Cargando…

N-Phenethyl Substitution in 14-Methoxy-N-methylmorphinan-6-ones Turns Selective µ Opioid Receptor Ligands into Dual µ/δ Opioid Receptor Agonists

Morphine and structurally-derived compounds are µ opioid receptor (µOR) agonists, and the most effective analgesic drugs. However, their usefulness is limited by serious side effects, including dependence and abuse potential. The N-substituent in morphinans plays an important role in opioid activiti...

Descripción completa

Detalles Bibliográficos
Autores principales:	Dumitrascuta, Maria, Bermudez, Marcel, Ben Haddou, Tanila, Guerrieri, Elena, Schläfer, Lea, Ritsch, Andreas, Hosztafi, Sandor, Lantero, Aquilino, Kreutz, Christoph, Massotte, Dominique, Schmidhammer, Helmut, Wolber, Gerhard, Spetea, Mariana
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	Nature Publishing Group UK 2020
Materias:	Article
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7101422/ https://www.ncbi.nlm.nih.gov/pubmed/32221355 http://dx.doi.org/10.1038/s41598-020-62530-w

Ejemplares similares

Synthesis, Pharmacology, and Molecular Docking Studies on 6-Desoxo-N-methylmorphinans as Potent μ-Opioid Receptor Agonists
por: Dumitrascuta, Maria, et al.
Publicado: (2017)

μ Opioid receptor: novel antagonists and structural modeling
por: Kaserer, Teresa, et al.
Publicado: (2016)

Highly Potent and Selective New Diphenethylamines Interacting with the κ-Opioid Receptor: Synthesis, Pharmacology, and Structure–Activity Relationships
por: Erli, Filippo, et al.
Publicado: (2017)

Molecular Docking, Molecular Dynamics, and Structure–Activity Relationship Explorations of 14-Oxygenated N-Methylmorphinan-6-ones as Potent μ-Opioid Receptor Agonists
por: Noha, Stefan M., et al.
Publicado: (2017)

Pharmacological Investigations of N-Substituent Variation in Morphine and Oxymorphone: Opioid Receptor Binding, Signaling and Antinociceptive Activity
por: Ben Haddou, Tanila, et al.
Publicado: (2014)

A ligand-based 3D pharmacophore model for the μ opioid receptor: application to the morphinan class of opioids
por: Asim, Muhammad Faheem, et al.
Publicado: (2010)

Development of 5-Substituted N-Methylmorphinan-6-ones as Potent Opioid Analgesics with Improved Side-Effect Profile
por: Schmidhammer, Helmut, et al.
Publicado: (2012)

Mechanistic Characterization of the Pharmacological Profile of HS-731, a Peripherally Acting Opioid Analgesic, at the µ-, δ-, κ-Opioid and Nociceptin Receptors
por: Puls, Kristina, et al.
Publicado: (2022)

Exploring pharmacological activities and signaling of morphinans substituted in position 6 as potent agonists interacting with the μ opioid receptor
por: Ben Haddou, Tanila, et al.
Publicado: (2014)

Recent Chemical and Pharmacological Developments on 14-Oxygenated-N-methylmorphinan-6-ones
por: Spetea, Mariana, et al.
Publicado: (2021)

Synthesis, Biological, and Structural Explorations of New Zwitterionic Derivatives of 14-O-Methyloxymorphone, as Potent μ/δ Opioid Agonists and Peripherally Selective Antinociceptives
por: Spetea, Mariana, et al.
Publicado: (2018)

5-Benzyl substituted 14-methoxymetopon, a high affinity μ opioid receptor agonist with potent antinociceptive activity in mice
por: Spetea, Mariana, et al.
Publicado: (2008)

Opioids and Their Receptors: Present and Emerging Concepts in Opioid Drug Discovery
por: Spetea, Mariana, et al.
Publicado: (2020)

Biological, pharmacological and immunological activities of novel 6-amino-acid-substituted 14-alkoxy-N-methylmorphinans
por: Guerrieri, Elena, et al.
Publicado: (2011)

Development of Diphenethylamines as Selective Kappa Opioid Receptor Ligands and Their Pharmacological Activities
por: Schmidhammer, Helmut, et al.
Publicado: (2020)

Antinociceptive Efficacy of the µ-Opioid/Nociceptin Peptide-Based Hybrid KGNOP1 in Inflammatory Pain without Rewarding Effects in Mice: An Experimental Assessment and Molecular Docking
por: Dumitrascuta, Maria, et al.
Publicado: (2021)

