Department of Pesticide Science, Plant Protection College, Shenyang Agricultural University, Shenyang 110866, Liaoning, China.
State Key Laboratory for Conservation and Utilization of Subtropical Agro-bioresources, Integrative Microbiology Research Centre, Guangdong Province Key Laboratory of Microbial Signals and Disease Control, South China Agricultural University, Guangzhou 510642, Guangdong, China.
Molecules. 2018 Mar 23;23(4):740. doi: 10.3390/molecules23040740.
-(2-trifluoromethyl-4-chlorophenyl)-2-oxocyclohexyl sulfonamide (chesulfamide) is in the limelight as a novel fungicide, and has fungicidal activity against . For exploring more novel structures, 33 new compounds were synthesized by -alkylation and acid-amine coupling reactions with chesulfamide as the core moiety, and their structures were characterized and established by ¹H-NMR, C-NMR, MS, and elemental analysis. The structure of (1,2)-2-(2-(-(4-chloro-2-trifluoromethylphenyl)sulfamoyl)-cyclohexylamino)--(2-trifluoromethylphenyl) acetamide () was defined by X-ray single crystal diffraction. The in vivo and in vitro fungicidal activities against were evaluated. The bioassay results of mycelial growth demonstrated that most compounds exhibited excellent inhibitory activity against at 50 μg mL, and 7 compounds showed lower EC values than boscalid (EC = 4.46 μg mL) against (CY-09). In cucumber pot experiment, the inhibitory rates of four compounds (, , , and ) against were 90.48, 93.45, 92.86, and 91.07, which were better than cyprodinil (88.69%), the best performing of all controls. In tomato pot experiment, the control efficacy of two analogs ( and ) were 87.98 and 87.97% at 200 μg mL, which were significantly higher than boscalid (78.10%). Most compounds have an excellent fungicidal effect on , with potential as a lead compound for developing new pesticides.
(2-三氟甲基-4-氯苯基)-2-氧代环己基磺酰胺（chesulfamide）作为一种新型杀菌剂备受关注，对具有杀菌活性。为了探索更多新型结构，以 chesulfamide 为核心片段，通过 -烷基化和酸-胺偶联反应合成了 33 种新化合物，通过 ¹H-NMR、C-NMR、MS 和元素分析对其结构进行了表征和确定。（1,2）-2-（2-（-（4-氯-2-三氟甲基苯基）磺酰胺基）-环己基氨基）-（2-三氟甲基苯基）乙酰胺（）的结构通过 X 射线单晶衍射确定。对其进行了活体和体外杀菌活性评估。菌丝生长生物测定结果表明，大多数化合物在 50 μg mL 时对具有优异的抑制活性，其中 7 种化合物对 CY-09 的 EC 值低于 boscalid（EC = 4.46 μg mL）。在黄瓜盆栽试验中，四种化合物（、、、和）对的抑制率分别为 90.48%、93.45%、92.86%和 91.07%，优于对照药剂cyprodinil（88.69%）。在番茄盆栽试验中，两种类似物（和）在 200 μg mL 时的防治效果分别为 87.98%和 87.97%，明显高于 boscalid（78.10%）。大多数化合物对具有优异的杀菌效果，具有开发新型农药的潜在价值。
