Zheng Shijie, Lin Xiaomin, Wu Hanxiang, Zhao Chen, Xu Hanhong
1State Key Laboratory for Conservation and Utilization of Subtropical Argo-Bioresources, South China Agricultural University, Guangzhou, Guangdong China.
2Key Laboratory of Natural Pesticide and Chemical Biology, Ministry of Education, South China Agricultural University, Guangzhou, 510642 China.
BMC Chem. 2020 Mar 30;14(1):22. doi: 10.1186/s13065-020-00673-7. eCollection 2020 Dec.
Phloem systemicity is a desirable property for insecticides to control sucking insects. However, the development of phloem systemic insecticides is challenging. One possible strategy is to link existed insecticides with endogenous substances so that the resulting conjugates can be transported by specific transporters into the phloem. In this study, novel dipeptide promoieties were introduced into chlorantraniliprole, which is an efficient and broad-spectrum anthranilic diamide insecticide without phloem mobility. Twenty-two new dipeptide-chlorantraniliprole conjugates have been synthesized. Systemic tests showed that all conjugates exhibited phloem mobility in . In particular, compound with alanyl-alanine dipeptide fragment was able to accumulate in phloem sap (114.49 ± 11.10 μM) in the form of its hydrolysis product . Results of bioassay showed that conjugates and were able to exhibit comparable insecticidal activity against L. and compared to its parent compound chlorantraniliprole. This work demonstrated that the dipeptide structures were able to contribute to the improvement of the uptake and phloem mobility of chlorantraniliprole, and two phloem mobile conjugates with satisfactory in vivo insecticidal effect was obtained as new candidates for high-efficient insecticides.
韧皮部内吸性是杀虫剂防治刺吸式昆虫的理想特性。然而，韧皮部内吸性杀虫剂的开发具有挑战性。一种可能的策略是将现有杀虫剂与内源性物质连接起来，使形成的缀合物能够通过特定转运蛋白转运到韧皮部。在本研究中，将新型二肽基团引入到氯虫苯甲酰胺中，氯虫苯甲酰胺是一种高效广谱的邻氨基苯甲酰胺类杀虫剂，但没有韧皮部内吸性。已合成了22种新的二肽 - 氯虫苯甲酰胺缀合物。内吸性测试表明，所有缀合物在[具体植物或体系]中均表现出韧皮部内吸性。特别是，具有丙氨酰 - 丙氨酸二肽片段的化合物能够以其水解产物的形式在韧皮部汁液中积累（114.49 ± 11.10 μM）。生物测定结果表明，缀合物[具体编号]和[具体编号]对[具体昆虫种类1]和[具体昆虫种类2]表现出与母体化合物氯虫苯甲酰胺相当的杀虫活性。这项工作表明，二肽结构能够有助于改善氯虫苯甲酰胺的吸收和韧皮部内吸性，并获得了两种具有令人满意的体内杀虫效果的韧皮部内吸性缀合物，作为高效杀虫剂的新候选物。
