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Molecular design, synthesis and biological evaluation of cage compound-based inhibitors of hepatitis C virus p7 ion channels

https://doi.org/10.1016/j.ejmech.2018.08.009
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Aminoadamantanes for chronic hepatitis C
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Recent progress in designing inhibitors that target the drug‐resistant M2 proton channels from the influenza A viruses
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Genotype-dependent sensitivity of hepatitis C virus to inhibitors of the p7 ion channel
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Resistance mutations define specific antiviral effects for inhibitors of the hepatitis C virus p7 ion channel
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Structure-Guided Design Affirms Inhibitors of Hepatitis C Virus p7 as a Viable Class of Antivirals Targeting Virion Release
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UCSF Chimera—A visualization system for exploratory research and analysis
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CHARMM‐GUI: A web‐based graphical user interface for CHARMM
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AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility
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AutoDock Vina: Improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading
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CHARMM general force field: A force field for drug‐like molecules compatible with the CHARMM all‐atom additive biological force fields
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CHARMM36 all-atom additive protein force field: Validation based on comparison to NMR data
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CHARMM-GUI Membrane Builder toward realistic biological membrane simulations
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Syntheses and NMR, MS and X‐ray investigations of homoadamantane‐fused pyridopyrimidinones
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Preparation of ring‐labelled adamantane derivatives. I. 2‐adamantanecarboxylic acid‐2‐14C and 2‐methyladamantane‐2‐14C
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An overview of the Amber biomolecular simulation package
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Comparative Protein Modelling by Satisfaction of Spatial Restraints
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Adamantylation of Pyridine Derivatives
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Online chemical modeling environment (OCHEM): web platform for data storage, model development and publishing of chemical information
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Transverse relaxation dispersion of the p7 membrane channel from hepatitis C virus reveals conformational breathing
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Synthesis and antiviral activity of new adamantane derivatives
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Synthesis and Antiviral Properties of Ethyl(3-ethyladamant-1-yl)carbamate
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Antiviral properties of cage compounds. New prospects
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Prediction of human intestinal absorption of drug compounds
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Structural basis of interaction between the hepatitis C virus p7 channel and its blocker hexamethylene amiloride
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Targeting the Channel Activity of Viroporins
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A novel Hepatitis C virus p7 ion channel inhibitor, BIT225, inhibits bovine viral diarrhea virus in vitro and shows synergism with recombinant interferon-α-2b and nucleoside analogues
inferredcites →https://doi.org/10.1016/j.antiviral.2013.10.015openalex-snapshot
Pore-forming activity of pestivirus p7 in a minimal model system supports genus-specific viroporin function
inferredcites →https://doi.org/10.1016/j.antiviral.2017.01.006openalex-snapshot
An M2-V27A channel blocker demonstrates potent in vitro and in vivo antiviral activities against amantadine-sensitive and -resistant influenza A viruses
inferredcites →https://doi.org/10.1016/j.antiviral.2017.02.014openalex-snapshot
Current therapy for chronic hepatitis C: The role of direct-acting antivirals
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Viral proteins function as ion channels
inferredcites →https://doi.org/10.1016/j.bbamem.2013.09.004openalex-snapshot
The minimalist architectures of viroporins and their therapeutic implications
inferredcites →https://doi.org/10.1016/j.bbamem.2015.03.006openalex-snapshot
Genotype-specific differences in structural features of hepatitis C virus (HCV) p7 membrane protein
inferredcites →https://doi.org/10.1016/j.bbamem.2016.04.004openalex-snapshot
Asymmetric dynamics of ion channel forming proteins — Hepatitis C virus (HCV) p7 bundles
inferredcites →https://doi.org/10.1016/j.bmc.2005.12.056openalex-snapshot
Heterocyclic rimantadine analogues with antiviral activity
inferredcites →https://doi.org/10.1016/j.bmc.2016.07.063openalex-snapshot
Assessing the physiological relevance of alternate architectures of the p7 protein of hepatitis C virus in different environments
inferredcites →https://doi.org/10.1016/j.bpc.2017.11.002openalex-snapshot
Understanding the inhibitory mechanism of BIT225 drug against p7 viroporin using computational study
inferredcites →https://doi.org/10.1016/j.bpj.2016.04.018openalex-snapshot
Patch-Clamp Study of Hepatitis C p7 Channels Reveals Genotype-Specific Sensitivity to Inhibitors
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Economic Burden of Hepatitis C Infection
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Amantadine for treatment of hepatitis C: Time to say “enough is enough”?
