含4(3H)-喹唑啉酮结构的取代1,3,4-噁二唑(噻二唑)化合物的合成及抗菌活性研究  

Syntheses and Antifungal Activities of 1,3,4-Oxadiazole(Thiadiazole)Derivatives Containing 4(3H)-Quinazolinone Moiety

作　　者：彭涛 吴文能 Peng Tao;Wu Wenneng(Department of Brewing Engineering,Moutai Institute,Renhuai,564500;Food and Pharmaceutical Engineering Instituted,Guiyang University,Guiyang,550005)

机构地区：[1]茅台学院酿酒工程系,仁怀564500 [2]贵阳学院食品与制药工程学院,贵阳550005

出　　处：《化学通报》2021年第6期604-609,514,共7页Chemistry

基　　金：贵州省自然科学基金项目重点项目(黔科合基础[2020]1Z023);贵州省教育厅青年科技人才成长项目(黔教合KY字[2018]450);贵州省生物制药工程研究中心项目(黔教合KY字[2019]051)资助。

摘　　要：以2-氨基苯甲酸为原料,通过环化、缩合、肼解、环化、硫醚化和氧化等步骤,合成了10个含喹唑啉酮取代1,3,4-噁二唑(噻二唑)化合物。通过1H NMR、^(13)C NMR、MS和元素分析进行确证其结构。初步抑菌活性测试表明,化合物浓度在50μg/mL时对葡萄座腔菌(Botryosphaeria dothidea)、拟茎点霉菌(Phomopsis sp.)和灰霉菌(B.cinerea)具有中等抑制活性。另外,目标化合物对猕猴桃溃疡病(Pseudomonas syringae pv.actinidia)均具有一定的抑制活性,其中,化合物6a和6b对猕猴桃溃疡病的EC_(50)值为11.7和20.5μg/mL,优于对照药剂叶枯唑(24.5μg/mL)。这类化合物具有较好抗菌的生物活性,在此基础上进行结构优化有望发现较高活性化合物。Using 2-aminobenzoic acid as raw material,ten 1,3,4-oxadiazole(thiadiazole)compounds containing quinazolin-4(3H)-one were synthesized through five step reactions including cyclization,condensation,hydrazinolysis,cyclization,thioetherification and oxidation.The structures of titled compounds were characterized by 1H NMR,^(13)C NMR,MS and elemental analysis.The preliminary antifungal activity test indicated that the target compounds have moderate inhibitory activity against Botryosphaeria dothidea,Phomopsis sp.and B.cinerea at the concentration of 50μg/mL.The target compounds have good inhibitory activity against Pseudomonas syringae pv.actinidia,and the EC_(50)values of compounds 6 a and 6 b against Pseudomonas syringae pv.actinidia are 11.7μg/mL and 20.5μg/mL,which are better than the control agent Bismerthiazol(24.5μg/mL).This kind of compounds have good biological activity for antibacterial.On this basis,the structure optimization is expected to find a compound with higher activity.

关 键 词：喹唑啉酮 1 3 4-噁二唑 1 3 4-噻二唑 抗菌活性 

分 类 号：O626[理学—有机化学] TQ450.1[理学—化学]