Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, PO Box 544, 130 Meilong Road, Shanghai 200237, China.
J Agric Food Chem. 2012 Jan 11;60(1):346-53. doi: 10.1021/jf203974p. Epub 2011 Dec 23.
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 (1)H 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.
植物激活剂是一类新型农用化学品,能够诱导多种植物对广谱疾病产生抗性。迄今为止,只有少数几种植物激活剂实现了商业化。为了开发新型植物激活剂,我们合成了一系列苯并-1,2,3-噻二唑-7-羧酸酯衍生物,并通过 (1)H NMR、IR、元素分析、高分辨质谱或质谱对其结构进行了表征。我们还评估了它们作为植物激活剂的潜在系统性获得抗性。大多数化合物表现出良好的活性,特别是含氟化合物 3d 和 3e,它们在黄瓜白粉病和炭疽病的测定筛选中表现出优异的 SAR 诱导活性。田间试验结果表明,与商业植物激活剂 S-甲基苯并[1,2,3]噻二唑-7-羧酸硫酯(BTH)相比,化合物 3d 和 3e 对这些病原体的活性更强。此外,与 BTH 相比,化合物 3d 的制备更加简便,成本更低,这将有助于其在农业植物保护中的进一步应用。