Fragment-Based Screening Identifies Novel Non-Amino Acid Inhibitors of the Sodium-Coupled Neutral Amino Acid Transporter SNAT2

基于片段的筛选鉴定出新型非氨基酸类钠偶联中性氨基酸转运蛋白SNAT2抑制剂

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Abstract

INTRODUCTION: Amino acid transporters like the sodium-coupled neutral amino acid transporter 2 (SNAT2, SLC38A2) have gained interest for their roles in, e.g., the central nervous system and in cancer. Efforts in discovering inhibitors against these transporters often result in amino acid-based inhibitors that lack selectivity and are likely to compete with amino acid substrates to bind their targets. To circumvent this, we aimed to discover novel non-amino acid inhibitors of SNAT2 by screening a library of fragment-sized compounds. METHODS: 320 fragment compounds were screened for their inhibition of (3)H-Gly uptake in hyperosmotically upregulated SNAT2-expressing PC-3 cells. The top five hits were studied further for their inhibitory potency and structure-activity relationship (SAR). Their ability to be translocated by SNAT2 was studied using the FLIPR membrane potential (FMP) assay, as well as their mechanism of inhibition. RESULTS: The screen revealed two similar scaffolds that showed SNAT2 inhibition, namely 1,3-benzothiazole-2-amine and 1,3-benzoxazole-2-amine. The SAR revealed how hydrophobic substituents at specific positions were needed for the structures to show SNAT2 inhibition. The best inhibitors inhibited SNAT2 with IC(50)s in the range of 0.64-1.08 mM. Many of the fragment compounds showed an apparent hyperpolarization in the FMP assay, making it difficult to determine their ability to be translocated by SNAT2. An allosteric mechanism of inhibition was implied for the thiazole and oxazole scaffolds, as these resulted in inhibition patterns that resembled non- or un-competitive inhibitors. CONCLUSION: In conclusion, we discovered multiple novel non-amino acid compounds that inhibited SNAT2 and can serve as starting points for the further development of SNAT2 inhibitors.

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