Center for Drug Design, College of Pharmacy, University of Minnesota, Minneapolis, MN, 55455, USA; Department of Pharmaceutical Science, School of Chemical Engineering, Dalian University of Technology, 116024, Dalian, China.
Center for Drug Design, College of Pharmacy, University of Minnesota, Minneapolis, MN, 55455, USA.
Eur J Med Chem. 2021 Oct 15;222:113640. doi: 10.1016/j.ejmech.2021.113640. Epub 2021 Jun 12.
The genome packaging of human cytomegalovirus (HCMV) requires a divalent metal-dependent endonuclease activity localized to the C-terminus of pUL89 (pUL89-C), which is reminiscent of RNase H-like enzymes in active site structure and catalytic mechanism. Our previous work has shown that metal-binding small molecules can effectively inhibit pUL89-C while conferring significant antiviral activities. In this report we generated a collection of 43 metal-binding small molecules by repurposing analogs of the 6-arylthio-3-hydroxypyrimidine-2,4-dione chemotype previously synthesized for targeting HIV-1 RNase H, and by chemically synthesizing new N-1 analogs. The analogs were subjected to two parallel screening assays: the pUL89-C biochemical assay and the HCMV antiviral assay. Compounds with significant inhibition from each assay were further tested in a dose-response fashion. Single dose cell viability and PAMPA cell permeability were also conducted and considered in selecting compounds for the dose-response antiviral testing. These assays identified a few analogs displaying low μM inhibition against pUL89-C in the biochemical assay and HCMV replication in the antiviral assay. The target engagement was further evaluated via a thermal shift assay using recombinant pUL89-C and molecular docking. Overall, our current work identified novel inhibitors of pUL89-C with significant antiviral activities and further supports targeting pUL89-C with metal-binding small molecules as an antiviral approach against HCMV.
人巨细胞病毒(HCMV)的基因组包装需要一种二价金属依赖性内切酶活性,该活性定位于 pUL89 的 C 末端(pUL89-C),这让人联想到活性位点结构和催化机制中类似 RNase H 的酶。我们之前的工作表明,金属结合小分子可以有效地抑制 pUL89-C,同时赋予显著的抗病毒活性。在本报告中,我们通过重新利用先前为靶向 HIV-1 RNase H 而合成的 6-芳基硫代-3-羟基嘧啶-2,4-二酮类化合物的类似物,并通过化学合成新的 N-1 类似物,生成了 43 种金属结合小分子。将这些类似物进行了两种平行筛选实验:pUL89-C 生化测定和 HCMV 抗病毒测定。来自每个测定的具有显著抑制作用的化合物进一步以剂量反应方式进行测试。还进行了单次剂量细胞活力和 PAMPA 细胞通透性测试,并在选择用于剂量反应抗病毒测试的化合物时考虑了这些测试。这些测定确定了少数类似物在生化测定中对 pUL89-C 具有低 μM 抑制作用,并且在抗病毒测定中对 HCMV 复制具有抑制作用。通过使用重组 pUL89-C 和分子对接的热移位测定进一步评估了靶标结合。总的来说,我们目前的工作鉴定了具有显著抗病毒活性的 pUL89-C 的新型抑制剂,并进一步支持使用金属结合小分子靶向 pUL89-C 作为针对 HCMV 的抗病毒方法。