Design, Synthesis and Biological Evaluation of Isothiazole Based 1,2,4-Trizaole Derivatives
Lai Chen
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
Search for more papers by this authorQifan Wu
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
Search for more papers by this authorCorresponding Author
Zhijin Fan
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin, 300071 China
E-mail: [email protected], [email protected]Search for more papers by this authorHongpeng Li
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
Search for more papers by this authorJiwei Li
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
Search for more papers by this authorWenhao Hu
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
Search for more papers by this authorXiumei Liu
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
Search for more papers by this authorNataliya P Belskaya
The Ural Federal University Named after the First President of Russia B. N. Yeltsin, Yeltsin UrFU, 620002 Ekaterinburg, Russia
Search for more papers by this authorTatiana Glukhareva
The Ural Federal University Named after the First President of Russia B. N. Yeltsin, Yeltsin UrFU, 620002 Ekaterinburg, Russia
Search for more papers by this authorCorresponding Author
Bin Zhao
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
E-mail: [email protected], [email protected]Search for more papers by this authorLai Chen
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
Search for more papers by this authorQifan Wu
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
Search for more papers by this authorCorresponding Author
Zhijin Fan
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin, 300071 China
E-mail: [email protected], [email protected]Search for more papers by this authorHongpeng Li
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
Search for more papers by this authorJiwei Li
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
Search for more papers by this authorWenhao Hu
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
Search for more papers by this authorXiumei Liu
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
Search for more papers by this authorNataliya P Belskaya
The Ural Federal University Named after the First President of Russia B. N. Yeltsin, Yeltsin UrFU, 620002 Ekaterinburg, Russia
Search for more papers by this authorTatiana Glukhareva
The Ural Federal University Named after the First President of Russia B. N. Yeltsin, Yeltsin UrFU, 620002 Ekaterinburg, Russia
Search for more papers by this authorCorresponding Author
Bin Zhao
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 China
E-mail: [email protected], [email protected]Search for more papers by this authorAbstract
A series of novel 3,4-dichloroisothiazole based 1,2,4-triazole derivatives were rationally designed and synthesized. Their structures were confirmed by 1H NMR, 13C NMR, HRMS or elemental analysis; the typical crystal structure was determined by X-ray diffraction for validation. All target compounds were evaluated for their in vitro fungicidal and in vivo anti-TMV activities. The bioassay results indicated that compound 6b, namely 1-(3,4-dichloroisothiazol-5-yl)-1-(4-fluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanol, exhibited excellent growth inhibition against B. cinerea, C. arachidicola and P. piricola with median effective concentrations (EC50) of 6.98, 2.73 and 3.07 μg/mL, respectively, and good in vivo anti-TMV activity of over 60% of inactivation and induction activity at 100 μg/mL. These data demonstrate that compound 6b is both a fungicide and an anti-TMV lead, deserving further studies.
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