands in pain relief: New players in an old game.

Authors: Rita Turnaturi; Giuseppina Aricò; Giuseppe Ronsisvalle; Carmela Parenti; Lorella Pasquinucci
Journal: Eur J Med Chem Date: 2015-11-22 Impact factor: 6.514

6. Opioid bifunctional ligands from morphine and the opioid pharmacophore Dmt-Tic.

Authors: Gianfranco Balboni; Severo Salvadori; Ewa D Marczak; Brian I Knapp; Jean M Bidlack; Lawrence H Lazarus; Xuemei Peng; Yu Gui Si; John L Neumeyer
Journal: Eur J Med Chem Date: 2010-12-08 Impact factor: 6.514

Review 7. Reward processing by the opioid system in the brain.

Authors: Julie Le Merrer; Jérôme A J Becker; Katia Befort; Brigitte L Kieffer
Journal: Physiol Rev Date: 2009-10 Impact factor: 37.312

8. Redefining the structure-activity relationships of 2,6-methano-3-benzazocines. Part 2: 8-formamidocyclazocine analogues.

Authors: Mark P Wentland; Xufeng Sun; Yingchun Ye; Rongliang Lou; Jean M Bidlack
Journal: Bioorg Med Chem Lett Date: 2003-06-02 Impact factor: 2.823

Novel Dimethyltyrosine-Tetrahydroisoquinoline Peptidomimetics with Aromatic Tetrahydroisoquinoline Substitutions Show in Vitro Kappa and Mu Opioid Receptor Agonism.

Review 1. New trends in the development of opioid peptide analogues as advanced remedies for pain relief.

2. Direct influence of C-terminally substituted amino acids in the Dmt-Tic pharmacophore on delta-opioid receptor selectivity and antagonism.

Review 3. Opioid Receptors.

4. Evolution of the Bifunctional Lead μ Agonist / δ Antagonist Containing the Dmt-Tic Opioid Pharmacophore.

Review 5. Multitarget opioid ligands in pain relief: New players in an old game.

6. Opioid bifunctional ligands from morphine and the opioid pharmacophore Dmt-Tic.

Review 7. Reward processing by the opioid system in the brain.

8. Redefining the structure-activity relationships of 2,6-methano-3-benzazocines. Part 2: 8-formamidocyclazocine analogues.

9. New scaffolds in the development of mu opioid-receptor ligands.

10. Opioid receptor three-dimensional structures from distance geometry calculations with hydrogen bonding constraints.

1. Structure-Activity Relationships of 7-Substituted Dimethyltyrosine-Tetrahydroisoquinoline Opioid Peptidomimetics.

Review 2. Peptidomimetics and Their Applications for Opioid Peptide Drug Discovery.