Discovery of Novel Neonicotinoids with Conjugated Diene Enabled by Cascade Allylation/Isomerization Synthetic Methodology
文献类型： 外文期刊
作者： Zhang, Dongxu 1 ; Zhou, Cong 1 ; Qi, Suzhen 3 ; Zhang, Huihui 4 ; Shao, Xusheng 1 ; Xu, Xiaoyong 1 ; Cheng, Jiagao 1 ; Liu, Zewen 4 ; Li, Zhong 1 ; Yang, Wu-Lin 1 ;
作者机构： 1.East China Univ Sci & Technol, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China
2.East China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China
3.Chinese Acad Agr Sci, Inst Apicultural Res, Beijing 100093, Peoples R China
4.Nanjing Agr Univ, Coll Plant Protect, Key Lab Integrated Management Crop Dis & Pests, Minist Educ, Nanjing 210095, Peoples R China
关键词： neonicotinoid insecticides; insect resistance; bee toxicity; conjugated system; insecticidal activity; cascade reaction
期刊名称：JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY （ 影响因子：6.2； 五年影响因子：6.4 ）
ISSN： 0021-8561
年卷期： 2025 年 73 卷 5 期
页码：
收录情况： SCI
摘要： As one of the most significant insecticides, neonicotinoids have played a pivotal role in crop protection and public sanitation. However, the high resistance and bee toxicity of neonicotinoid insecticides have attracted considerable attention. Herein, a series of neonicotinoid compounds with conjugated diene moieties were synthesized through the cascade allylation/isomerization reaction. Most of the target compounds exhibited excellent insecticidal activities against Aphis craccivora, and some compounds exhibited good insecticidal activities against Mythimna separata. In particular, compound A15 showed outstanding insecticidal activity against A. craccivora (LC50 = 0.15 mg/L), which was superior to that of imidacloprid (LC50 = 0.36 mg/L). In addition, this candidate exhibited minimal cross-resistance to imidacloprid. The acute contact toxicity tests on Apis mellifera suggested that compound A15 was 10 times less toxic than imidacloprid. Electrophysiological experiments and molecular docking studies indicated that compound A15 exerted its insecticidal effects by interfering with nicotinic acetylcholine receptors. This work identifies a novel conjugated diene neonicotinoid candidate with significant potential for further development.
- 相关文献
作者其他论文 更多>>
-
Fish-derived cationic antimicrobial peptide piscidin 1 exerts broad-spectrum bactericidal activities against multidrug-resistant Gram-negative pathogens
作者：Sun, Huarun;Zhang, Jingao;Li, Xiaolu;Gao, Haolei;Liao, Chengshui;Wang, Ruibiao;Wen, Bo;Luo, Weiyu;Zhang, Wei;Zhu, Chunling;Wen, Yuliang;Zhang, Longfei;Liu, Xuehan;Shen, Jiyuan;Hu, Jianhe;Bai, Yueyu;Zhang, Huihui;Ding, Ke;Wang, Lei;Sun, Huarun;Zhang, Jingao;Gao, Haolei;Wang, Ruibiao;Wen, Bo;Luo, Weiyu;Zhang, Wei;Zhu, Chunling;Wen, Yuliang;Zhang, Longfei;Liu, Xuehan;Shen, Jiyuan;Hu, Jianhe;Zhang, Huihui;Wang, Lei;Liao, Chengshui;Ding, Ke;Wu, Yundi;Wu, Xilong;Li, Hao
关键词：Antimicrobial peptide; Multiresistance; Piscidin 1; Bactericidal mechanism; Gram-negative bacteria
-
Novel neonicotinoid insecticide cycloxaprid exhibits sublethal toxicity to honeybee (Apis mellifera L.) workers by disturbing olfactory sensitivity and energy metabolism
作者：Zhang, Wei;Jiang, Zhiyang;Qiu, Lihong;Ding, Mu;Wang, Xue;Huang, Aidi;Qi, Suzhen;Ding, Mu
关键词：Non-target organisms; Pesticides; Behavior; Proboscis extension reflex; Odorant-binding protein
-
Molecular mechanisms of cis-oxygen bridge neonicotinoids to Apis mellifera Linnaeus chemosensory protein: Surface plasmon resonance, multiple spectroscopy techniques, and molecular modeling
作者：Li, Xiangshuai;Li, Shiyu;Liu, Yang;Cui, Li;Yang, Daibin;Chen, Shuning;Yuan, Huizhu;Yan, Xiaojing;Shao, Xusheng
关键词：Chemosensory protein; Neonicotinoid; Surface plasmon resonance; Multispectroscopy; Molecular modeling
-
Assessing the distribution and human health risks of cationic surface-active agents in honey from China
作者：Ren, Caijun;Qi, Suzhen;Li, Qiangqiang;Wang, Miao;Wu, Liming;Zhao, Liuwei;Luo, Teng;Shen, Haona
关键词：Benzalkonium chloride; Cationic surface-active agents; Chlorhexidine; Honey; Risk assessment
-
Discovery of conformation constrained tetracyclic compounds as potent chitinase OfChi-h inhibitors with a novel binding mode
作者：Yuan, Pengtao;Yang, Qing;Yuan, Pengtao;Yang, Qing;Jiang, Xi;Ni, Xintong;Shao, Xusheng;Qian, Xuhong;Qian, Xuhong
关键词：Chitinase; inhibitor; conformation restriction; inhibitory mechanism
-
Insecticides and cadmium impair programmed appendage regeneration in Pardosa pseudoannulata: Mechanisms and regulatory dysfunction
作者：Zhang, Huihui;Liu, Zewen;Chen, Yunru;Wang, Jingting;Tao, Tianpeng;Yang, Zhiming;Yu, Na;Liu, Zewen
关键词：Appendage regeneration; Insecticides; Heavy metal; Pardosa pseudoannulata
-
Investigation of sensory profiling and aroma volatiles changes during chaste honey natural ripening using electronic nose, electronic tongue and GC-O-MS
作者：Sun, Dandan;Ren, Caijun;Li, Qiangqiang;Wang, Miao;Qi, Suzhen;Wu, Liming;Zhao, Liuwei
关键词：Chaste honey; Aromatic characteristics; Ripening process
