Fluorescent probes of the isoxazole–dihydropyridine scaffold: MDR-1 binding and homology model

Bioorganic & Medicinal Chemistry Letters
2014.0

Abstract

Isoxazole-1,4-dihydropyridines (IDHPs) were tethered to fluorescent moieties using double activation via a lanthanide assisted Weinreb amidation. IDHP-fluorophore conjugate 3c exhibits the highest binding to date for IDHPs at the multidrug-resistance transporter (MDR-1), and IDHP-fluorophore conjugates 3c and 7 distribute selectively in SH-SY5Y cells. A homology model for IDHP binding at MDR-1 is presented which represents our current working hypothesis.

Knowledge Graph

Similar Paper

Fluorescent probes of the isoxazole–dihydropyridine scaffold: MDR-1 binding and homology model
Bioorganic & Medicinal Chemistry Letters 2014.0
Dimeric isoxazolyl-1,4-dihydropyridines have enhanced binding at the multi-drug resistance transporter
Bioorganic & Medicinal Chemistry 2017.0
A homologous series of permanently charged 1,4-dihydropyridines: novel probes designed to localize drug binding sites on ion channels
Journal of Medicinal Chemistry 1993.0
Ligand Based Approach to L-Type Calcium Channel by Imidazo[2,1-b]thiazole-1,4-Dihydropyridines: from Heart Activity to Brain Affinity
Journal of Medicinal Chemistry 2013.0
Red-Emitting Dibenzodiazepinone Derivatives as Fluorescent Dualsteric Probes for the Muscarinic Acetylcholine M<sub>2</sub> Receptor
Journal of Medicinal Chemistry 2020.0
Design, Synthesis, Docking, and Biological Evaluation of Novel Diazide-Containing Isoxazole- and Pyrazole-Based Histone Deacetylase Probes
Journal of Medicinal Chemistry 2011.0
2-(2-Aryl-2-oxoethylidene)-1,2,3,4-tetrahydropyridines. Novel isomers of 1,4-dihydropyridine calcium channel blockers
Journal of Medicinal Chemistry 1988.0
Imidazo[2,1-b]thiazole System: A Scaffold Endowing Dihydropyridines with Selective Cardiodepressant Activity
Journal of Medicinal Chemistry 2008.0
Development and Characterization of Fluorescent Probes for the G Protein-Coupled Receptor 35
ACS Medicinal Chemistry Letters 2023.0
Design and physicochemical properties of new fluorescent ligands of protein kinase C isozymes focused on CH/π interaction
Bioorganic &amp; Medicinal Chemistry 2008.0