Cargando…

Enantiomerically Pure Quinoline‐Based κ‐Opioid Receptor Agonists: Chemoenzymatic Synthesis and Pharmacological Evaluation

Racemic (K)‐opioid receptor (KOR) agonist 2‐(3,4‐dichlorophenyl)‐1‐[(4aRS,8SR,8aSR)‐8‐(pyrrolidin‐1‐yl)‐3,4,4a,5,6,7,8,8a‐octahydroquinolin‐1(2H)‐yl]ethan‐1‐one ((±)‐4) was prepared in a diastereoselective synthesis. The first key step of the synthesis was the diastereoselective hydrogenation of the...

Descripción completa

Detalles Bibliográficos
Autores principales:	Martin, Benedikt, Schepmann, Dirk, Bernal, Freddy A., Schmidt, Thomas J., Che, Tao, Loser, Karin, Wünsch, Bernhard
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	John Wiley and Sons Inc. 2020
Materias:	Full Papers
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7496650/ https://www.ncbi.nlm.nih.gov/pubmed/32492288 http://dx.doi.org/10.1002/cmdc.202000300

Ejemplares similares

Synthesis and Pharmacological Evaluation of Fluorinated Quinoxaline‐Based κ‐Opioid Receptor (KOR) Agonists Designed for PET Studies
por: Tangherlini, Giovanni, et al.
Publicado: (2020)

Chemoenzymatic Dynamic Kinetic Resolution: A Powerful Tool for the Preparation of Enantiomerically Pure Alcohols and Amines
por: Verho, Oscar, et al.
Publicado: (2015)

Chemoenzymatic synthesis and biological evaluation of enantiomerically enriched 1-(β-hydroxypropyl)imidazolium- and triazolium-based ionic liquids
por: Borowiecki, Paweł, et al.
Publicado: (2013)

Enantiomerically Pure Tetravalent Neptunium Amidinates: Synthesis and Characterization
por: Fichter, Sebastian, et al.
Publicado: (2020)

Toluene Dioxygenase-Catalyzed cis-Dihydroxylation of Quinolines: A Molecular Docking Study and Chemoenzymatic Synthesis of Quinoline Arene Oxides
por: Boyd, Derek R., et al.
Publicado: (2021)

Enantiomerically pure amino-alcohol quinolines: in vitro anti-malarial activity in combination with dihydroartemisinin, cytotoxicity and in vivo efficacy in a Plasmodium berghei mouse model
por: Mullié, Catherine, et al.
Publicado: (2014)

Oxidative allylic rearrangement of cycloalkenols: Formal total synthesis of enantiomerically pure trisporic acid B
por: Dubberke, Silke, et al.
Publicado: (2011)

Chemoenzymatic Synthesis of Enantiomeric, Bicyclic δ-Halo-γ-lactones with a Cyclohexane Ring, Their Biological Activity and Interaction with Biological Membranes
por: Mazur, Marcelina, et al.
Publicado: (2020)

Synthesis of enantiomerically pure alcohols and amines via biocatalytic deracemisation methods
por: Musa, Musa M., et al.
Publicado: (2019)

Bio-Approach for Obtaining Enantiomerically Pure Clopidogrel with the Use of Ionic Liquids
por: Chałupka, Joanna, et al.
Publicado: (2023)

Access to Enantiomerically Pure P-Chiral 1-Phosphanorbornane Silyl Ethers
por: Ramazanova, Kyzgaldak, et al.
Publicado: (2023)

Synthesis of Enantiomerically Pure Bambus[6]urils Utilizing Orthogonal Protection of Glycolurils
por: Slávik, Petr, et al.
Publicado: (2023)

A new and expeditious synthesis of all enantiomerically pure stereoisomers of rosaprostol, an antiulcer drug
por: Perlikowska, Wiesława, et al.
Publicado: (2016)

Synthesis of enantiomerically pure N-(2,3-dihydroxypropyl)arylamides via oxidative esterification
por: Raghunadh, Akula, et al.
Publicado: (2013)

Enantiomerically Pure Phosphonated Carbocyclic 2'-Oxa-3'-Azanucleosides: Synthesis and Biological Evaluation
por: Romeo, Roberto, et al.
Publicado: (2014)

Synthesis and Investigation of the Analgesic Potential of Enantiomerically Pure Schiff Bases: A Mechanistic Approach
por: Afridi, Hamid Hussain, et al.
Publicado: (2022)

Access to Enantiomerically Pure P‐Stereogenic Primary Aminophosphine Sulfides under Reductive Conditions
por: Huber, Tanja, et al.
Publicado: (2022)

