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Design, Synthesis, and Biological Evaluation of Erythrina Alkaloid Analogues as Neuronal Nicotinic Acetylcholine Receptor Antagonists

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What this work says

Outgoing claims: the papers this work cites, builds on, or argues with.

inferredcites →https://doi.org/10.1002/anie.201008071openalex-snapshot
The Pictet–Spengler Reaction in Nature and in Organic Chemistry
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Beiträge zur Chemie der Carbinolamine. I Untersuchungen an Py‐Tetrahydroisochinolinen
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Synthesis Pathways to Erythrina Alkaloids and Erythrina Type Compounds
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Nicotinic acetylcholine receptors and depression: a review of the preclinical and clinical literature
inferredcites →https://doi.org/10.1007/s00706-004-0184-8openalex-snapshot
An Improved Stereocontrolled Route to cis-Erythrinanes by Combined Intramolecular Strecker and Bruylants Reaction
inferredcites →https://doi.org/10.1007/s40263-013-0097-3openalex-snapshot
Current Place of Monoamine Oxidase Inhibitors in the Treatment of Depression
inferredcites →https://doi.org/10.1016/0014-2999(95)00191-mopenalex-snapshot
Erysodine, a competitive antagonist at neuronal nicotinic acetylcholine receptors
inferredcites →https://doi.org/10.1016/j.bbr.2008.08.016openalex-snapshot
Nicotine, but not mecamylamine, enhances antidepressant-like effects of citalopram and reboxetine in the mouse forced swim and tail suspension tests
inferredcites →https://doi.org/10.1016/j.biopsych.2004.08.010openalex-snapshot
High-affinity nicotinic acetylcholine receptors are required for antidepressant effects of amitriptyline on behavior and hippocampal cell proliferation
inferredcites →https://doi.org/10.1016/j.bmc.2007.03.023openalex-snapshot
Aporphine metho salts as neuronal nicotinic acetylcholine receptor blockers
inferredcites →https://doi.org/10.1016/j.bmc.2013.03.024openalex-snapshot
Neonicotinic analogues: Selective antagonists for α4β2 nicotinic acetylcholine receptors
inferredcites →https://doi.org/10.1016/j.bmcl.2004.05.001openalex-snapshot
Structure activity studies of ring E analogues of methyllycaconitine. Part 2: Synthesis of antagonists to the α3β4* nicotinic acetylcholine receptors through modifications to the ester
inferredcites →https://doi.org/10.1016/s0022-3565(24)29396-4openalex-snapshot
Competitive Neuronal Nicotinic Receptor Antagonists: A New Direction for Drug Discovery
inferredcites →https://doi.org/10.1016/s0022-3565(25)11505-xopenalex-snapshot
THE ACTION OF SOME DERIVATIVES OF BETA-ERYTHROIDINE ON PERIPHERAL NEURO-EFFECTOR SYSTEMS
inferredcites →https://doi.org/10.1021/cr300044dopenalex-snapshot
Ion Channel Mutations in Neuronal Diseases: A Genetics Perspective
inferredcites →https://doi.org/10.1021/cr3000829openalex-snapshot
Ligand-Gated Ion Channels: New Insights into Neurological Disorders and Ligand Recognition
inferredcites →https://doi.org/10.1021/ja01643a093openalex-snapshot
The Alkaloids—Chemistry and Physiology
inferredcites →https://doi.org/10.1021/jm00163a025openalex-snapshot
Inhibition of monoamine oxidases A and B by simple isoquinoline alkaloids: racemic and optically active 1,2,3,4-tetrahydro-, 3,4-dihydro-, and fully aromatic isoquinolines
inferredcites →https://doi.org/10.1021/jm040219eopenalex-snapshot
Neuronal Nicotinic Acetylcholine Receptors: Structural Revelations, Target Identifications, and Therapeutic Inspirations
inferredcites →https://doi.org/10.1021/jm050069nopenalex-snapshot
Varenicline: An α4β2 Nicotinic Receptor Partial Agonist for Smoking Cessation
inferredcites →https://doi.org/10.1021/jm200834xopenalex-snapshot
Deconstruction of the α4β2 Nicotinic Acetylcholine Receptor Positive Allosteric Modulator Desformylflustrabromine
inferredcites →https://doi.org/10.1021/jm701625vopenalex-snapshot
Novel Acetylcholine and Carbamoylcholine Analogues: Development of a Functionally Selective α4β2Nicotinic Acetylcholine Receptor Agonist
