A series of cinnamic acid derivatives, which contained dithioacetal moiety, were designed and synthesized, and their anti-plant virus activity against Tobacco mosaic virus (TMV) were evaluated. Most target compounds exhibited good anti-plant virus activities. Compound 2y, especially at 500 mg/L concentration, had an excellent activity against TMV, and its curative, protective, and inactivating activities were 62.5%, 61.8%, and 83.5%, respectively. These activity values were significantly superior to those of ribavirin (45.9%, 39.8%, and 70.3%) and xiangcaoliusuobingmi (44.7%, 48.3%, and 71.7%) and comparable to those of ningnanmycin (61.9%, 53.3%, and 85.2%). Compound 2y presented an EC50 value of 50.7 mg/L for inactivating activity against TMV, which was superior to those of ningnanmycin (51.5 mg/L), ribavirin (160.4 mg/L), and xiangcaoliusuobingmi (83.0 mg/L). Through transmission electron microscopy, we found that compound 2y caused a certain degree of damage to TMV particles, which caused them to break and bend. Four conventional hydrogen bonds were formed with amino acid residues GLN34, THR37, ARG90, and ARG46 of TMV coat protein (CP) through molecular docking. Microscale thermophoresis test results showed that compound 2y with TMV CP had a strong binding force, and the dissociation constant (Kd) was 1.6 μM. In summary, the cinnamic acid derivatives containing dithioacetal moiety provide a foundation for further research on antiviral agents.

中文翻译：

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含二硫缩醛部分的肉桂酸衍生物的设计、合成、抗TMV活性及初步机制

设计合成了一系列含有二硫缩醛部分的肉桂酸衍生物，并评估了它们对烟草花叶病毒（TMV）的抗植物病毒活性。大多数目标化合物表现出良好的抗植物病毒活性。化合物2y，尤其是500 mg/L浓度时，对TMV具有极好的活性，其治愈、保护和灭活活性分别为62.5%、61.8%和83.5%。这些活性值显着优于利巴韦林（45.9%、39.8%和70.3%）和香草柳絮蜜（44.7%、48.3%和71.7%），与宁南霉素（61.9%、53.3%和85.2%）相当。 ）。化合物2y对TMV的灭活活性EC50值为50.7mg/L，优于宁南霉素（51.5mg/L）、利巴韦林（160.4mg/L）、和香草柳絮凝蜜（83.0 mg/L）。通过透射电镜，我们发现化合物2y对TMV颗粒造成了一定程度的损伤，导致它们断裂和弯曲。通过分子对接与TMV外壳蛋白（CP）的氨基酸残基GLN34、THR37、ARG90和ARG46形成四个常规氢键。微尺度热泳测试结果表明，化合物2y与TMV CP具有很强的结合力，解离常数（Kd）为1.6 μM。总之，含有二硫缩醛部分的肉桂酸衍生物为进一步研究抗病毒药物奠定了基础。通过分子对接与TMV外壳蛋白（CP）的氨基酸残基GLN34、THR37、ARG90和ARG46形成四个常规氢键。微尺度热泳测试结果表明，化合物2y与TMV CP具有很强的结合力，解离常数（Kd）为1.6 μM。总之，含有二硫缩醛部分的肉桂酸衍生物为进一步研究抗病毒药物奠定了基础。通过分子对接与TMV外壳蛋白（CP）的氨基酸残基GLN34、THR37、ARG90和ARG46形成四个常规氢键。微尺度热泳测试结果表明，化合物2y与TMV CP具有很强的结合力，解离常数（Kd）为1.6 μM。总之，含有二硫缩醛部分的肉桂酸衍生物为进一步研究抗病毒药物奠定了基础。