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Optimized Ring Closing Metathesis Reaction Conditions To Suppress Desallyl Side Products in the Solid-Phase Synthesis of Cyclic Peptides Involving Tyrosine(O‑allyl)

Journal of organic chemistry, 2020-02, Vol.85 (3), p.1407-1415

2020

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Conformational Constraint between Aromatic Residue Side Chains in the “Message” Sequence of the Peptide Arodyn Using Ring Closing Metathesis Results in a Potent and Selective Kappa Opioid Receptor Antagonist

Journal of medicinal chemistry, 2021-03, Vol.64 (6), p.3153-3164

2021

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A Bicyclic Analog of the Linear Peptide Arodyn Is a Potent and Selective Kappa Opioid Receptor Antagonist

Molecules (Basel, Switzerland), 2024-06, Vol.29 (13), p.3109

2024

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Quantification of kappa opioid receptor ligand potency, efficacy and desensitization using a real-time membrane potential assay

Biomedicine & pharmacotherapy, 2021-11, Vol.143, p.112173-112173, Article 112173

2021

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An analog of [d-Trp]CJ-15,208 exhibits kappa opioid receptor antagonism following oral administration and prevents stress-induced reinstatement of extinguished morphine conditioned place preference

Pharmacology, biochemistry and behavior, 2022-06, Vol.217, p.173405, Article 173405

2022

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Peptide Kappa Opioid Receptor Ligands and Their Potential for Drug Development

Handbook of experimental pharmacology, 2022, Vol.271, p.197-220

2022

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Phenylalanine Stereoisomers of CJ-15,208 and [d-Trp]CJ-15,208 Exhibit Distinctly Different Opioid Activity Profiles

Molecules (Basel, Switzerland), 2020-09, Vol.25 (17), p.3999

2020

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Zyklophin, a Systemically Active Selective Kappa Opioid Receptor Peptide Antagonist with Short Duration of Action

Proceedings of the National Academy of Sciences - PNAS, 2009-10, Vol.106 (43), p.18396-18401

2009

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Analogs of the κ opioid receptor antagonist arodyn cyclized by ring-closing metathesis retain κ opioid receptor affinity, selectivity and κ opioid receptor antagonism

Medicinal chemistry research, 2021-07, Vol.30 (7), p.1397-1407

2021

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Design, synthesis, and opioid activity of arodyn analogs cyclized by ring-closing metathesis involving Tyr(allyl)

Bioorganic & medicinal chemistry, 2018-03, Vol.26 (6), p.1157-1161

2018

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Peptide Kappa Opioid Receptor Ligands: Potential for Drug Development

The AAPS journal, 2009-06, Vol.11 (2), p.312-322

2009

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Design, Synthesis, and Characterization of the Macrocyclic Tetrapeptide cyclo[Pro-Sar-Phe‑d‑Phe]: A Mixed Opioid Receptor Agonist–Antagonist Following Oral Administration

ACS chemical neuroscience, 2020-05, Vol.11 (9), p.1324-1336

2020

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Multifunctional opioid receptor agonism and antagonism by a novel macrocyclic tetrapeptide prevents reinstatement of morphine‐seeking behaviour

British journal of pharmacology, 2020-09, Vol.177 (18), p.4209-4222

2020

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Tryptophan Substitution in CJ-15,208 ( cyclo [Phe-D-Pro-Phe-Trp]) Introduces δ-Opioid Receptor Antagonism, Preventing Antinociceptive Tolerance and Stress-Induced Reinstatement of Extinguished Cocaine-Conditioned Place Preference

Pharmaceuticals (Basel, Switzerland), 2023-08, Vol.16 (9), p.1218

2023

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Alanine scan of the opioid peptide dynorphin B amide

Biopolymers, 2017-09, Vol.108 (5), p.n/a

2017

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Structure–Activity Relationships of the Peptide Kappa Opioid Receptor Antagonist Zyklophin

Journal of medicinal chemistry, 2015-11, Vol.58 (22), p.8783-8795

2015

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Development of a robust, sensitive and selective liquid chromatography-tandem mass spectrometry assay for the quantification of the novel macrocyclic peptide kappa opioid receptor antagonist [D-Trp]CJ-15,208 in plasma and application to an initial pharmacokinetic study

Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 2016-08, Vol.1028, p.11-15

2016

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Targeting inhibitor 2 of protein phosphatase 2A as a therapeutic strategy for prostate cancer treatment

Cancer biology & therapy, 2013-10, Vol.14 (10), p.962-972

2013

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Involvement of dynorphin and kappa opioid receptor in yohimbine-induced reinstatement of heroin seeking in rats

Synapse (New York, N.Y.), 2013-06, Vol.67 (6), p.358-361

2013

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Two short-acting kappa opioid receptor antagonists (zyklophin and LY2444296) exhibited different behavioral effects from the long-acting antagonist norbinaltorphimine in mouse anxiety tests

