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N-氨乙基萜品烯马来酰亚胺基磺酰胺化合物的合成及抑菌活性
Syntheses and Fungicidal Activities of N-Aminoethyl-terpinenemaleimide-based Sulfamide Compounds
【摘要】 以α-蒎烯(1)为原料,经Wagner-Meerwein重排得α-萜品烯(2),2与马来酸酐发生Diels-Alder环加成反应得到α-萜品烯马来酸酐(3),3再与N-芳磺酰基乙二胺(4)反应,合成得到12个新型N-氨乙基萜品烯马来酰亚胺基磺酰胺类化合物(5a~5l)。采用FT-IR、1H NMR、13C NMR、ESI-MS和元素分析等多种手段对目标产物作了分析表征。初步的生物活性测试表明,目标化合物具有一定的抑菌活性,其中化合物5c(R=3-CH3)在质量浓度为50 mg/L时对花生褐斑病菌、番茄早疫病菌、苹果轮纹病菌和小麦赤霉病菌的抑制率分别达68.8%、68.3%、62.3%和53.8%。
【Abstract】 α-Pinene(1) was converted into α-terpinene(2) by Wagner-Meerwein rearrangement,followed by Diels-Alder cycloaddtion reaction of 2 with maleic anhydride to obtain α-terpinene-maleic anhydride adduct(3).Then,twelve novel N-aminoethyl-terpinene-maleimide-based sulfamide compounds(5a-5l) were synthesized by the reaction of compound 3 with N-aryl sulfonyl ethylenediamine(4).The target compounds were characterized by means of FT-IR,1H NMR,13 C NMR,ESI-MS,and elemental analysis.The preliminary bioassay showed that the title compounds exhibited a certain fungicidal activities.Among then,compound 5c(R = 3—CH3) had inhibition rates of 68.8%,68.3%,62.3% and 53.8% against Cercospora rachidicola,Alternaria solani,Physalospora piricola and Gibberella zeae at the concentration of 50 mg /L,respectively.
【Key words】 α-pinene; N-aminoethyl-terpinene-maleimide-based sulfamide; synthesis; fungicidal activities;
- 【文献出处】 林产化学与工业 ,Chemistry and Industry of Forest Products , 编辑部邮箱 ,2014年03期
- 【分类号】TQ450
- 【被引频次】8
- 【下载频次】137