16134-01-3Relevant academic research and scientific papers
Folding of a linear array of α-amino acids within a helical aromatic oligoamide frame
Kudo, Mayumi,Maurizot, Victor,Kauffmann, Brice,Tanatani, Aya,Huc, Ivan
, p. 9628 - 9631 (2013)
Control of the spatial organization of proteinogenic side chains is critical for the development of protein mimics with selective recognition properties toward target protein surfaces. We present a novel methodology for producing a linear array of protein
Assembly and optical properties of 1D helical bundles induced by triphenylamine, side chains and solvents in crystals
Li, Baolin,Pang, Zhi,Qi, Ting
supporting information, p. 5555 - 5562 (2021/07/02)
Two novel helical aromatic foldamer derivativesTPA-Q6(n-He)andTPA-Q6(i-Bu)were synthesized and characterized by introducingn-hexyloxy and isobutoxy side chains, respectively, and modifying quinoline amide foldamers with the triphenyl
Foldamer-Based Potassium Channels with High Ion Selectivity and Transport Activity
Qi, Shuaiwei,Zhang, Chenyang,Yu, Hao,Zhang, Jing,Yan, Tengfei,Lin, Ze,Yang, Bing,Dong, Zeyuan
supporting information, p. 3284 - 3288 (2021/04/07)
Small molecules that independently perform natural channel-like functions show greatly potential in the treatment of human diseases. Taking advantage of aromatic helical scaffolds, we develop a kind of foldamer-based ion channels with lumen size varying f
Multifunctional Analogs of Kynurenic Acid for the Treatment of Alzheimer's Disease: Synthesis, Pharmacology, and Molecular Modeling Studies
Deora, Girdhar Singh,Kantham, Srinivas,Chan, Stephen,Dighe, Satish N.,Veliyath, Suresh K.,McColl, Gawain,Parat, Marie-Odile,McGeary, Ross P.,Ross, Benjamin P.
, p. 2667 - 2675 (2017/12/26)
We report the synthesis and pharmacological investigation of analogs of the endogenous molecule kynurenic acid (KYNA) as multifunctional agents for the treatment of Alzheimer's disease (AD). Synthesized KYNA analogs were tested for their N-methyl-d-aspartate (NMDA) receptor binding, mGluR5 binding and function, acetylcholinesterase (AChE) inhibition, 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging, interference with the amyloid β peptide (Aβ) fibrillation process, and protection against Aβ-induced toxicity in transgenic Caenorhabditis elegans strain GMC101 expressing full-length Aβ42. Molecular modeling studies were also performed to predict the binding modes of most active compounds with NMDAR, mGluR5, and Aβ42. Among the synthesized analogs, 3c, 5b, and 5c emerged as multifunctional compounds that act via multiple anti-AD mechanisms including AChE inhibition, free radical scavenging, NMDA receptor binding, mGluR5 binding, inhibition of Aβ42 fibril formation, and disassembly of preformed Aβ42 fibrils. Interestingly, 5c showed protection against Aβ42-induced toxicity in transgenic C. elegans strain GMC101. Moreover, 5b and 5c displayed high permeability in an MDR1-MDCKII cell-based model of the blood-brain barrier (BBB). Compound 3b emerged with specific activity as a micromolar AChE inhibitor, however it had low permeability in the BBB model. This study highlights the opportunities that exist to develop analogs of endogenous molecules from the kynurenine pathway for therapeutic uses.
Synthesis of bisquinoline-pyrrole oligoamide as G-quadruplex binding ligand
Ong, Chi Wi,Liu, Meng-Chi,Lee, Kun-Da,Chang, Keng Wei,Yang, Ya-Ting,Tung, Hung-Wei,Fox, Keith R.
scheme or table, p. 5453 - 5457 (2012/09/08)
A one-pot procedure using ammonium formate under palladium catalysis for the reductive dechlorination and reduction of nitro group of 4-chloro-8-nitro-quinoline derivatives has be successfully carried out. This has lead to the synthesis of bisquinoline-py
Interplay of interactions governing the dynamic conversions of acyclic and macrocyclic helicates
Campbell, Victoria E.,De Hatten, Xavier,Delsuc, Nicolas,Kauffmann, Brice,Huc, Ivan,Nitschke, Jonathan R.
supporting information; experimental part, p. 6138 - 6142 (2010/03/01)
A rigid, helical macrocycle that contains two copper(I) ions has been synthesized through subcomponent self-assembly. Although it does not obey the "rule of coordinative saturation", this macrocycle could be prepared through subcomponent substitution star
Compositions derived from quinoline and quinoxaline, preparation and use thereof
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Page/Page column 24, (2008/06/13)
The present invention concerns compounds derived from quinoline and quinoxaline, their preparation and their uses, particularly in the field of therapeutics and vaccines or for developing active compounds. The inventive compounds are of general formula (I
Aromatic δ-peptides: Design, synthesis and structural studies of helical, quinoline-derived oligoamide foldamers
Jiang, Hua,Léger, Jean-Michel,Dolain, Christel,Guionneau, Philippe,Huc, Ivan
, p. 8365 - 8374 (2007/10/03)
Oligoamides of 8-amino-4-isobutoxy-2-quinolinecarboxylic acid were designed and synthesized, and their helical structures were characterized in the solid state by single crystal X-ray diffraction, and in solution by 1H NMR. The monomer methyl 4
Aromatic δ-peptides
Jiang, Hua,Leger, Jean-Michel,Huc, Ivan
, p. 3448 - 3449 (2007/10/03)
Oligoamides of 8-amino-2-carboxy-quinoline adopt a very stable helical conformation characterized in solution by 1H NMR and in the solid state by single-crystal X-ray diffraction. The helix comprises only 2.5 units per turn, which represents th
Synthesis and antiallergic activity of some quinolinones and imidazoquinolinones
Peet,Baugh,Sunder,Lewis
, p. 298 - 302 (2007/10/02)
A group of 1,4-dihydro-4-oxoquinoline-2- and 3-carboxylic acid esters with nitrogen functionality at the 8-position was synthesized, and 6-oxo-6H-imidazo[4,5,1-ij]quinoline-4- and 5-carboxylic acid esters were elaborated from these. Several of the compoun
