Novel Benzo-1,2,3-thiadiazole-7-carboxylate Derivatives As Plant Activators and the Development of Their Agricultural Applications

Novel Benzo-1,2,3-thiadiazole-7-carboxylate Derivatives As Plant Activators and the Development of Their Agricultural Applications
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DOI:
10.1021/jf203974p
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发表时间:
2012-01-11
影响因子:
6.1
通讯作者:
Xu, Yufang
Xu, Yufang
中科院分区:
农林科学1区
文献类型:
--
作者:
Du, Qingshan;Zhu, Weiping;Xu, Yufang

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植物激活剂是一类新型的农用化学品,能诱导植物对多种病害产生抗性。迄今为止,只有少数植物活化剂已商业化。为了开发新型植物激活剂,合成了一系列苯并-1,2,3-噻二唑-7-羧酸酯衍生物,并对其结构进行了H-1 NMR、IR、元素分析、HRMS或MS表征,同时对其作为植物系统获得抗性激活剂的潜力进行了评价。其中大部分化合物表现出较好的活性,尤其是含氟化合物3d和3e,在活性筛选中对黄瓜白粉病菌和黄瓜炭疽病菌表现出较好的SAR诱导活性。田间试验结果表明,化合物3d和3e对上述病原菌的抑制活性均高于商业植物激活剂S-甲基苯并[1,2,3]噻二唑-7-硫代甲酸酯(BTH)。此外,化合物3d的制备比BTH更容易,成本更低,这将有助于进一步在农业植物保护中的应用。
Plant activators are a novel kind of agrochemicals that could induce resistance in many plants against a broad spectrum of diseases. To date, only few plant activators have been commercialized. In order to develop novel plant activators, a series of benzo-1,2,3-thiadiazole-7-carboxylate derivatives were synthesized, and the structures were characterized by H-1 NMR, IR, elemental analyses, and HRMS or MS. Their potential systemic acquired resistance as plant activators was evaluated as well. Most of them showed good activity, especially, fluoro-containing compounds 3d and 3e, which displayed excellent SAR-inducing activity against cucumber Erysiphe cichoracearum and Colletotrichum lagenarium in assay screening. Field test results illustrated that compounds 3d and 3e were more potent than the commercial plant activator, S-methyl benzo[1,2,3]thiadiazole-7-carbothioate (BTH) toward these pathogens. Further, the preparation of compound 3d is more facile than BTH with lower cost, which will be helpful for further applications in agricultural plant protection.