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Coumarin Derivatives Containing Sulfonamide and Dithioacetal Moieties: Design, Synthesis, Antiviral Activity, and Mechanism
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2022-05-09 , DOI: 10.1021/acs.jafc.2c00672
Lei Zhao 1 , Deyu Hu 1 , Zengxue Wu 1 , Chunle Wei 1 , Shang Wu 1 , Baoan Song 1
Affiliation  

Cucumber mosaic virus (CMV) is currently a known plant virus with the most hosts, broadest distribution, and economic hazard. To develop new antiviral drugs against this serious virus, a new range of coumarin derivatives containing sulfonamide and dithioacetal structures were designed and synthesized, and their anti-CMV activities were detected by the half-leaf dead spot method. The results of the biological activity assay showed that most of the compounds exhibited outstanding anti-CMV activity. Especially, compound C23 displayed the optimal in vivo anti-CMV activity, with an EC50 value of 128 μg/mL, which was remarkably better than that of COS (781 μg/mL) and ningnanmycin (436 μg/mL). Excitingly, we found that compound C23 could be a promising plant activator that significantly increased defense-related enzyme activities and the tobacco chlorophyll content. Furthermore, compound C23 enhanced defense responses against viral infection by inducing the abscisic acid (ABA) pathway in tobacco. This work established a basis for multifunction pesticide discovery involving mechanism of action study and structure optimization.

中文翻译:


含有磺酰胺和二硫缩醛部分的香豆素衍生物:设计、合成、抗病毒活性和机制



黄瓜花叶病毒(CMV)是目前已知的宿主最多、分布最广、经济危害最大的植物病毒。为了开发针对这种严重病毒的新型抗病毒药物,设计并合成了一系列含有磺酰胺和二硫缩醛结构的新香豆素衍生物,并通过半叶死点法检测了它们的抗CMV活性。生物活性测定结果表明,大多数化合物表现出优异的抗CMV活性。其中,化合物C23表现出最佳的体内抗CMV活性,EC 50值为128 μg/mL,明显优于COS(781 μg/mL)和宁南霉素(436 μg/mL)。令人兴奋的是,我们发现化合物C23可能是一种有前途的植物激活剂,可以显着提高防御相关酶的活性和烟草叶绿素含量。此外,化合物C23通过诱导烟草中的脱落酸 (ABA) 途径增强对病毒感染的防御反应。这项工作为涉及作用机制研究和结构优化的多功能农药发现奠定了基础。
更新日期:2022-05-09
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