Key Laboratory of Computational Chemistry Based Natural Antitumor Drug Research & Development, Liaoning Province, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, 110016, People's Republic of China.
Department of Virology II, National Institute of Infectious Diseases, 162-8640, Tokyo, Japan.
Eur J Med Chem. 2022 Aug 5;238:114452. doi: 10.1016/j.ejmech.2022.114452. Epub 2022 May 14.
Two series of flavonoid hybrids, totaling 42 compounds, were designed, synthesized and evaluated to develop antiviral compounds effective against hepatitis A virus (HAV). A recombinant viral screening system revealed that most of the synthesized derivatives exhibited significant anti-HAV activity, and compounds B2, B3, B5 and B27 were identified as potential inhibitors of HAV. Post-treatment of cells with B2, B3, B5 and B27 after HAV infection strongly suppressed HAV infection, whereas pretreatment or simultaneous treatment were ineffective. Furthermore, these four compounds significantly inhibited HAV (HM175/18f strain) production in a dose-dependent manner. Analyses using HAV subgenomic replicon systems indicated that these compounds specifically inhibit HAV RNA replication. More importantly, the most potent compounds B2 and B27 also showed clear inhibitory effects on two other HAV strains, KRM031 and TKM005, which also isolated from clinical patients. Our study is the first to report these newly designed flavonoid hybrids as lead compounds for the development of novel anti-HAV drugs.
设计、合成了两个系列共 42 个黄酮类化合物杂合体,旨在开发抗甲型肝炎病毒(HAV)的有效抗病毒化合物。重组病毒筛选系统显示,大多数合成衍生物均表现出显著的抗 HAV 活性,其中化合物 B2、B3、B5 和 B27 被鉴定为 HAV 的潜在抑制剂。在 HAV 感染后用 B2、B3、B5 和 B27 对细胞进行后处理强烈抑制了 HAV 感染,而预处理或同时处理则无效。此外,这四种化合物以剂量依赖的方式显著抑制 HAV(HM175/18f 株)的产生。使用 HAV 亚基因组复制子系统的分析表明,这些化合物特异性抑制 HAV RNA 复制。更重要的是,最有效的化合物 B2 和 B27 对另外两种从临床患者分离的 HAV 株 KRM031 和 TKM005 也表现出明显的抑制作用。本研究首次报道了这些新设计的黄酮类杂合体作为开发新型抗 HAV 药物的先导化合物。