Neuroscience letters, 2016-02, Vol.615, p.15-20

2016

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Species differences in the effects of the κ-opioid receptor antagonist zyklophin

Alcohol (Fayetteville, N.Y.), 2016-03, Vol.51, p.43-49

2016

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Novel opioid cyclic tetrapeptides: Trp isomers of CJ‐15,208 exhibit distinct opioid receptor agonism and short‐acting κ opioid receptor antagonism

British journal of pharmacology, 2012-02, Vol.165 (4b), p.1097-1108

2012

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Macrocyclic peptides decrease c-Myc protein levels and reduce prostate cancer cell growth

Cancer biology & therapy, 2017-08, Vol.18 (8), p.571-583

2017

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The macrocyclic tetrapeptide [D‐Trp]CJ‐15,208 produces short‐acting κ opioid receptor antagonism in the CNS after oral administration

British journal of pharmacology, 2013-05, Vol.169 (2), p.426-436

2013

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The Macrocyclic Peptide Natural Product CJ-15,208 Is Orally Active and Prevents Reinstatement of Extinguished Cocaine-Seeking Behavior

Journal of natural products (Washington, D.C.), 2013-03, Vol.76 (3), p.433-438

2013

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Optimized Ring Closing Metathesis Reaction Conditions To Suppress Desallyl Side Products in the Solid-Phase Synthesis of Cyclic Peptides Involving Tyrosine(O‑allyl)

Conformational Constraint between Aromatic Residue Side Chains in the “Message” Sequence of the Peptide Arodyn Using Ring Closing Metathesis Results in a Potent and Selective Kappa Opioid Receptor Antagonist

A Bicyclic Analog of the Linear Peptide Arodyn Is a Potent and Selective Kappa Opioid Receptor Antagonist

Quantification of kappa opioid receptor ligand potency, efficacy and desensitization using a real-time membrane potential assay

An analog of [d-Trp]CJ-15,208 exhibits kappa opioid receptor antagonism following oral administration and prevents stress-induced reinstatement of extinguished morphine conditioned place preference

Peptide Kappa Opioid Receptor Ligands and Their Potential for Drug Development

Phenylalanine Stereoisomers of CJ-15,208 and [d-Trp]CJ-15,208 Exhibit Distinctly Different Opioid Activity Profiles

Zyklophin, a Systemically Active Selective Kappa Opioid Receptor Peptide Antagonist with Short Duration of Action

Analogs of the κ opioid receptor antagonist arodyn cyclized by ring-closing metathesis retain κ opioid receptor affinity, selectivity and κ opioid receptor antagonism

Design, synthesis, and opioid activity of arodyn analogs cyclized by ring-closing metathesis involving Tyr(allyl)

Peptide Kappa Opioid Receptor Ligands: Potential for Drug Development

Design, Synthesis, and Characterization of the Macrocyclic Tetrapeptide cyclo[Pro-Sar-Phe‑d‑Phe]: A Mixed Opioid Receptor Agonist–Antagonist Following Oral Administration

Multifunctional opioid receptor agonism and antagonism by a novel macrocyclic tetrapeptide prevents reinstatement of morphine‐seeking behaviour

Tryptophan Substitution in CJ-15,208 ( cyclo [Phe-D-Pro-Phe-Trp]) Introduces δ-Opioid Receptor Antagonism, Preventing Antinociceptive Tolerance and Stress-Induced Reinstatement of Extinguished Cocaine-Conditioned Place Preference

Alanine scan of the opioid peptide dynorphin B amide

Structure–Activity Relationships of the Peptide Kappa Opioid Receptor Antagonist Zyklophin

Development of a robust, sensitive and selective liquid chromatography-tandem mass spectrometry assay for the quantification of the novel macrocyclic peptide kappa opioid receptor antagonist [D-Trp]CJ-15,208 in plasma and application to an initial pharmacokinetic study

Targeting inhibitor 2 of protein phosphatase 2A as a therapeutic strategy for prostate cancer treatment

Involvement of dynorphin and kappa opioid receptor in yohimbine-induced reinstatement of heroin seeking in rats

Two short-acting kappa opioid receptor antagonists (zyklophin and LY2444296) exhibited different behavioral effects from the long-acting antagonist norbinaltorphimine in mouse anxiety tests

Species differences in the effects of the κ-opioid receptor antagonist zyklophin

Novel opioid cyclic tetrapeptides: Trp isomers of CJ‐15,208 exhibit distinct opioid receptor agonism and short‐acting κ opioid receptor antagonism

Macrocyclic peptides decrease c-Myc protein levels and reduce prostate cancer cell growth

The macrocyclic tetrapeptide [D‐Trp]CJ‐15,208 produces short‐acting κ opioid receptor antagonism in the CNS after oral administration

The Macrocyclic Peptide Natural Product CJ-15,208 Is Orally Active and Prevents Reinstatement of Extinguished Cocaine-Seeking Behavior

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