首次基于片段的筛选发现抑制 ERAP1 金属蛋白酶的新化学类型

IF 6 2区 医学 Q1 CHEMISTRY, MEDICINAL European Journal of Medicinal Chemistry Pub Date : 2024-09-30 DOI:10.1016/j.ejmech.2024.116926
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引用次数: 0

摘要

由于内质网氨肽酶 1(ERAP1)在抗原呈递和处理过程中的积极参与,人们正热切地研究用小分子药物抑制内质网氨肽酶 1(ERAP1),以治疗各种自身免疫性疾病,并将其应用于免疫肿瘤学领域。目前,ERAP1 抑制剂正处于不同的临床开发阶段,这凸显了它作为一个有前景的药物靶点的重要性。在本研究中,我们首次通过基于片段的筛选方法成功鉴定了几种 ERAP1 抑制剂。我们对一个由 3000 个片段组成的大型文库进行了酶活性测定,以获得 32 个命中物。经过多方面的筛选,我们优先选择了 3 种化学型进行 SAR 优化,战略性的修饰提供了 2 个系列(2-噻吩乙酸和 rhodanine 支架)的改进类似物,其对 ERAP1 的抑制作用在低微摩尔范围内。我们还报告了针对同源氨基肽酶 IRAP 的选择性证据,并结合互补的硅对接研究预测了结合模式和抑制位点。我们的化合物可以作为未来片段生长和合理药物开发的起点,并结合新的化学模式。
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First fragment-based screening identifies new chemotypes inhibiting ERAP1-metalloprotease
Inhibition of endoplasmic reticulum aminopeptidase 1 (ERAP1) by small-molecules is being eagerly investigated for the treatment of various autoimmune diseases and in the field of immuno-oncology after its active involvement in antigen presentation and processing. Currently, ERAP1 inhibitors are at different stages of clinical development, which highlights its significance as a promising drug target. In the present work, we describe the first-ever successful identification of several ERAP1 inhibitors derived from a fragment-based screening approach. We applied an enzymatic activity assay to a large library of ∼3000 fragment entries in order to retrieve 32 hits. After a multi-faceted selection process, we prioritized 3 chemotypes for SAR optimization and strategic modifications provided 2 series (2-thienylacetic acid and rhodanine scaffolds) with improved analogues at the low micromolar range of ERAP1 inhibition. We report also evidence of selectivity against homologous aminopeptidase IRAP, combined with complementary in silico docking studies to predict the binding mode and site of inhibition. Our compounds can be the starting point for future fragment growing and rational drug development, incorporating new chemical modalities.
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来源期刊
CiteScore
11.70
自引率
9.00%
发文量
863
审稿时长
29 days
期刊介绍: The European Journal of Medicinal Chemistry is a global journal that publishes studies on all aspects of medicinal chemistry. It provides a medium for publication of original papers and also welcomes critical review papers. A typical paper would report on the organic synthesis, characterization and pharmacological evaluation of compounds. Other topics of interest are drug design, QSAR, molecular modeling, drug-receptor interactions, molecular aspects of drug metabolism, prodrug synthesis and drug targeting. The journal expects manuscripts to present the rational for a study, provide insight into the design of compounds or understanding of mechanism, or clarify the targets.
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