Construction and agrochemical efficacy of novel indolo[2,3-b]andrographolide derivatives

Advanced Agrochem Pub Date : 2023-12-01 DOI:10.1016/j.aac.2023.07.004

Meng Hao, Min Lv, Tianze Li, Hui Xu

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引用次数: 0

Abstract

To find new pesticide candidates, by using of a natural product andrographolide as the precursor, a series of novel indolo[2,3-b]andrographolide derivatives were semisynthesized by Fischer-indole rearrangement reaction. Their structures were identified by ¹H NMR, IR, mp, and HRMS, and the steric configuration of compound Ic was further determined on single-crystal analysis. Compounds If and IIb showed 5.9 and 7.0 times potent acaricidal activity compared to andrographolide against Tetranychus cinnabarinus. Compound Ib displayed 4.2 folds higher aphicidal activity compared to andrographolide against Eriosoma lanigerum. In addition, the pronounced insecticidal activity of compound IIc against Aphis citricola was 4.2 folds of that of andrographolide. Scanning electron microscopy revealed that compound IIb can destroy the epidermis of T. cinnabarinus. These results can provide a basis for future research on botanical agrochemicals.

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新型吲哚[2,3-b]穿心莲内酯衍生物的构建及农化药效研究

为了寻找新的农药候选物，以天然产物穿心莲内酯为前体，采用fisher -吲哚重排反应合成了一系列新型吲哚[2,3-b]穿心莲内酯衍生物。通过1H NMR、IR、mp和HRMS对其结构进行了鉴定，并通过单晶分析进一步确定了化合物Ic的空间构型。化合物If和IIb对朱砂叶螨的杀螨活性是穿心莲内酯的5.9倍和7.0倍。化合物Ib的杀蚜活性比穿心莲内酯高4.2倍。此外，化合物IIc对柑橘蚜的杀虫活性是穿心莲内酯的4.2倍。扫描电镜结果显示，化合物IIb能破坏朱砂皮表皮。这些结果可为今后植物性农用化学品的研究提供依据。

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来源期刊

Advanced Agrochem

CiteScore

3.50

自引率

0.00%

发文量