Wu Qi-Fan, Zhao Bin, Fan Zhi-Jin, Zhao Jia-Bao, Guo Xiao-Feng, Yang Dong-Yan, Zhang Nai-Lou, Yu Bin, Kalinina Tatiana, Glukhareva Tatiana
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University Tianjin 300071 P. R. China
The Ural Federal University named after the First President of Russia B. N. Yeltsin 19 Mira Str. Ekaterinburg 620002 Russia
RSC Adv. 2018 Nov 26;8(69):39593-39601. doi: 10.1039/c8ra07619g. eCollection 2018 Nov 23.
3,4-Dichloroisothiazoles can induce systemic acquired resistance (SAR) to enhance plant resistance against a subsequent pathogen attack, and oxathiapiprolin exhibits excellent anti-fungal activity against oomycetes targeting at the oxysterol-binding protein. To discover novel chemicals with systemic acquired resistance and fungicidal activity, 21 novel isothiazole-thiazole derivatives were designed, synthesized and characterized according to the active compound derivatization method. Compound 6u, with EC values of 0.046 mg L and 0.20 mg L against (Berk. et Curt.) Rostov and , might act at the same target as oxysterol binding protein (PcORP1) of oxathiapiprolin; this result was validated by cross-resistance and molecular docking studies. The expression of the systemic acquired resistance gene was significantly up-regulated after treating with compound 6u for 24 h (43-fold) and 48 h (122-fold). These results can help the development of isothiazole-thiazole-based novel fungicides.
3,4-二氯异噻唑可诱导系统获得性抗性（SAR），以增强植物对后续病原体攻击的抗性，而恶唑菌酮对靶向氧化甾醇结合蛋白的卵菌表现出优异的抗真菌活性。为了发现具有系统获得性抗性和杀菌活性的新型化合物，根据活性化合物衍生化方法设计、合成并表征了21种新型异噻唑-噻唑衍生物。化合物6u对番茄早疫病菌（Berk. et Curt.）Rostov和瓜枝孢的EC值分别为0.046 mg/L和0.20 mg/L，可能与恶唑菌酮的氧化甾醇结合蛋白（PcORP1）作用于相同靶点；交叉抗性和分子对接研究验证了这一结果。用化合物6u处理24小时（43倍）和48小时（122倍）后，系统获得性抗性基因的表达显著上调。这些结果有助于基于异噻唑-噻唑的新型杀菌剂的开发。
