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

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.