含 2-苯基噁唑啉分子的新型异噁唑啉衍生物作为潜在杀虫剂的设计、合成和评估

IF 4.2 1区 农林科学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY
{"title":"含 2-苯基噁唑啉分子的新型异噁唑啉衍生物作为潜在杀虫剂的设计、合成和评估","authors":"","doi":"10.1016/j.pestbp.2024.106109","DOIUrl":null,"url":null,"abstract":"<div><p>Isoxazoline insecticides have shown broad-spectrum insecticidal activity against a variety of insect pests. However, the high toxicity of isoxazoline compounds towards honeybees restricts their application in crop protection. To mitigate this issue, a series of isoxazoline derivatives containing 2-phenyloxazoline were designed and synthesized. Bioassays revealed that several compounds exhibited promising insecticidal activities against <em>Plutella xylostella</em>, with <strong>G28</strong> showing particularly excellent insecticidal activity, reflected by an LC<sub>50</sub> value of 0.675 mg/L, which is comparable to that of fluxametamide (LC<sub>50</sub> = 0.593 mg/L). Furthermore, <strong>G28</strong> also exhibited effective insecticidal activity against <em>Solenopsis invicta</em>. Importantly, bee toxicity experiments indicated that <strong>G28</strong> had significantly lower acute oral toxicity (LD<sub>50</sub> = 2.866 μg/adult) compared to fluxametamide (LD<sub>50</sub> = 1.083 μg/adult) and fluralaner (LD<sub>50</sub> = 0.022 μg/adult), positioning it as a promising candidate with reduced toxicity to bees. Theoretical simulation further elucidated the reasons for the selective differences in the ability of isoxazoline to achieve higher insecticidal activity while maintaining lower bee toxicity. This research suggests that isoxazoline compounds containing 2-phenyloxazoline group hold potential as new insecticide candidates and offers insights into the development of novel isoxazoline insecticides with both high efficacy and environmental safety.</p></div>","PeriodicalId":19828,"journal":{"name":"Pesticide Biochemistry and Physiology","volume":null,"pages":null},"PeriodicalIF":4.2000,"publicationDate":"2024-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Design, synthesis, and evaluation of novel isoxazoline derivatives containing 2-phenyloxazoline moieties as potential insecticides\",\"authors\":\"\",\"doi\":\"10.1016/j.pestbp.2024.106109\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Isoxazoline insecticides have shown broad-spectrum insecticidal activity against a variety of insect pests. However, the high toxicity of isoxazoline compounds towards honeybees restricts their application in crop protection. To mitigate this issue, a series of isoxazoline derivatives containing 2-phenyloxazoline were designed and synthesized. Bioassays revealed that several compounds exhibited promising insecticidal activities against <em>Plutella xylostella</em>, with <strong>G28</strong> showing particularly excellent insecticidal activity, reflected by an LC<sub>50</sub> value of 0.675 mg/L, which is comparable to that of fluxametamide (LC<sub>50</sub> = 0.593 mg/L). Furthermore, <strong>G28</strong> also exhibited effective insecticidal activity against <em>Solenopsis invicta</em>. Importantly, bee toxicity experiments indicated that <strong>G28</strong> had significantly lower acute oral toxicity (LD<sub>50</sub> = 2.866 μg/adult) compared to fluxametamide (LD<sub>50</sub> = 1.083 μg/adult) and fluralaner (LD<sub>50</sub> = 0.022 μg/adult), positioning it as a promising candidate with reduced toxicity to bees. Theoretical simulation further elucidated the reasons for the selective differences in the ability of isoxazoline to achieve higher insecticidal activity while maintaining lower bee toxicity. This research suggests that isoxazoline compounds containing 2-phenyloxazoline group hold potential as new insecticide candidates and offers insights into the development of novel isoxazoline insecticides with both high efficacy and environmental safety.</p></div>\",\"PeriodicalId\":19828,\"journal\":{\"name\":\"Pesticide Biochemistry and Physiology\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":4.2000,\"publicationDate\":\"2024-09-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Pesticide Biochemistry and Physiology\",\"FirstCategoryId\":\"97\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0048357524003420\",\"RegionNum\":1,\"RegionCategory\":\"农林科学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Pesticide Biochemistry and Physiology","FirstCategoryId":"97","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0048357524003420","RegionNum":1,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
引用次数: 0

