Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, China.
School of Chemical Engineering and Technology, Hebei Collaborative Innovation Center of Modern Marine Chemical Technology, Hebei University of Technology, Tianjin 300130, China.
J Agric Food Chem. 2022 May 25;70(20):6006-6014. doi: 10.1021/acs.jafc.2c00664. Epub 2022 May 10.
The unreasonable use or long-term use of a single variety of pesticide has led to drug resistance and made the pesticides ineffective. Therefore, the creation of new, efficient, and low-risk pesticides is imminent. Marine natural products play a vital role in serving as new lead compounds. In this work, we realized the efficient preparation of nine marine sesquiterpenes with the Stork-Danheiser reaction as the key step and designed and synthesized a series of their derivatives. The antiviral activity and antifungal activity research showed that these compounds exhibited good to excellent biological activities. Compounds and displayed significantly higher antiviral activities against tobacco mosaic virus (TMV) than ribavirin and could be used as new antiviral candidates. The antiviral mode of action research indicated that compound inhibited the formation of the 20S protein disk by acting on the TMV coat protein and therefore inhibited the assembly of TMV particles. This work provides a new idea for the development of new pesticides based on marine sesquiterpenes.
由于单一品种农药的不合理使用或长期使用,导致抗药性的产生,使农药失效。因此,创制新型、高效、低风险的农药迫在眉睫。海洋天然产物在作为新的先导化合物方面发挥着重要作用。在这项工作中,我们以 Stork-Danheiser 反应为关键步骤,实现了 9 种海洋倍半萜的高效制备,并设计合成了一系列它们的衍生物。抗病毒和抗真菌活性研究表明,这些化合物表现出良好到优异的生物活性。化合物和显示出比利巴韦林更高的抗烟草花叶病毒(TMV)活性,可作为新的抗病毒候选物。抗病毒作用模式研究表明,化合物通过作用于 TMV 外壳蛋白抑制 20S 蛋白盘的形成,从而抑制 TMV 颗粒的组装。这项工作为基于海洋倍半萜开发新型农药提供了新的思路。