N-苄叉丹皮酚腙的合成及其抗菌活性  

Synthesis and Antimicrobial Activity of Novel N-Benzylidene Paeonol Hydrazones

作　　者：马献力[1] 黄琳[1] 苏燕[1] 龚红菲[1] 庞富华 林家迅 李芳耀[1] 

机构地区：[1]桂林医学院药学院,广西桂林541004

出　　处：《精细化工》2017年第9期1023-1029,共7页Fine Chemicals

基　　金：广西自然科学基金(2015GXNSFAA139035);广西自然科学基金重大项目(2016GXNSFEA380001);广西教育厅科研项目(YB2014278);广西脑与认知神经科学重点实验室开放课题;国家级大学生创新创业训练计划项目(201510601004)~~

摘　　要：以丹皮酚(2-羟基-4-甲氧基苯乙酮)(Ⅰ)为原料,与水合肼反应得到中间体丹皮酚腙(Ⅱ),然后Ⅱ分别与各种取代苯甲醛反应合成了9个N-苄叉丹皮酚腙(Ⅲa~Ⅲi),产率为50.5%~91.9%。利用FTIR、1HNMR、13CNMR、LC-MS对目标化合物的结构进行了表征。初步探索了Ⅱ和Ⅲ的合成条件、测定了Ⅲa~Ⅲi的抗菌活性。结果表明:化合物N-(4-氟苄叉基)丹皮酚腙(Ⅲc)对金黄色葡萄球菌的最低抑菌浓度(MIC)为2 mg/L,化合物N-(2-氟苄叉基)丹皮酚腙(Ⅲb)对大肠杆菌的MIC为8 mg/L,与阳性对照药利福平抗菌效果相当。Intermediate Ⅱ was prepared from 2-hydroxy-4-methoxyphenylethanone（ Ⅰ） with hydrazine hydrate. Subsequently,nine novel N-benzylidene paeonol hydrazones（ Ⅲ a ~ Ⅲ i）） were synthesized via condensation reactions between intermediate Ⅱ and various benzaldehydes,respectively. Their yields were from 50. 5% to 91. 9%. These targeted products were confirmed by FTIR,1HNMR,13 CNMR and LC-MS techniques. Meanwhile,the synthetic conditions were initially explored. The preliminary bioassay showed that minimal inhibitory concentration（ MIC） of N-（ 4-fluorobenzylidene）paeonol hydrazone（ Ⅲc） against S. aureus A209 was 2 mg/L. While N-（ 2-fluorobenzylidene） paeonol hydrazone（ Ⅲb） possessed similar activity against E. coli ATCC25922 in comparison with rifampin as positive control drug,and the MIC was 8 mg/L.

关 键 词：丹皮酚 丹皮酚腙 N-苄叉 抗菌活性 医药与日化原料 

分 类 号：O621.3[理学—有机化学]