含三氮唑结构的查尔酮的合成及抑真菌活性  

Synthesis and Antifungal Activity of Chalcones Containing Triazole Moiety

作　　者：王紫薇 孙雨佳 张磊 张萍[1] WANG Ziwei;SUN Yujia;ZHANG Lei;ZHANG Ping(College of Chemistry and Materials Science,Hebei Normal University,Shijiazhuang 050024,China)

机构地区：[1]河北师范大学化学与材料科学学院,河北石家庄050024

出　　处：《合成化学》2023年第6期405-414,共10页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(21801059);河北省自然科学基金资助项目(B2017205100)。

摘　　要：查尔酮的化学结构为α,β-不饱和酮,该结构骨架具有多种生物活性,其双键和羰基的共轭体系是引起各种活性的药效团。以取代苯乙酮为起始原料,经3步反应合成了18个含三氮唑结构的查尔酮。通过对第3步曼尼希反应进行研究,确定了反应中生成的3个新化合物的结构。抑菌实验结果表明:目标产物对真菌具有中度到高度的抑制作用,其中4c、4d和4′d(抑菌圈直径分别为22.3 mm、23.0 mm和21.3 mm)对白色念珠菌的抑菌作用高于对照药物氟康唑(抑菌圈直径为20.2 mm),可作为新型抗真菌药物进行进一步研究。Chalcone had various biological activities,and its chemical structure wasα,β-unsaturated ketone,its conjugated system of double bond and carbonyl group was the pharmacophore that caused various activities.18 chalcones containing triazole moiety were synthesized by three steps using substituted acetophenone as starting materials in this paper.The Mannich reaction of the third step was studied,the structures of three new compounds generated in the reaction were determined.The results of bacteriostatic experiment showed that the target compounds had moderate to high inhibitory effect on fungi,and the inhibitory effect of 4c,4d and 4′d(diameter of inhibition zone were 22.3 mm,23.0 mm and 21.3 mm respectively)on C.albicans was higher than that of fluconazole(diameter of inhibition zone was 20.2 mm),and could be used as new antifungal drugs for further research.

关 键 词：三氮唑 查尔酮 抑真菌活性 取代苯乙酮 曼尼希反应 生物活性 反应历程 

分 类 号：O622.6[理学—有机化学]