inferredcites →https://doi.org/10.1021/jo00384a018openalex-snapshot
A photochemical route for erythrane ring construction
inferredcites →https://doi.org/10.1021/np50047a001openalex-snapshot
Simple Isoquinoline Alkaloids
inferredcites →https://doi.org/10.1021/np980008aopenalex-snapshot
Synthesis and Dopamine Receptor Selectivity of the Benzyltetrahydroisoquinoline, (R)-(+)-nor-Roefractine
inferredcites →https://doi.org/10.1021/ol061267ropenalex-snapshot
Total Syntheses of (±)-β-Erythroidine and (±)-8-oxo-β-Erythroidine by an Intramolecular Diels−Alder Cycloaddition of a 2-Amidoacrolein
inferredcites →https://doi.org/10.1038/nprot.2012.044openalex-snapshot
Using the rat forced swim test to assess antidepressant-like activity in rodents
inferredcites →https://doi.org/10.1038/sj.bjp.0705359openalex-snapshot
Nicotine and nicotinic receptor antagonists potentiate the antidepressant‐like effects of imipramine and citalopram
inferredcites →https://doi.org/10.1039/b710456aopenalex-snapshot
A template-based mnemonic for monoamine oxidase (MAO-N) catalyzed reactions and its application to the chemo-enzymatic deracemisation of the alkaloid (±)-crispine A
inferredcites →https://doi.org/10.1039/b900189aopenalex-snapshot
New approaches for the synthesis of erythrinan alkaloids
inferredcites →https://doi.org/10.1039/b903035mopenalex-snapshot
Recent advances in the understanding of the interaction of antidepressant drugs with serotonin and norepinephrine transporters
inferredcites →https://doi.org/10.1039/c2cc32442copenalex-snapshot
Covalent attachment of antagonists to the α7 nicotinic acetylcholine receptor: synthesis and reactivity of substituted maleimides
inferredcites →https://doi.org/10.1055/s-2008-1032091openalex-snapshot
Highly Efficient Domino Reaction for the Synthesis of the Erythrina and B-Homoerythrina Alkaloid Skeleton
inferredcites →https://doi.org/10.1074/jbc.m109.071183openalex-snapshot
A Synthetic Combinatorial Strategy for Developing α-Conotoxin Analogs as Potent α7 Nicotinic Acetylcholine Receptor Antagonists
inferredcites →https://doi.org/10.1074/jbc.m112.342212openalex-snapshot
Interaction of Antidepressants with the Serotonin and Norepinephrine Transporters
inferredcites →https://doi.org/10.1074/jbc.m806136200openalex-snapshot
Rational Design of α-Conotoxin Analogues Targeting α7 Nicotinic Acetylcholine Receptors
inferredcites →https://doi.org/10.1080/00397918408076803openalex-snapshot
A Convenient Synthesis of Simple Tetrahydroisoquinolines
inferredcites →https://doi.org/10.1080/hrp_8.3.99openalex-snapshot
Biological Aspects of the Link between Smoking and Depression
inferredcites →https://doi.org/10.1124/mol.107.042820openalex-snapshot
Positive Allosteric Modulation of the α7 Nicotinic Acetylcholine Receptor: Ligand Interactions with Distinct Binding Sites and Evidence for a Prominent Role of the M2-M3 Segment
inferredcites →https://doi.org/10.1124/mol.110.065490openalex-snapshot
Molecular Determinants for Competitive Inhibition of α4β2 Nicotinic Acetylcholine Receptors
inferredcites →https://doi.org/10.1124/mol.64.4.865openalex-snapshot
Carbamoylcholine Homologs: Novel and Potent Agonists at Neuronal Nicotinic Acetylcholine Receptors
inferredcites →https://doi.org/10.1124/pr.108.000869openalex-snapshot
SLC6 Neurotransmitter Transporters: Structure, Function, and Regulation
inferredcites →https://doi.org/10.1135/cccc19883184openalex-snapshot
Synthesis of fagaronine
inferredcites →https://doi.org/10.1177/0269881108091587openalex-snapshot
Antidepressant-like effects of nicotinic acetylcholine receptor antagonists, but not agonists, in the mouse forced swim and mouse tail suspension tests
inferredcites →https://doi.org/10.1177/0269881110364271openalex-snapshot
Subtype-selective nicotinic acetylcholine receptor agonists enhance the responsiveness to citalopram and reboxetine in the mouse forced swim test
inferredcites →https://doi.org/10.1248/cpb.36.1275openalex-snapshot
Selective cleavage of aromatic rings by ozonolysis. I. Application to o-dimethoxybenzene derivatives.
