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C-3 位含异恶唑啉片段的穿心莲二萜内酯安石榴素酯衍生物的合成及生物活性及其对 Boisduval 的毒理学研究

Synthesis and Pesticidal Activities of Ester Derivatives of the Labdane Diterpenoid Andrographolide at the C-3 Position Containing the Isoxazoline Fragment and Their Toxicology Study against Boisduval.

机构信息

College of Plant Protection, Northwest A&F University, Yangling 712100, Shaanxi, China.

School of Marine Sciences, Ningbo University, Ningbo 315211, Zhejiang, China.

出版信息

J Agric Food Chem. 2024 Nov 13;72(45):25023-25033. doi: 10.1021/acs.jafc.4c07412. Epub 2024 Oct 24.

DOI:10.1021/acs.jafc.4c07412
PMID:39447173
Abstract

Due to the long-term overuse of chemical pesticides, serious resistance and negative problems on human health and the ecological environment have appeared. To develop plant-product-based pesticide candidates, a series of novel andrographolide ester derivatives containing the isoxazoline skeleton were prepared at the C-3 position. Their pesticidal activities were evaluated against three typical pests such as Walker, Van der Goot, and Boisduval. Against . , compounds , , , and showed 1.6-1.8 times insecticidal activity compared to that of andrographolide; against . , compounds , , and possessed 3.7-3.9-fold aphicidal activity compared to that of andrographolide; against . , compounds , , and exhibited 7.4-9.1-fold promising acaricidal activity compared to that of andrographolide. It is worth mentioning that effects of on morphological changes of the treated mite cuticle layer structures were observed by the scanning electron microscope imaging method. Compound can be studied as a pesticidal lead for further structural modification.

摘要

由于长期过度使用化学农药,出现了严重的抗药性和对人类健康及生态环境的负面影响问题。为了开发基于植物产物的农药候选物,我们在 C-3 位合成了一系列含有异噁唑啉骨架的新型穿心莲内酯酯衍生物。我们评估了它们对三种典型害虫(Walker、Van der Goot 和 Boisduval)的杀虫活性。与穿心莲内酯相比,化合物 、 、 、 、 对 具有 1.6-1.8 倍的杀虫活性;化合物 、 、 和 对 具有 3.7-3.9 倍的杀蚜活性;化合物 、 、 和 对 具有 7.4-9.1 倍的杀螨活性。值得一提的是,我们还通过扫描电子显微镜成像方法观察了化合物 处理后螨类表皮层结构的形态变化。化合物 可以作为进一步结构修饰的农药先导化合物进行研究。

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