虫草素的N-丙烯酰化的修饰

N-Acrylation Modification of Cordycepin

基于虫草素中的氨基稳定性问题,对其氨基修饰,并与磁性材料杂化。丙烯酰氯为酰化剂,三乙胺为缚酸剂,对虫草素进行衍生化反应,采用高分辨质谱、核磁共振波谱进行表征,合成新化合物N-丙烯酰虫草素,其与3-氨基丙基三乙氧基硅烷进行模板反应得到N-[1-氧代丙烷-3-(3-(三乙氧基硅基)丙基)氨基]虫草素,进而与氨基磁性材料(Fe3O4-NH2)发生aza-Michael反应,用x射线粉末衍射、磁滞回线、茚三酮比色法证明杂化成Fe3O4-NH2@N-丙烯酰虫草素。N-丙烯酰虫草素,既有抗菌性,又能与无机材料杂化,是一种潜在的活性中间体。

Based on the stability of amino group in cordycepin,the amino group of cordycepin was modified and cordycepin was hybridized with magnetic materials. N-acryloyl cordycepin was a new compound,which was synthesized with acryloyl chloride as acylating agent,triethylamine as acid-binding agent,and it was characterized by high resolution mass spectrometry,nuclear magnetic resonance spectra,it reacted with 3-aminopropyl triethoxysilane in template reaction to obtain N-[1-oxopropanyl-3-(3-(triethoxysilyl)propyl)amino]cordycepin. Then,the aza-Michael reaction of N-acryloyl cordycepin with amino magnetic material(Fe3 O4-NH2)occurs. The hybridization product was proved to be Fe3 O4-NH2@N-acryloyl cordycepin by means of X-ray powder diffraction,magnetic moments and ninhydrin colorimetry. Thus,N-acryloyl cordycepin was potential active intermediate because of its antimicrobial activity,hybridization with inorganic materials capacity.