2-氨基-5-芳基-1,3,4-噻二唑的合成及抑菌活性研究  

Synthesis and Fungicidal Activity of 2-Amino-5-aryl-1,3,4-thiadiazole Derivatives

作　　者：王德志 冯吉利[2] 陈淑伟 麻妙锋 WANG Dezhi;FENG Jili;CHEN Shuwei;MA Miaofeng(Yangling Shaanxi712100,China;College of Life Sciences,Northwest A&F University)

机构地区：[1]西北农林科技大学化学与药学院,陕西杨凌712100 [2]西北农林科技大学生命科学学院,陕西杨凌712100

出　　处：《西北农业学报》2019年第5期782-788,共7页Acta Agriculturae Boreali-occidentalis Sinica

基　　金：陕西省自然科学基金(2016JM3035)~~

摘　　要：为了扩展1,3,4-噻二唑类衍生物的抑菌谱,以芳香醛和氨基硫脲为原料,合成6个2-氨基-5-芳基-1,3,4-噻二唑类化合物,采用1HNMR与13CNMR对其结构进行表征,利用菌丝生长速率法测定目标化合物对5种供试植物病原真菌的离体抑菌活性。结果表明,6个化合物对小麦赤霉病菌和番茄灰霉病菌的抑菌活性均高于其他供试病原真菌。通过结构与活性相关性初步分析可知,此类化合物骨架中对氟苯基对抑菌活性的贡献优于其他取代基,对应化合物B4(2-氨基-5-对氟苯基-1,3,4-噻二唑)对小麦赤霉病菌和番茄灰霉病菌的EC50值分别为23.17和20.22μg·mL^-1。To extend the inhibitory spectrum,six 2-amino-5-aryl-1,3,4-thiadiazole derivatives were prepared by using aromatic aldehyde and amino thiourea as starting materials,all the synthesized compounds were confirmed by 1H NMR and 13 C NMR.Their in vitro antifungal activities against five tested plant fungal pathogens were evaluated by the mycelium growth rate method.The results showed that the target compounds had higher fungicidal activities against F.graminearum and B.cinerea,compared with the other three tested phytopathogenic fungi.The structure-activity relationship of compounds B1-B6 indicated that the introduction of an p-fluorophenyl moiety to the molecular scaffold was associated with greater inhibitory activity,compared with other groups,and the corresponding compound B4 was found to be the most potent compound with EC 50 values of 23.17μg·mL^-1 and 20.22μg·mL^-1 against F.graminearum and B.cinerea.

关 键 词：1 3 4-噻二唑 合成 抑菌活性 菌丝生长速率法 

分 类 号：S482.2[农业科学—农药学]