对羟基苯甲醛Schiff碱的合成、表征及生物活性  

Synthesis,Characterization and Bioactivities of p-Hydroxyl Benzylaldehyde Schiff Bases

作　　者：吴江萌 刘泽含 杨雪丽 段旺达 陈宣博 吴蕙臣 张叶松 任思梦 许瑞波 WU Jiangmeng;LIU Zehan;YANG Xueli;DUAN Wangda;CHEN Xuanbo;WU Huichen;ZHANG Yesong;REN Simeng;XU Ruibo(College of Pharmacy,Jiangsu Ocean University,Lianyungang 222005,China;College of Life Sciences,China University of Metrology,Hangzhou 310018,China)

机构地区：[1]江苏海洋大学药学院,江苏连云港222005 [2]中国计量大学生命科学学院,浙江杭州310018

出　　处：《合成化学》2024年第10期874-880,共7页Chinese Journal of Synthetic Chemistry

基　　金：江苏省高等学校自然科学研究重大项目(19KJA430008);大学生实践创新训练计划项目(SZ202211641640002)。

摘　　要：Schiff是优良配体,并具有抑菌、抗氧化和抗肿瘤等生物活性。以对羟基苯甲醛为原料,分别与4-甲基、5-甲基-2-氨基吡啶反应,合成了2个对羟基苯甲醛Schiff碱,即对羟基苯甲醛缩4-甲基-2-氨基吡啶(1)和对羟基苯甲醛缩5-甲基-2-氨基吡啶(2)。采用熔点、红外光谱、紫外可见光谱、核磁共振氢谱和碳谱以及高分辨质谱等对产物结构进行了全面表征。利用微量肉汤稀释法研究其抑菌活性,结果标明:化合物1和化合物2对大肠杆菌、金黄色葡萄球菌和枯草芽孢杆菌的最小抑菌浓度(MIC)为0.500 mg/mL,对溶藻性弧菌、副溶血性弧菌的MIC为0.250 mg/mL。采用DPPH·法研究了化合物1的抗氧化活性,发现其对DPPH·自由基清除率为68.1%。Schiff base is a class of excellent ligand,and poses interesting bioactivities such as antibacterial,antioxidation and antineoplastic etc.Two p-hydroxybenzaldehyde Schiff bases,(p-hydroxybenzaldehyde)-(4-methyl-2-aminopyridine)(1)and(p-hydroxybenzaldehyde)-(5-methyl-2-aminopyridine)(2),were prepared with p-hydroxybenzaldehyde used as raw material,which reacts with 4-methyl or 5-methyl-2-aminopyridine,respectively.The structures of the products were characterized by melting point,IR spectrum,UV-Vis spectrum,^(1)H NMR,^(13)C NMR and high resolution mass spectrometry.The antibacterial activity of compound 1 and 2 was studied by microbroth dilution method,which showed that the minimum inhibitory concentration(MIC)against E.coli,S.Aaureus and B.subtilis,V.is 0.50 mg/mL,while that against alginolyticus and V.parahemolyticus is 0.25 mg/mL.The antioxidant activity of 1 was investigated by DPPH·method,which indicated that the scavenging rate of 1 on DPPH·free radical is 68.1%.

关 键 词：对羟基苯甲醛Schiff碱 2-氨基吡啶 水杨醛SCHIFF碱 抑菌作用 抗氧化活性 

分 类 号：TQ464.4[化学工程—制药化工]