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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%。
Taking α-pinene as raw material, the α-campholenic aldehyde is obtained through the epoxidation and the catalytic isomerization, and the α-campholenic acid is obtained through the oxidation reaction, and the α-campholenic acid chloride is further reacted to obtain Sulfonamides were N-acylated to synthesize eight N- [4- (N-substituted sulfamoyl) phenyl] -α-aminalic acid amide compounds VI (32.8% ~ 78.1% a ~ h). The target product was characterized by FTIR, 1HNMR, 13CNMR and ESI-MS. The results of the antibacterial activity test showed that the target compounds all showed certain antibacterial activities at a concentration of 50 μg / ml, in which the compound N- [p- (thiazol-2-yl) aminosulfonylphenyl] -α The inhibitory rates of avermectin (Ⅵe) against Fusarium graminearum and Fusarium oxysporum were 71.3% and 68.0%, respectively.