Novel Dimethyltyrosine-Tetrahydroisoquinoline Peptidomimetics with Aromatic Tetrahydroisoquinoline Substitutions Show

Animals Cell Line Peptidomimetics / pharmacology Rats Receptors, Opioid, kappa / agonists Receptors, Opioid, mu / agonists Structure-Activity Relationship Tetrahydroisoquinolines / pharmacology
cocaine addiction dimethyltyrosine−tetrahydroisoquinoline multifunctional ligands opioids peptidomimetics synthesis

Journal

ACS chemical neuroscience
ISSN: 1948-7193
Titre abrégé: ACS Chem Neurosci
Pays: United States
ID NLM: 101525337

Informations de publication

Date de publication:
21 08 2019
Historique:
pubmed: 15 6 2019
medline: 8 8 2020
entrez: 15 6 2019
Statut: ppublish

Résumé

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.

Identifiants

DOI: 10.1021/acschemneuro.9b00250 PMID: 31199621 PMC: PMC6726392
pubmed: 31199621
doi: 10.1021/acschemneuro.9b00250
pmc: PMC6726392
mid: NIHMS1039973
doi:

Substances chimiques

Peptidomimetics 0
Receptors, Opioid, kappa 0
Receptors, Opioid, mu 0
Tetrahydroisoquinolines 0

Types de publication

Journal Article Research Support, N.I.H., Extramural Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, Non-P.H.S.

Langues

eng

Sous-ensembles de citation

IM

Pagination

3682-3689

Subventions

Organisme : NIDA NIH HHS
ID : R21 DA051732
Pays : United States
Organisme : NIGMS NIH HHS
ID : R25 GM086262
Pays : United States
Organisme : NIDA NIH HHS
ID : R03 DA048129
Pays : United States
Organisme : NIDA NIH HHS
ID : R01 DA003910
Pays : United States
Organisme : NIDA NIH HHS
ID : T32 DA007281
Pays : United States

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Auteurs

Deanna Montgomery (D)

Department of Medicinal Chemistry, College of Pharmacy , University of Michigan , Ann Arbor , Michigan 48109 , United States.

Jessica P Anand (JP)

Department of Pharmacology, Medical School , University of Michigan , Ann Arbor , Michigan 48109 , United States.
Edward F. Domino Research Center, Medical School , University of Michigan , Ann Arbor , Michigan 48109 , United States.

Nicholas W Griggs (NW)

Department of Pharmacology, Medical School , University of Michigan , Ann Arbor , Michigan 48109 , United States.

Thomas J Fernandez (TJ)

Department of Pharmacology, Medical School , University of Michigan , Ann Arbor , Michigan 48109 , United States.

Joshua G Hartman (JG)

Department of Pharmacology, Medical School , University of Michigan , Ann Arbor , Michigan 48109 , United States.

Ashley A Sánchez-Santiago (AA)

Department of Pharmacology, Medical School , University of Michigan , Ann Arbor , Michigan 48109 , United States.

Irina D Pogozheva (ID)

Department of Medicinal Chemistry, College of Pharmacy , University of Michigan , Ann Arbor , Michigan 48109 , United States.

John R Traynor (JR)

Department of Pharmacology, Medical School , University of Michigan , Ann Arbor , Michigan 48109 , United States.
Edward F. Domino Research Center, Medical School , University of Michigan , Ann Arbor , Michigan 48109 , United States.

Henry I Mosberg (HI)

Department of Medicinal Chemistry, College of Pharmacy , University of Michigan , Ann Arbor , Michigan 48109 , United States.
Edward F. Domino Research Center, Medical School , University of Michigan , Ann Arbor , Michigan 48109 , United States.
ORCID: 0000-0002-4107-8870

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Classifications MeSH

questionsmedicales.fr › Eucaryotes › Animaux › Novel Dimethyltyrosine-Tetrahydroisoquinoline...
questionsmedicales.fr › Cellules › Cellules cultivées › Lignée cellulaire › Novel Dimethyltyrosine-Tetrahydroisoquinoline...
questionsmedicales.fr › Actions chimiques et utilisations › Actions pharmacologiques › Mécanismes moléculaires de l'action pharmacologique › Peptidomimétiques › Novel Dimethyltyrosine-Tetrahydroisoquinoline...
questionsmedicales.fr › Eucaryotes › Animaux › Chordés › Vertébrés › Mammifères › Eutheria › Rodentia › Muridae › Murinae › Rats › Novel Dimethyltyrosine-Tetrahydroisoquinoline...
questionsmedicales.fr › Acides aminés, peptides et protéines › Protéines › Protéines membranaires › Récepteurs de surface cellulaire › Récepteurs peptidiques › Récepteur aux neuropeptides › Récepteurs aux opioïdes › Récepteur kappa › Novel Dimethyltyrosine-Tetrahydroisoquinoline...
questionsmedicales.fr › Acides aminés, peptides et protéines › Protéines › Protéines membranaires › Récepteurs de surface cellulaire › Récepteurs peptidiques › Récepteur aux neuropeptides › Récepteurs aux opioïdes › Récepteur mu › Novel Dimethyltyrosine-Tetrahydroisoquinoline...
questionsmedicales.fr › Phénomènes physiologiques › Phénomènes pharmacologiques et toxicologiques › Phénomènes pharmacologiques › Relation structure-activité › Novel Dimethyltyrosine-Tetrahydroisoquinoline...
questionsmedicales.fr › Composés hétérocycliques › Composés hétérocycliques à cycles fusionnés › Composés hétérobicycliques › Isoquinoléines › Tétrahydroisoquinoléines › Novel Dimethyltyrosine-Tetrahydroisoquinoline...