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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 被引量:4

Syntheses and Fungicidal Activities of N-Aminoethyl-terpinenemaleimide-based Sulfamide Compounds
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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%。 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, 13C 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.
出处 《林产化学与工业》 EI CAS CSCD 北大核心 2014年第3期73-81,共9页 Chemistry and Industry of Forest Products
基金 国家自然科学基金资助项目(31260164) 广西林产化学与工程重点实验室开放基金项目(GXFC11-02) 广西大学实验室建设与实验教学改革项目(20120311)
关键词 Α-蒎烯 N-氨乙基萜品烯马来酰亚胺基磺酰胺 合成 抑菌活性 α-pinene N-aminoethyl-terpinene-maleimide-based sulfamide synthesis fungicidal activities
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