新型α-龙脑烯醛基噻二唑-膦酸酯化合物的合成及其抑菌活性 |
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引用本文: | 殷宪龙,段文贵,林桂汕,陈乃源,马媛,陈智聪.新型α-龙脑烯醛基噻二唑-膦酸酯化合物的合成及其抑菌活性[J].合成化学,2016(9):745-751. |
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作者姓名: | 殷宪龙 段文贵 林桂汕 陈乃源 马媛 陈智聪 |
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作者单位: | 广西大学化学化工学院,广西南宁,530004 |
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基金项目: | 国家自然科学基金资助项目(31260164) |
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摘 要: | 以α-蒎烯为原料,经环氧化和催化异构反应得α-龙脑烯醛(3);3与氨基硫脲反应制得α-龙脑烯醛基缩氨基硫脲,再环合生成α-龙脑烯醛基噻二唑,最后将其与亚磷酸三苯酯和一系列醛通过类Mannich反应合成了11个新型α-龙脑烯醛基噻二唑-膦酸酯化合物(6a~6k),其结构经1H NMR,13C NMR,IR和ESI-MS表征。抑菌活性测试结果表明:在用药量为50μg·m L~(-1)时,6b对苹果轮纹病菌的抑制率为60.5%。
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关 键 词: | α-蒎烯 α-龙脑烯醛 噻二唑-膦酸酯 合成 抑菌活性 |
Synthesis and Antifungal Activities of Novel α-Campholenic Aldehyde-based Thiadiazole-Phosphonate Compounds |
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Abstract: | α-Campholenic aldehyde (3) was prepared by the epoxidation and catalytic isomerization ofα-pinene.Then,α-campholenic aldehyde-based thiadiazole(5) was prepared by the cyclization reac-tion of α-campholenic aldehyde-based thiosemicarbazone , which was obtained by the reaction of thio-semicarbazide with 3.Eleven novel α-campholenic aldehyde-based thiadiazole-phosphonate compounds (6a~6k) were synthesized by the Mannich-type reaction from 5.The structures were characterized by 1 H NMR, 13 C NMR, IR and ESI-MS.Antifungal activities test showed that 6b had inhibition rate of 60.5%against Physalospora piricola at 50 μg· mL-1 . |
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Keywords: | α-pinene α-campholenic aldehyde thiadiazole-phosphonate synthesis antifungal activity |
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