几种新型糖基-异氟尔酮衍生物的合成及性能  

Synthesis of Novel Isophorone-based Glycosides and Their Spectroscopic Properties

作　　者：顾小敏 夏颖 丁姝月 姜大炜[1] 冯燕 钮珊珊 GU Xiao-min;XIA Ying;DING Shu-yue;JIANG Da-wei;FENG Yan;NIU Shan-shan(Jiangsu Second Normal University,Jiangsu Nanjing 210013,China)

机构地区：[1]江苏第二师范学院,江苏南京210013

出　　处：《广州化工》2023年第6期52-55,共4页GuangZhou Chemical Industry

基　　金：江苏省高校自然科学基金项目(22KJB150021);大学生创新创业训练项目(01419/202)。

摘　　要：以异氟尔酮为原料,首先与丙二腈进行Knoevenagel缩合反应合成二氰基异氟尔酮,再与四种不同芳香醛的Knoevenagel缩合生成相应的异氟尔酮衍生物,最后再分别与2,3,4,6-四-O-乙酰基-α-D-吡喃半乳糖基溴进行糖苷化反应,合成四种新型糖基-二氰基异氟尔酮衍生物,并通过紫外和荧光光谱探究了其光谱特性,其发射波长均在650~750 nm之间,具有明显的近红外特性,在生物体内的造影方面具有潜在的应用前景。Dicyanoisophorone was prepared via knoevenagel condensation of isophorone and malononitrile.Then,the dicyanoisophorone was reacted with four different substituted aromatic aldehydes to get the required intermediates.Finally,four novel isophorone-based glycosides were synthesized through glycosylation of the intermediates.UV-vis and fluorescent behavior of target compounds were evaluated.The emission wavelength were all between 650~700 nm with obvious near-infrared characteristics,which had pontential applications in vivo imaging.

关 键 词：异氟尔酮 二氰基异氟尔酮 KNOEVENAGEL缩合 糖苷化 

分 类 号：O629.1[理学—有机化学]