State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025, China.
State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025, China.
Bioorg Med Chem Lett. 2020 Mar 1;30(5):126945. doi: 10.1016/j.bmcl.2019.126945. Epub 2020 Jan 2.
Thirty-five novel chromone derivatives containing dithioacetal moiety were designed, synthesized, and their anti-TMV activities were evaluated through half-leaf method. The results showed compound c23 illustrates highly curative, protective and inactivating activities against TMV at 500 mg/L, with the values of 68.8%, 58.8%, 86.0% respectively, which were superior to that of Ribavirin (42.3%, 49.8%, 68.4%, respectively) and similar to that of Ningnanmycin (59.4%, 52.4%, 88.4%, respectively). The EC value of inactivating activities of compound c23 is 9.3 mg/L, which was better than that of Ribavirin (135.2 mg/L), and equivalent to that of Ningnanmycin (8.8 mg/L). Furthermore, compound c23 can destroy the integrity of TMV-CP, resulting in reduced infectivity of TMV. Meanwhile, compound c23 can combine with TMV protein coat and hydrolyze TMV protein coat to impact the process of self-assembling of TMV, with the association constant (K) 4.5 mg/L. This finding suggests that chromone derivatives containing dithioacetal moiety can be used as new antiviral agent.
设计合成了 35 种新型含二硫缩醛结构的查尔酮衍生物，并采用半叶法评价了它们对烟草花叶病毒（TMV）的活性。结果表明，化合物 c23 在 500mg/L 时对 TMV 具有很高的治疗、保护和失活活性，其活性值分别为 68.8%、58.8%和 86.0%，优于利巴韦林（分别为 42.3%、49.8%和 68.4%），与宁南霉素（分别为 59.4%、52.4%和 88.4%）相当。化合物 c23 失活活性的 EC 值为 9.3mg/L，优于利巴韦林（135.2mg/L），与宁南霉素（8.8mg/L）相当。此外，化合物 c23 可以破坏 TMV-CP 的完整性，导致 TMV 感染性降低。同时，化合物 c23 可以与 TMV 蛋白外壳结合，并水解 TMV 蛋白外壳，从而影响 TMV 的自我组装过程，其结合常数（K）为 4.5mg/L。这些发现表明，含二硫缩醛结构的查尔酮衍生物可用作新型抗病毒剂。