Chemoenzymatic Cascade Synthesis of Optically Pure Alkanoic Acids by Using Engineered Arylmalonate Decarboxylase Variants
por: Enoki, Junichi, et al.
Publicado: (2019)

Development of a novel chemoenzymatic route to enantiomerically enriched β-adrenolytic agents. A case study toward propranolol, alprenolol, pindolol, carazolol, moprolol, and metoprolol
por: Borowiecki, Paweł, et al.
Publicado: (2022)

An enantiomerically pure siderophore type ligand for the diastereoselective 1 : 1 complexation of lanthanide(III) ions
por: Albrecht, Markus, et al.
Publicado: (2009)

Useful access to enantiomerically pure protected inositols from carbohydrates: the aldohexos-5-uloses route
por: D’Andrea, Felicia, et al.
Publicado: (2016)

Synthesis of σ Receptor Ligands with a Spirocyclic System Connected with a Tetrahydroisoquinoline Moiety via Different Linkers
por: Bergkemper, Melanie, et al.
Publicado: (2021)

Full Opioid Agonists and Tramadol: Pharmacological and Clinical Considerations
por: Edinoff, Amber N., et al.
Publicado: (2021)

Synthesis and Biological Evaluation of Enantiomerically Pure (R)- and (S)-[(18)F]OF-NB1 for Imaging the GluN2B Subunit-Containing NMDA receptors
por: Korff, Marvin, et al.
Publicado: (2023)

Chemoenzymatic Synthesis of Tenofovir
por: Zdun, Beata, et al.
Publicado: (2023)

A Novel Approach for Microbial Synthesis of Enantiomerically Pure Whisky Lactones Based on Solid-State Fermentation
por: Boratyński, Filip, et al.
Publicado: (2018)

Synthesis of enantiomerically pure d- and l-bicyclo[3.1.0]hexenyl carbanucleosides and their antiviral evaluation
por: Park, Ah-Young, et al.
Publicado: (2011)

The production of enantiomerically pure 1-phenylethanol by enzymatic kinetic resolution method using response surface methodology
por: BOZAN, Ayşe, et al.
Publicado: (2020)

Enzymatic Approach to the Synthesis of Enantiomerically Pure Hydroxy Derivatives of 1,3,5-Triaza-7-phosphaadamantane
por: Kwiatkowska, Małgorzata, et al.
Publicado: (2021)

Unravelling Structural Dynamics, Supramolecular Behavior, and Chiroptical Properties of Enantiomerically Pure Macrocyclic Tertiary Ureas and Thioureas
por: Prusinowska, Natalia, et al.
Publicado: (2022)

μ-opioid receptor agonists and psychedelics: pharmacological opportunities and challenges
por: Salinsky, Leah M., et al.
Publicado: (2023)

Copper‐Catalyzed Borylation of Cyclic Sulfamidates: Access to Enantiomerically Pure (β‐and γ‐Aminoalkyl)boronic Esters
por: Ursinyova, Nina, et al.
Publicado: (2015)

Easy Access to Enantiomerically Pure Heterocyclic Silicon‐Chiral Phosphonium Cations and the Matched/Mismatched Case of Dihydrogen Release
por: Fontana, Nicolò, et al.
Publicado: (2021)

The Synthesis and Absolute Configuration of Enantiomeric Pure (R)- and (S)-3-(piperidin-3-yl)-1H-Indole Derivatives
por: Król, Marek, et al.
Publicado: (2022)

One-pot synthesis of enantiomerically pure N-protected allylic amines from N-protected α-amino esters
por: Silveira-Dorta, Gastón, et al.
Publicado: (2016)

Synthesis of Enantiomerically Pure N-Boc-Protected 1,2,3-Triaminopropylphosphonates and 1,2-Diamino-3-Hydroxypropylphosphonates
por: Trocha, Aleksandra, et al.
Publicado: (2019)

Anti-nociception mediated by a κ opioid receptor agonist is blocked by a δ receptor agonist
por: Taylor, A M W, et al.
Publicado: (2015)

Chemoenzymatic Synthesis of Oligohyaluronan–Lipid Conjugates
por: Ruhela, Dipali, et al.
Publicado: (2014)

Recent Advances in Chemoenzymatic Peptide Syntheses
por: Yazawa, Kenjiro, et al.
Publicado: (2014)

An Efficient Chemoenzymatic Synthesis of Dihydroartemisinic Aldehyde
por: Demiray, Melodi, et al.
Publicado: (2017)

Cannot write session to /tmp/vufind_sessions/sess_lpbk6pp9nd7rt3afjk3al7pmjj