虫草素合成路线图解

Graphical synthestic routes to cordycepin

虫草素(cordycepin,1)化学名称为3’-脱氧腺苷,是嘌呤类生物碱,也是第一个从真菌中分离出来的核苷类抗菌素,由Cunningham于1951年发现并命名。虫草素具有抑菌抗炎、抗肿瘤、免疫调节等多种生物活性[1],对真菌、细菌、病毒等多种病原体具有广泛的抑制作用[2]。在抗肿瘤方面,虫草素能够有效抑制口内鳞状癌、黑色素癌及宫颈癌细胞增殖,并对白血病有一定的治疗作用。

Cordycepin has a variety of biological activities,including antibacterial,anti-inflammatory,anti-tumor,immune regulation and other functions.Based on literature research,this article found the most practical method for synthesizing cordycepin among the five methods summarized.This method selectively protects C3’-OH by acetic anhydride and acetyl bromide to obtain 2’,5’-diacetoxy-3’-bromoadenosine,and then removes bromine and acetyl groups by catalytic hydrogenation to obtain the target compound.The method has simple synthesis process,low production cost,high yield and environmental protection,and is more suitable for large-scale production.