inferredcites →https://doi.org/10.1371/journal.pone.0040757openalex-snapshot
Crystal Structure of Lymnaea stagnalis AChBP Complexed with the Potent nAChR Antagonist DHβE Suggests a Unique Mode of Antagonism

What points at this work

Incoming claims: where this work appears in other papers’ reference lists and arguments.

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Total Synthesis of Natural Alkaloids Schwarzinicines A-D
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Photoresponsive Aerobic Cross‐Dehydrogenative Coupling Reaction with Ammonium Iodide Catalyst
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Antidepressant Drug Discovery and Development: Mechanism and Drug Design Based on Small Molecules
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Development of a Divergent Synthetic Route to the Erythrina Alkaloids: Asymmetric Syntheses of 8‐Oxo‐erythrinine, Crystamidine, 8‐Oxo‐erythraline, and Erythraline
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Synthesis of Pyrrolidines by a Csp3‐Csp3/Csp3‐N Transition‐Metal‐Free Domino Reaction of Boronic Acids with γ‐Azido‐N‐Tosylhydrazones
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Development of a Divergent Synthetic Route to the Erythrina Alkaloids: Asymmetric Syntheses of 8‐Oxo‐erythrinine, Crystamidine, 8‐Oxo‐erythraline, and Erythraline
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Synthesis of Pyrrolidines by a Csp3‐Csp3/Csp3‐N Transition‐Metal‐Free Domino Reaction of Boronic Acids with γ‐Azido‐N‐Tosylhydrazones
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Photomediated One‐Pot Multicomponent Cascade Reaction for the Synthesis of N‐Acyl/Sulfonyl‐α‐Phosphonated‐1,2,3,4‐Tetrahydroisoquinoline via Twice Acyl/Sulfonyl Iminium Formation
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Synthesis of Condensed Tetrahydroisoquinoline Class of Alkaloids by Employing TfOH‐Mediated Imide Carbonyl Activation
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Oxidation of Trialkylamines by BrCCl3: Scope, Applications and Mechanistic Aspects
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Metal‐Free Multicomponent Construction of Tetrahydroisoquinoline‐Indole Derivatives via In Situ Generated ortho ‐Quinonoid Intermediate
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Artificial Erythrina Alkaloids from Three Erythrina Plants, E. variegata, E. crista-galli and E. arborescens
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Recent advances in applications of Friedel–Crafts reactions in total synthesis of alkaloids
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Synthesis and biological evaluation of a D-ring-contracted analogue of lamellarin D
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Biomolecular recognition of antagonists by α7 nicotinic acetylcholine receptor: Antagonistic mechanism and structure–activity relationships studies
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An efficient access to tetrahydropyrrolo[2,1-a]isoquinoline derivatives based on phosphoranylidene succinimide
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Isoquinolines from Corydalis tomentella from Tibet, China, possess hepatoprotective activities
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Synthesis and evaluation of berberine derivatives and analogs as potential antiacetylcholinesterase and antioxidant agents
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A divergent route to 9,10-oxygenated tetrahydroprotoberberine and 8-oxoprotoberberine alkaloids: synthesis of (±)-isocorypalmine and oxypalmatine
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Total synthesis of natural alkaloids Schwarzinicines A-D
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A simple approach for the synthesis of azocine alkaloids: The total synthesis of megallanesine
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Structural Simplification of Natural Products
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The Heterogeneous Kinetic Origins of the Binding Properties of Orthosteric Ligands at Heteromeric Nicotinic Acetylcholine Receptors
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Dual Nicotinic Acetylcholine Receptor α4β2 Antagonists/α7 Agonists: Synthesis, Docking Studies, and Pharmacological Evaluation of Tetrahydroisoquinolines and Tetrahydroisoquinolinium Salts
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Construction of the Erythrinane Core Skeleton via Asymmetric Catalytic Cascade Reaction of Tertiary Enamides
