Heterocycle‐linked Phenylbenzyl Amides as Novel TRPV1 Antagonists and Their TRPV1 Binding Modes: Constraint‐Induced Enhancement of In Vitro and In Vivo Activities

Kim, Nam‐Jung; Li, Fu-Nan; Lee, Jin Hee; Park, Seul-gi; Kim, Kyeojin; Lim, Chang‐Jin; Han, Young Taek; Yun, Hwayoung; Jung, Jae‐Kyung; Park, Hyeung‐geun; Kim, Hee-Doo; Woo, Byoung Young; Shin, Song Seok; Kim, Sun‐Young; Choi, Jin Kyu; Jeong, Yeonsu; Park, Yanghui; Kim, Dae‐Duk; Choi, Sun; Suh, Young‐Ger

doi:10.1002/asia.201200730

Cited by 7 publications

(5 citation statements)

References 51 publications

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“…in their models before the determination of the cryomicroscopy TRPV1 structure. In those models authors reported HBs between the 4-(methylsulfonylamino)benzyl group and G558 34 , 42 , I564 41 or K571 21 ; however, these residues are not placed at the TRPV1’s binding site in the cryomicroscopy TRPV1 structure.…”

Section: Resultsmentioning

confidence: 99%

“…Then, they performed flexible docking analysis using this model and they found a good agreement with their mutation data. Over the next years, the same group used this model to propose the docked poses of different sulfonylaminobenzyl derivatives 21 , 34 , 41 , 42 . This model used properly the structural information what was known at the time and provided clarification on various issues related to the interactions between TRPV1 and capsaicin-like ligands; however, it had some shortcomings.…”

Section: Introductionmentioning

confidence: 99%

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A new era for the design of TRPV1 antagonists and agonists with the use of structural information and molecular docking of capsaicin-like compounds

Caballero

2022

Journal of Enzyme Inhibition and Medicinal Chemistry

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The design of TRPV1 antagonists and agonists has reached a new era since TRPV1 structures at near-atomic resolution are available. Today, the ligand-binding forms of several classical antagonists and agonists are known; therefore, the specific role of key TRPV1’s residues in binding of ligands can be elucidated. It is possible to place the well-defined pharmacophore of TRPV1 ligands, conformed by head, neck, and tail groups, in the right pocket regions of TRPV1. It will allow a more thorough use of molecular modelling methods to conduct more effective rational drug design protocols. In this work, important points about the interactions between TRPV1 and capsaicin-like compounds are spelled out, based on the known pharmacophore of the ligands and the already available TRPV1 structures. These points must be addressed to generate reliable poses of novel candidates and should be considered during the design of novel TRPV1 antagonists and agonists.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

A new era for the design of TRPV1 antagonists and agonists with the use of structural information and molecular docking of capsaicin-like compounds

Caballero

2022

Journal of Enzyme Inhibition and Medicinal Chemistry

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“…Polymerization of methyl methacrylate in water solution was conducted by the polymerization of γ-MPS at the surface of NSB-γ-MPS with MMA to form NSB-PMMA 14 . Copolymerization of the γ-MPS on nano silica ball with acrylonitrile, styrene and methyl methacrylate monomer was performed at water solvent environment to form NSB-MAS 15 .…”

Section: Methodsmentioning

confidence: 99%

Anti-scratch Properties of Clearcoat after Application of Polymer Coated Silica Ball

Noh¹,

Choi²,

Ji³

et al. 2013

Asian J. Chem.

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The vehicle industry uses a multilayer coating system that is one of the most technologically complex coating processes composed of electrical deposition coating, basecoat and clearcoat 1-3. The most important requirements of car coatings are colour, gloss, mar and scratch resistance. The clearcoat is the coating layer that forms the last interface to the environment 3. Even though many progresses regarding on gloss and scratch resistance in automotive painting field have been accumulated, anti-scratching of clearcoating layer in various coating layer is still remaining to be studied 3-7. An excellent scratch resistance and environmental etch resistance of silane based clearcoat led to their acceptance as topcoats for eight of the 10 top selling vehicles since 2000, including Ford Taurus, Toyota Camry and Honda Civic 2. Recently, addition of organicinorganic hybrid materials to clearcoat have been spotlighted since the organic component is related to flexibility and compatibility with clearcoat and inorganic component improves the anti-scratch properties 8-11. We have synthesized nano silica ball, γ-methacryloxy propyl trimethoxy silane modified nano silica ball (NSB-γ-MPS), nano silica ball core-polymethylmethacrylate shell hybrid complex (NSB-PMMA) and nano silica ball core-poly (MMA-AN-styrene) shell structured materials (NSB-MAS) and applied to conventional clearcoat and compared the anti-scratch properties by nano scratch tester 12-15 .

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“…We have previously developed TRPV1 antagonists with various scaffolds and successfully discovered SC0030 (or JYL1421, 5 , Figure ), which showed 60 fold higher potency than capsazepine . Based on the previous studies and our reported work, we planned to explore the effect of SC0030 on osteoclastogenesis involved in bone resorption process of osteoporosis.…”

Section: Acknowledgmentsmentioning

confidence: 99%

Effect of TRPV1 Antagonist SC0030, a Potent Painkiller, on RANKL‐mediated Osteoclast Differentiation Involved in Bone Resorption

Lee

Kim

et al. 2020

Bulletin Korean Chem Soc

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Heterocycle‐linked Phenylbenzyl Amides as Novel TRPV1 Antagonists and Their TRPV1 Binding Modes: Constraint‐Induced Enhancement of In Vitro and In Vivo Activities

Cited by 7 publications

References 51 publications

A new era for the design of TRPV1 antagonists and agonists with the use of structural information and molecular docking of capsaicin-like compounds

A new era for the design of TRPV1 antagonists and agonists with the use of structural information and molecular docking of capsaicin-like compounds

Anti-scratch Properties of Clearcoat after Application of Polymer Coated Silica Ball

Effect of TRPV1 Antagonist SC0030, a Potent Painkiller, on RANKL‐mediated Osteoclast Differentiation Involved in Bone Resorption

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