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  

Synthesis and Antifungal Activities of Novel α-Campholenic Aldehyde-based Thiadiazole-Phosphonate Compounds

作　　者：殷宪龙[1] 段文贵[1] 林桂汕[1] 陈乃源[1] 马媛[1] 陈智聪[1] 

机构地区：[1]广西大学化学化工学院,广西南宁530004

出　　处：《合成化学》2016年第9期745-751,共7页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(31260164)

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%。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 reaction of α-campholenic aldehyde-based thiosemicarbazone,which was obtained by the reaction of thiosemicarbazide 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 by1 H NMR,13 C NMR,IR and ESI-MS. Antifungal activities test showed that 6b had inhibition rate of60. 5% against Physalospora piricola at 50 μg·m L-1.

关 键 词：Α-蒎烯 α-龙脑烯醛 噻二唑-膦酸酯 合成 抑菌活性 

分 类 号：O621.3[理学—有机化学]