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EASL Recommendations on Treatment of Hepatitis C 2018
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Direct antiviral agents (DAAs) - A new age in the treatment of hepatitis C virus infection
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Structural and dynamic mechanisms for the function and inhibition of the M2 proton channel from influenza A virus
inferredcites →https://doi.org/10.1016/j.tet.2017.08.025openalex-snapshot
Reactions of tetracyclic γ-sultones with N-nucleophiles. Novel synthesis of 3,4-disubstituted homoadamantanes
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The elusive function of the hepatitis C virus p7 protein
inferredcites →https://doi.org/10.1016/s0014-5793(02)03851-6openalex-snapshot
The p7 protein of hepatitis C virus forms an ion channel that is blocked by the antiviral drug, Amantadine
inferredcites →https://doi.org/10.1016/s0040-4020(01)97892-5openalex-snapshot
Synthesis of some 4-mono- and 4,5-disubstituted homoadamantanes (tricyclo [4·3·1·13,8]undecanes)
inferredcites →https://doi.org/10.1016/s0166-3542(02)00196-1openalex-snapshot
Potential antiviral therapeutics for smallpox, monkeypox and other orthopoxvirus infections
inferredcites →https://doi.org/10.1016/s0166-3542(03)00174-8openalex-snapshot
Bovine viral diarrhea virus as a surrogate model of hepatitis C virus for the evaluation of antiviral agents
inferredcites →https://doi.org/10.1021/acs.jctc.5b00935openalex-snapshot
CHARMM-GUI Input Generator for NAMD, GROMACS, AMBER, OpenMM, and CHARMM/OpenMM Simulations Using the CHARMM36 Additive Force Field
inferredcites →https://doi.org/10.1021/cr100264topenalex-snapshot
The Lipophilic Bullet Hits the Targets: Medicinal Chemistry of Adamantane Derivatives
inferredcites →https://doi.org/10.1021/ct400314yopenalex-snapshot
Routine Microsecond Molecular Dynamics Simulations with AMBER on GPUs. 2. Explicit Solvent Particle Mesh Ewald
inferredcites →https://doi.org/10.1021/ja00483a035openalex-snapshot
Synthesis of acetylenes from carboxylic acid derivatives via .beta.-keto sulfones
inferredcites →https://doi.org/10.1021/jm00249a004openalex-snapshot
6-Phenyl-4,5-dihydro-3(2H)-pyridazinones. Series of hypotensive agents
inferredcites →https://doi.org/10.1021/jo00200a056openalex-snapshot
Reaction of lithium o-lithiophenoxide with carbonyl compounds
inferredcites →https://doi.org/10.1021/jo1007898openalex-snapshot
Copper-Catalyzed Coupling Reaction of C−OMe Bonds Adjacent to a Nitrogen Atom with Terminal Alkynes
inferredcites →https://doi.org/10.1021/jo400621ropenalex-snapshot
Reactions of o-Quinone Methides with Pyridinium Methylides: A Diastereoselective Synthesis of 1,2-Dihydronaphtho[2,1-b]furans and 2,3-Dihydrobenzofurans
inferredcites →https://doi.org/10.1021/jp101759qopenalex-snapshot
Update of the CHARMM All-Atom Additive Force Field for Lipids: Validation on Six Lipid Types
inferredcites →https://doi.org/10.1021/ol7031043openalex-snapshot
Tin-Free Giese Reaction and the Related Radical Carbonylation Using Alkyl Iodides and Cyanoborohydrides
inferredcites →https://doi.org/10.1038/nature12283openalex-snapshot
Unusual architecture of the p7 channel from hepatitis C virus
inferredcites →https://doi.org/10.1038/nprot.2016.051openalex-snapshot