摘要

异噁唑啉杀虫剂对多种害虫具有广谱杀虫活性。然而,异噁唑啉化合物对蜜蜂的高毒性限制了它们在作物保护中的应用。为了缓解这一问题,我们设计并合成了一系列含有 2-苯基噁唑啉的异噁唑啉衍生物。生物测定显示,几种化合物对木虱具有良好的杀虫活性,其中 G28 的半数致死浓度为 0.675 毫克/升,与氟虫酰胺的半数致死浓度(LC50 = 0.593 毫克/升)相当,显示出特别优异的杀虫活性。此外,G28 还对 Solenopsis invicta 具有有效的杀虫活性。重要的是,蜜蜂毒性实验表明,与氟虫酰胺(LD50 = 1.083 μg/成虫)和氟乐灵(LD50 = 0.022 μg/成虫)相比,G28 的急性经口毒性(LD50 = 2.866 μg/成虫)明显较低,因此有望成为一种对蜜蜂毒性较低的候选化合物。理论模拟进一步阐明了异噁唑啉在保持较低蜜蜂毒性的同时获得较高杀虫活性的选择性差异的原因。这项研究表明,含有 2-苯基噁唑啉基团的异噁唑啉化合物具有作为新型杀虫剂候选物的潜力,并为开发高效和环境安全的新型异噁唑啉杀虫剂提供了启示。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Design, synthesis, and evaluation of novel isoxazoline derivatives containing 2-phenyloxazoline moieties as potential insecticides

Design, synthesis, and evaluation of novel isoxazoline derivatives containing 2-phenyloxazoline moieties as potential insecticides

Isoxazoline insecticides have shown broad-spectrum insecticidal activity against a variety of insect pests. However, the high toxicity of isoxazoline compounds towards honeybees restricts their application in crop protection. To mitigate this issue, a series of isoxazoline derivatives containing 2-phenyloxazoline were designed and synthesized. Bioassays revealed that several compounds exhibited promising insecticidal activities against Plutella xylostella, with G28 showing particularly excellent insecticidal activity, reflected by an LC50 value of 0.675 mg/L, which is comparable to that of fluxametamide (LC50 = 0.593 mg/L). Furthermore, G28 also exhibited effective insecticidal activity against Solenopsis invicta. Importantly, bee toxicity experiments indicated that G28 had significantly lower acute oral toxicity (LD50 = 2.866 μg/adult) compared to fluxametamide (LD50 = 1.083 μg/adult) and fluralaner (LD50 = 0.022 μg/adult), positioning it as a promising candidate with reduced toxicity to bees. Theoretical simulation further elucidated the reasons for the selective differences in the ability of isoxazoline to achieve higher insecticidal activity while maintaining lower bee toxicity. This research suggests that isoxazoline compounds containing 2-phenyloxazoline group hold potential as new insecticide candidates and offers insights into the development of novel isoxazoline insecticides with both high efficacy and environmental safety.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
CiteScore
7.00
自引率
8.50%
发文量
238
审稿时长
4.2 months
期刊介绍: Pesticide Biochemistry and Physiology publishes original scientific articles pertaining to the mode of action of plant protection agents such as insecticides, fungicides, herbicides, and similar compounds, including nonlethal pest control agents, biosynthesis of pheromones, hormones, and plant resistance agents. Manuscripts may include a biochemical, physiological, or molecular study for an understanding of comparative toxicology or selective toxicity of both target and nontarget organisms. Particular interest will be given to studies on the molecular biology of pest control, toxicology, and pesticide resistance. Research Areas Emphasized Include the Biochemistry and Physiology of: • Comparative toxicity • Mode of action • Pathophysiology • Plant growth regulators • Resistance • Other effects of pesticides on both parasites and hosts.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信