Mechanistic Understanding of Peptide Analogues, DALDA, [Dmt(1)]DALDA, and KGOP01, Binding to the Mu Opioid Receptor
por: Dumitrascuta, Maria, et al.
Publicado: (2020)

Identification of novel ligands interacting with kappa opioid receptors
por: Spetea, Mariana, et al.
Publicado: (2011)

Development of novel N-methyl and N-allyl-substituted oxazolomorphinans and their interaction with opioid receptors
por: Sipos, Attila, et al.
Publicado: (2011)

Introduction of a 6-cyano group in 14-oxygenated N-methylmorphinans influences in vitro and in vivo pharmacological activities
por: Follia, Valeria, et al.
Publicado: (2011)

Quantitative Detection of µ Opioid Receptor: Western Blot Analyses Using µ Opioid Receptor Knockout Mice
por: Kasai, Shinya, et al.
Publicado: (2011)

Human μ Opioid Receptor Models with Evaluation of the Accuracy Using the Crystal Structure of the Murine μ Opioid Receptor
por: Perez-Aguilar, Jose Manuel, et al.
Publicado: (2012)

Comparison of physicochemical properties and biological activities of opioid morphinans interacting with mu opioid receptors
por: Asim, Muhammad F, et al.
Publicado: (2008)

Novel Positive Allosteric Modulators of µ Opioid Receptor—Insight from In Silico and In Vivo Studies
por: Bartuzi, Damian, et al.
Publicado: (2020)

Synthesis and Evaluation of Novel Biased μ-Opioid-Receptor (μOR) Agonists
por: Ma, Mengjun, et al.
Publicado: (2019)

Heteromerization of μ-opioid receptor and cholecystokinin B receptor through the third transmembrane domain of the μ-opioid receptor contributes to the anti-opioid effects of cholecystokinin octapeptide
por: Yang, Yin, et al.
Publicado: (2018)

Influence of the 14-alkoxy group and the substitution in position 5 in N-methyl-14-alkoxymorphinan-6-ones on in vitro and in vivo pharmacological activities
por: Haddou, Tanila Ben, et al.
Publicado: (2012)

Pharmacological Profiles of Oligomerized μ-Opioid Receptors
por: Lee, Cynthia Wei-Sheng, et al.
Publicado: (2013)

μ-Opioid receptor desensitization: homologous or heterologous?
por: Llorente, Javier, et al.
Publicado: (2012)

Structural insights into μ-opioid receptor activation
por: Huang, Weijiao, et al.
Publicado: (2015)

How μ-Opioid Receptor Recognizes Fentanyl
por: Vo, Quynh N., et al.
Publicado: (2020)

How μ-Opioid Receptor Recognizes Fentanyl
por: Vo, Quynh N., et al.
Publicado: (2020)

How μ-opioid receptor recognizes fentanyl
por: Vo, Quynh N., et al.
Publicado: (2021)

Effects of N-Substitutions on the Tetrahydroquinoline (THQ) Core of Mixed-Efficacy μ-Opioid Receptor (MOR)/δ-Opioid Receptor (DOR) Ligands
por: Harland, Aubrie A., et al.
Publicado: (2016)

Clinical opioids differentially induce co-internalization of μ- and δ-opioid receptors
por: Bao, Fenghua, et al.
Publicado: (2018)

Cellular tolerance at the µ-opioid receptor is phosphorylation dependent
por: Arttamangkul, Seksiri, et al.
Publicado: (2018)

Methylnaltrexone: Peripherally Acting µ-Opioid Receptor Antagonist
por: Uritsky, Tanya J.
Publicado: (2019)

Seasonal Variation in the Brain μ-Opioid Receptor Availability
por: Sun, Lihua, et al.
Publicado: (2021)

Activation mechanism of the μ-opioid receptor by an allosteric modulator
por: Kaneko, Shun, et al.
Publicado: (2022)

In vitro and in vivo pharmacological profile of the 5-benzyl analogue of 14-methoxymetopon, a novel μ opioid analgesic with reduced propensity to alter motor function
por: Spetea, Mariana, et al.
Publicado: (2010)

Cannot write session to /tmp/vufind_sessions/sess_3d4mu6ciq190tufh482lj9et1h