Department of Chemistry, Scripps Research, Jupiter, Florida 33458, United States.
California Institute for Biomedical Research (CALIBR), Scripps Research, La Jolla, California 92037, United States.
J Am Chem Soc. 2021 Aug 25;143(33):13044-13055. doi: 10.1021/jacs.1c02248. Epub 2021 Aug 13.
Reprogramming known medicines for a novel target with activity and selectivity over the canonical target is challenging. By studying the binding interactions between RNA folds and known small-molecule medicines and mining the resultant dataset across human RNAs, we identified that Dovitinib, a receptor tyrosine kinase (RTK) inhibitor, binds the precursor to microRNA-21 (pre-miR-21). Dovitinib was rationally reprogrammed for pre-miR-21 by using it as an RNA recognition element in a chimeric compound that also recruits RNase L to induce the RNA's catalytic degradation. By enhancing the inherent RNA-targeting activity and decreasing potency against canonical RTK protein targets in cells, the chimera shifted selectivity for pre-miR-21 by 2500-fold, alleviating disease progression in mouse models of triple-negative breast cancer and Alport Syndrome, both caused by miR-21 overexpression. Thus, targeted degradation can dramatically improve selectivity even across different biomolecules, i.e., protein versus RNA.
将已知药物针对新靶点进行重新编程以实现对规范靶点的活性和选择性是具有挑战性的。通过研究 RNA 折叠与已知小分子药物之间的结合相互作用,并在人类 RNA 中挖掘由此产生的数据集,我们发现多韦替尼(一种受体酪氨酸激酶(RTK)抑制剂)与 microRNA-21(pre-miR-21)的前体结合。通过将多韦替尼用作嵌合化合物中的 RNA 识别元件,同时招募 RNase L 诱导 RNA 的催化降解,多韦替尼被合理地重新编程用于 pre-miR-21。通过增强内在的 RNA 靶向活性并降低对细胞中规范 RTK 蛋白靶标的效力,该嵌合体将针对 pre-miR-21 的选择性提高了 2500 倍,缓解了由 miR-21 过表达引起的三阴性乳腺癌和 Alport 综合征小鼠模型中的疾病进展。因此,靶向降解即使在不同的生物分子(即蛋白质与 RNA)之间也可以显著提高选择性。