数字农科院2.0

Discovery of Rhodanine Inhibitors Targeting Of ChtI Based on the π-Stacking Effect and Aqueous Solubility

文献类型： 外文期刊

作者： Qing Han;Nan Wu;Jingyu Zhang;Tianyu Feng;Yunjiang Zi;Rulei Zhang;Renxuan Zou;Yaoyang Liu;Qing Yang;Hongxia Duan

作者机构：

关键词： （0-2-4）aqueous solubility;insect growth and regulator agents;Of ChtI;rhodanine analogues;π-stacking effect

期刊名称： Journal of Agricultural and Food Chemistry

ISSN： 0021-8561

年卷期： 2024 年 71 卷 48 期

页码：

收录情况： SCIE（2024版） ; ; EI（2024版）

摘要： The application of some reported inhibitors against the chitinolytic enzyme Of ChtI was limited due to their unsatisfactory insecticidal activities. Hence, we first performed a synergetic design strategy combining the π-stacking effect with aqueous solubility to find novel rhodanine analogues with inhibitory activities against Of ChtI. Novel rhodanine compounds IAa-f and IBa-f have weak aqueous solubility, but they (IAd: Ki = 4.0 μM; IBd: Ki = 2.2 μM) showed better inhibitory activities against Of ChtI and comparable insecticidal efficiency toward Ostrinia furnacalis compared to the high aqueous solubility compounds IIAa-f and IIBa-f (IIAd: Ki = 21.6 μM; IIBd: Ki = 14.3 μM) without a large conjugate plane. Further optimized compounds IIIAa-j with a conjugate plane as well as a higher aqueous solubility exhibited similar good inhibitory activities against Of ChtI (IIIAe: Ki = 2.4 μM) and better insecticidal potency (IIIAe: mortality rate of 63.33%) compared to compounds IAa-f and IBa-f, respectively. Molecular docking studies indicated that the conjugate planarity with the π-stacking effect for rhodanine analogues is responsible for their enzyme inhibitory activity against Of ChtI. This study provides a new strategy for designing insect chitinolytic enzyme inhibitors as insect growth regulators for pest control.

分类号：

  • 相关文献

[1]A Piperine-Based Scaffold as a Novel Starting Point to Develop Inhibitors against the Potent Molecular Target OfChtI. Han, Qing,Wu, Nan,Li, Hui-Lin,Zhang, Jing-Yu,Li, Xiang,Deng, Ming-Fei,Zhu, Kai,Wang, Jin-E,Duan, Hong-Xia,Yang, Qing. 2021

[2]Rational Design of N-Methylcarbamoylguanidinyl Derivatives as Highly Potent Dual-Target Chitin Hydrolase Inhibitors for Retarding Growth of Pest Insects. Zhao, Zhixiang,Chen, Wei,Wang, Simin,Dong, Yanhong,Yang, Qing,Zhang, Jianjun. 2023

[3]Vital residues-orientated rational design of butenolide inhibitors targeting Of ChtI. Han, Qing,Zi, Yun-Jiang,Feng, Tian-Yu,Wu, Nan,Zou, Ren-Xuan,Zhang, Jing-Yu,Zhang, Ru-Lei,Yang, Qing,Duan, Hong-Xia. 2024

作者其他论文 更多>>