1-芳基-3,5-二甲基吡唑-4-羧酸有机锡酯的合成、结构及杀菌活性研究(英文) |
Synthesis, Structure and Fungicidal Activity of Organotin 1-Aryl-3,5-dimethylpyrazole-4-carboxylates |
|
摘要: 由1-芳基-3,5-二甲基吡唑-4-羧酸与适当的有机锡反应,合成表征了一系列的1-芳基-3,5-二甲基吡唑-4-羧酸有机锡酯(1~14),并通过单晶衍射确定了1-苯基-3,5-二甲基吡唑-4-羧酸三乙基锡酯(7)的结构。该化合物与一分子水共同结晶,通过分子间O-H…O及O-H…N氢键形成二维网状结构。杀菌活性筛选表明新合成的化合物对于番茄早疫菌、花生褐斑菌、小麦赤霉菌、苹果轮纹菌及灰霉菌全部具有良好的生长抑制作用。1-苯基-3,5-二甲基吡唑-4-羧酸三乙基锡酯及1-(2-吡啶基)-3,5-二甲基吡唑-4-羧酸三乙基锡酯在50 μg·mL-1浓度下的体外实验中表现出很高的生长抑制率。对于高活性的三取代锡羧酸酯进行了EC50值的测定,结果表明1-(2-吡啶基)-3,5-二甲基吡唑-4-羧酸三乙基锡酯对苹果轮纹菌的EC50值为0.06 μg·mL-1,对小麦赤霉菌的EC50值为0.14 μg·mL-1。 |
关键词: 有机锡羧酸酯 1-芳基-3,5-二甲基吡唑-4-羧酸 晶体结构 杀菌活性 |
基金项目: |
Abstract: A series of organotin 1-phenyl-3,5-dimethylpyrazole-4-carboxylates and 1-(2-pyridyl)-3,5-dimethyl-pyrazole-4-carboxylates (1~14) have been obtained and characterized by IR, NMR (1H, 13C and 119Sn) and elemental analysis. The structure of triethyltin 1-phenyl-3,5-dimethylpyrazole-4-carboxylate 7 has been further confirmed by X-ray diffraction crystallography. This complex crystallizes with a molecule of water and forms an infinite 2D network through intermolecular O-H…O and O-H…N hydrogen bonds. Fungicide screening indicates that all complexes display good growth inhibition against Alternaria solani, Cercospora arachidicola, Gibberella zeae, Physalospora piricola and Botrytis cinerea. Moreover, high growth inhibition percentage at 50 μg·mL-1 was observed in vitro in case of triorganotin 1-phenyl-3,5-dimethylpyrazole-4-carboxylates and 1-(2-pyridyl)-3,5-dimethylpyrazole-4-carboxylates. The corresponding EC50 of these highly active triorganotin carboxylates have been detected. The value of EC50 of triethyltin 1-(2-pyridyl)-3,5-dimethylpyrazole-4-carboxylate is only 0.06 μg·mL-1 against Physalospora piricola and 0.14 μg·mL-1 against Gibberella zeae, respectively. CCDC: 823104, 7. |
Keywords: organotin carboxylate 1-aryl-3,5-dimethylpyrazole-4-carboxylic acid crystal structure fungicidal activity |
|
摘要点击次数: 2416 |
全文下载次数: 2074 |
王志宏,王 贺,郭彦召,韦张文,马 琳,范志金.1-芳基-3,5-二甲基吡唑-4-羧酸有机锡酯的合成、结构及杀菌活性研究(英文)[J].无机化学学报,2012,28(9):1926-1934. |
查看全文 查看/发表评论 下载PDF阅读器 |
Support information: |
|
|
|