Computational protein–ligand docking and virtual drug screening with the AutoDock suite
inferredcites →https://doi.org/10.1038/nrdp.2017.6openalex-snapshot
Hepatitis C virus infection
inferredcites →https://doi.org/10.1038/nrgastro.2016.176openalex-snapshot
Global epidemiology and burden of HCV infection and HCV-related disease
inferredcites →https://doi.org/10.1055/s-0036-1588411openalex-snapshot
Reactions of o-Quinone Methides with Halogenated 1H-Azoles: Access to Benzo[e]azolo[1,3]oxazines
inferredcites →https://doi.org/10.1073/pnas.0905966106openalex-snapshot
The 3-dimensional structure of a hepatitis C virus p7 ion channel by electron microscopy
inferredcites →https://doi.org/10.1074/jbc.m110.122895openalex-snapshot
NMR Structure and Ion Channel Activity of the p7 Protein from Hepatitis C Virus
inferredcites →https://doi.org/10.1080/07391102.2016.1230519openalex-snapshot
Molecular dynamics investigation on structural and transport properties of p7 ion channel
inferredcites →https://doi.org/10.1093/bioinformatics/btp033openalex-snapshot
Jalview Version 2—a multiple sequence alignment editor and analysis workbench
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Viroporins: structure, function and potential as antiviral targets
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Interaction of antivirals with a heptameric bundle model of the p7 protein of hepatitis C virus
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Amantadine therapy for chronic hepatitis C
inferredcites →https://doi.org/10.1124/mol.116.105346openalex-snapshot
Pharmacological Characterization of the Spectrum of Antiviral Activity and Genetic Barrier to Drug Resistance of M2-S31N Channel Blockers
inferredcites →https://doi.org/10.1128/jvi.00521-09openalex-snapshot
Determinants of Hepatitis C Virus p7 Ion Channel Function and Drug Sensitivity Identified In Vitro
inferredcites →https://doi.org/10.1134/s1070363214110437openalex-snapshot
The first example of Ni(II)-catalyzed asymmetric addition of β-oxophosphonate to nitroalkene
inferredcites →https://doi.org/10.1134/s1070427206070111openalex-snapshot
Anticorrosive properties of N-acetylmethylpyridinium bromides
inferredcites →https://doi.org/10.1134/s1070428014020079openalex-snapshot
Reaction of adamantane series olefins with N-bromosuccinimide
inferredcites →https://doi.org/10.1134/s1070428015010054openalex-snapshot
Transformations of allyl bromides of the adamantane series in the Ritter reaction
inferredcites →https://doi.org/10.1134/s1070428015100048openalex-snapshot
Synthesis of nitroxy- and hydroxy-substituted polycarboxylic acids of the adamantane series
inferredcites →https://doi.org/10.1134/s1070428016100043openalex-snapshot
Synthesis of amino polycarboxylic acids of the adamantane series
inferredcites →https://doi.org/10.1134/s1070428016100146openalex-snapshot
Synthesis of substituted 1-[2-(adamantan-1-yl)ethyl]piperidines
inferredcites →https://doi.org/10.1134/s1070428016110026openalex-snapshot
Synthesis of adamantane functional derivatives basing on N-[(adamantan-1-yl)alkyl]acetamides
inferredcites →https://doi.org/10.1134/s1070428017030034openalex-snapshot
Reactions of γ-sultones containing a polycyclic fragment
inferredcites →https://doi.org/10.1134/s1070428018110040openalex-snapshot
Synthesis and Transformations of 2-(Adamantan-1-yl)aziridine
