N-[p-(取代氨基磺酰基)苯基]-α-龙脑烯酸酰胺化合物的合成及其抑菌活性  

Synthesis and Antifungal Activity of N-[p-(Substituted Sulfamoyl)Phenyl]-α-Campholenamide Compounds

作　　者：马献力[1,2] 黄铎云 段文贵[1] 林桂汕[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 [2]桂林医学院药学院,广西桂林541004

出　　处：《精细化工》2016年第10期1183-1188,共6页Fine Chemicals

基　　金：国家自然科学基金项目(31260164);广西高校科学技术研究重点项目(ZD2014098)~~

摘　　要：以α-蒎烯为原料,经环氧化和催化异构得到α-龙脑烯醛,再经氧化反应得到α-龙脑烯酸,进一步反应制得α-龙脑烯酸酰氯,然后与磺胺类化合物发生N-酰化反应,以32.8%~78.1%的收率合成了8个N-[4-(N-取代氨磺酰基)苯基]-α-龙脑烯酸酰胺化合物Ⅵ(a^h)。采用FTIR、1HNMR、13CNMR和ESI-MS对目标产物进行了结构表征。抑菌活性测试结果表明:在质量浓度50μg/m L下,目标化合物均显示了一定的抑菌活性,其中,化合物N-[p-(噻唑-2-基)氨基磺酰基苯基]-α-龙脑烯酸酰胺(Ⅵe)对小麦赤霉病菌和黄瓜枯萎病菌的抑制率分别为71.3%和68.0%。α-Campholenic aldehyde was prepared by epoxidation and catalytic isomerization reactions using α-pinene as starting materials,then it was oxidized to give α-campholenic acid,which was further converted into acyl chloride. Eight novel α-campholenic aldehyde-based amide-sulfonamide compoundsⅥ（a ~ h） were synthesized with the yeild of 32. 8% - 78. 1% by N-acylation reaction of the acylghloride with various sulfonamides. All the target compounds were characterized by FTIR,1HNMR,13 CNMR and ESI-MS. Antifungal activity tests showed that all the target compounds exhibited a certain antifungal activity at the concentration of 50 μg/m L. Compound N-[p-（thiazol-2-yl） aminosulfonyl]phenyl-α-campholenamide（Ⅵ e） had an inhibition ratio of 71. 3% and 68. 0%against Fusarium graminearum and Fusarium oxysporum f. cucumerinum,respectively.

关 键 词：Α-蒎烯 α-龙脑烯醛 酰胺-磺酰胺化合物 抑菌活性 精细化工中间体 

分 类 号：TQ351[化学工程]