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Discovery of a Promising Fluorine-18 Positron Emission Tomography Radiotracer for Imaging Sphingosine-1-Phosphate Receptor 1 in the Brain

Lin Qiu, Hao Jiang, Charles Zhou, Jinzhi Wang, Yanbo Yu, Haiyang Zhao, Tianyu Huang, Robert J. Gropler, Joel S. Perlmutter, Tammie L.S. Benzinger, Zhude Tu

2023Journal of Medicinal Chemistry18 citationsDOIOpen Access PDF

Abstract

Sphingosine-1-phosphate receptor 1 (S1PR1) is recognized as a novel therapeutic and diagnostic target in neurological disorders. We recently transferred the S1PR1 radioligand [ 11 C] CS1P1 into clinical investigation for multiple sclerosis. Herein, we reported the design, synthesis and evaluation of novel F-18 S1PR1 radioligands. We combined the structural advantages of our two lead S1PR1 radioligands and synthesized 14 new S1PR1 compounds, then performed F-18 radiochemistry on the most promising compounds. Compound 6h is potent (IC 50 = 8.7 nM) and selective for S1PR1. [ 18 F] 6h exhibited a high uptake in macaque brain (SUV > 3.0) and favorable brain washout pharmacokinetics in positron emission tomography (PET) study. PET blocking and displacement studies confirmed the specificity of [ 18 F] 6h in vivo . Radiometabolite analysis confirmed no radiometabolite of [ 18 F] 6h entered into the brain to confound the PET measurement. In summary, [ 18 F] 6h is a promising radioligand to image S1PR1 and worth translational clinical investigation for humans with brain disorders.

Topics & Concepts

RadioligandS1PR1Positron emission tomographyRadiosynthesisChemistrySphingosinePet imagingPreclinical imagingIn vivoNuclear medicinePharmacologyReceptorInternal medicineMedicineBiochemistryBiologyVascular endothelial growth factorVascular endothelial growth factor AVEGF receptorsBiotechnologySphingolipid Metabolism and SignalingLipid Membrane Structure and BehaviorInflammasome and immune disorders
Discovery of a Promising Fluorine-18 Positron Emission Tomography Radiotracer for Imaging Sphingosine-1-Phosphate Receptor 1 in the Brain | Litcius