inferredcites →https://doi.org/10.1177/135965350601100408openalex-snapshot
Amino Acid Variations in Hepatitis C Virus P7 and Sensitivity to Antiviral Combination Therapy with Amantadine in Chronic Hepatitis C
inferredcites →https://doi.org/10.1186/1758-2946-3-33openalex-snapshot
Open Babel: An open chemical toolbox
inferredcites →https://doi.org/10.1186/1758-2946-4-17openalex-snapshot
Avogadro: an advanced semantic chemical editor, visualization, and analysis platform
inferredcites →https://doi.org/10.1371/journal.pcbi.1002702openalex-snapshot
The p7 Protein of Hepatitis C Virus Forms Structurally Plastic, Minimalist Ion Channels
inferredcites →https://doi.org/10.1371/journal.pone.0093613openalex-snapshot
In Depth Analysis on the Binding Sites of Adamantane Derivatives in HCV (Hepatitis C Virus) p7 Channel Based on the NMR Structure
inferredcites →https://doi.org/10.1371/journal.pone.0126510openalex-snapshot
Computational Docking Study of p7 Ion Channel from HCV Genotype 3 and Genotype 4 and Its Interaction with Natural Compounds
inferredcites →https://doi.org/10.1371/journal.ppat.1001087openalex-snapshot
Intracellular Proton Conductance of the Hepatitis C Virus p7 Protein and Its Contribution to Infectious Virus Production
inferredcites →https://doi.org/10.2174/1573409912666160505113408openalex-snapshot
Design of Broad-Spectrum Inhibitors of Influenza A Virus M2 Proton Channels: A Molecular Modeling Approach
inferredcites →https://doi.org/10.3390/v7062771openalex-snapshot
Viral Membrane Channels: Role and Function in the Virus Life Cycle
inferredcites →https://doi.org/10.3390/v7082826openalex-snapshot
Structural and Functional Properties of the Hepatitis C Virus p7 Viroporin
inferredcites →https://doi.org/10.3851/imp2663openalex-snapshot
Investigation of Viral Escape Mutations within HCV P7 during Treatment with Amantadine in Patients with Chronic Hepatitis C
inferredcites →https://doi.org/10.4155/fmc.14.121openalex-snapshot
“Too Little, Too Late?” Will Inhibitors of the Hepatitis C Virus P7 Ion Channel Ever Be Used in the Clinic?
inferredcites →https://doi.org/10.4254/wjh.v9.i21.921openalex-snapshot
Is the 25-year hepatitis C marathon coming to an end to declare victory?
inferredcites →https://doi.org/10.4254/wjh.v9.i33.1239openalex-snapshot
Global elimination of hepatitis C virus infection: Progresses and the remaining challenges

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Synthesis of non-racemic 4-nitro-2-sulfonylbutan-1-ones via Ni(II)-catalyzed asymmetric Michael reaction of β-ketosulfones
inferred← citeshttps://doi.org/10.3762/bjoc.22.80openalex-snapshot
Synthesis and optical resolution of 4,5-diaminohomoadamantane: a promising scaffold for chiral ligands and bioactive compounds
inferred← citeshttps://doi.org/10.37952/roi-jbc-01/20-63-7-24openalex-snapshot
Synthesis of N-mono- and N,N-dialkylated imidazole derivatives based on (adamantyl-1)bromomethylketone and study of their antibacterial activity
inferred← citeshttps://doi.org/10.59761/rcr5125openalex-snapshot
The chemistry of heterocycles in the 21st century
inferred← citeshttps://doi.org/10.63618/omd/isj/v3/n4/149openalex-snapshot
Revisión sistemática de protocolos ya establecidos para el estudio de la viroporina P7 mediante simulación Biomolecular.
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