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Erythrina Alkaloid Analogues as nAChR Antagonists–A Flexible Platform for Leads in Drug Discovery
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Tandem H/D Exchange-SET Reductive Deuteration Strategy for the Synthesis of α,β-Deuterated Amines Using D2O
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Tunable Approach to Diverse Phenethylamines via Reduction of 5-Aryloxazolidines with Triethylsilane
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Spokewise Total Syntheses of Four Erythrina Alkaloids and Telescoped Syntheses of Six Additional Alkaloids
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Isoindolinone Synthesis: Selective Dioxane-Mediated Aerobic Oxidation of Isoindolines
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Lewis-Acid-Catalyzed Dearomative [4π + 2σ] Cycloaddition of Bicyclobutanes with Isoquinolinium Methylides for the Synthesis of Ring-Fused Azabicyclo[3.1.1]heptanes
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Cascade [3 + 2]/[4 + 2] Cycloaddition of Enaminones with Vinylene Carbonate for the Synthesis of Functionalized Pyrrolo[2,1- a ]isoquinoline Derivatives
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Catalytic Asymmetric Inverse-Electron Demand 1,3-Dipolar Cycloaddition of Isoquinolinium Methylides with Enecarbamates by a Chiral N,N′-Dioxide/Ag(I) Complex
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Tying up Nicotine: New Selective Competitive Antagonist of the Neuronal Nicotinic Acetylcholine Receptors
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Iron Trichloride-Mediated Cascade Reaction of Aminosugar Derivatives for the Synthesis of Fused Tetrahydroisoquinoline–Tetrahydrofuran Systems
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Synthesis and Pharmacological Evaluation of DHβE Analogues as Neuronal Nicotinic Acetylcholine Receptor Antagonists
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Dimeric Erythrina Alkaloids from the Flower of Erythrina variegata
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Chiral phosphoric acid-catalyzed enantioselective phosphinylation of 3,4-dihydroisoquinolines with diarylphosphine oxides
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Phosphine-catalyzed dearomatizing [3+2] annulations of isoquinolinium methylides with allenes
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Hyperbranched polyester nanorods with pyrrolo[2,1-a]isoquinoline end groups for fluorescent recognition of Fe 3+
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Novel strategies for catalytic asymmetric synthesis of C1-chiral 1,2,3,4-tetrahydroisoquinolines and 3,4-dihydrotetrahydroisoquinolines
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Intramolecular hydride transfer onto arynes: redox-neutral and transition metal-free C(sp 3 )–H functionalization of amines
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Photocatalytic C–H silylation of heteroarenes by using trialkylhydrosilanes
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Controllable carbonyl-assisted C(sp 3 )–C(sp 3 ) bond reduction and reorganization
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Design and Synthesis of Nicotinic Acetylcholine Receptor Antagonists and their Effect on Cognitive Impairment
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Synthesis and Antioxidant Activity of N-{[4-(1,3-Benzodioxol-5-yl)tetrahydro-2H-pyran-4-yl]methyl}-Substituted 3-Aryloxy-2-hydroxypropanamines, 2-Aminoacetamides, and 2-(Hetarylsulfanyl)acetamides
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Synthetic Studies on Heteropolycyclic Natural Products: Development of Divergent Strategy
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Selective C(sp3)-C(sp3) reduction and metathesis of ketones
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New Selective Human MAO-B Inhibitors from the Stems of Erythrina corallodendron L.
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Synthesis and Antioxidant Activity (4-(Benzo[d][1,3]-dioxol-6-yl)-tetrahydro-2H-pyran-4-yl)methylsubstituted Aryloxypropanolamines, Aminoamides and Sulfanilamides
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Synthesis and Investigation of Tricyclic Isoquinoline Derivatives as Antibacterial Agents
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Promising Antioxidant Activity of Erythrina Genus: An Alternative Treatment for Inflammatory Pain?
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A strategic approach to [6,6]-bicyclic lactones: application towards the CD fragment of DHβE
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