Design, Synthesis and Antifungal Activity of Benzofuran and Its Analogues  

作　　者：Hang Xu Zhuang Hou Zhen Liang Meng-Bi Guo Xin Su Chun Guo 

机构地区：[1]School of Pharmaceutical Engineering,Shenyang Pharmaceutical University,Shenyang,Liaoning 110016,China [2]School of life sciences and biological pharmacy,Shenyang Pharmaceutical University,Shenyang,Liaoning 110016,China

出　　处：《Chinese Journal of Chemistry》2019年第12期1245-1250,共6页中国化学（英文版）

基　　金：The authors appreciate the financial supports from the National Natural Science Foundation of China(Nos.81573292 and 81903463);Department of Education of Liaoning Province(2017LQN03);Department of Science and Technology of Liaoning Province(20180540032).

摘　　要：Summary of main observation and conclusion Benzofuran has antifungal activity as the inhibitor of N-myristoyltransferase.Twenty-nine novel benzofuran-semicarbazide hybrids were designed and synthesized by principle of drug combinationatory.On this basis,the benzofuran ring was simplified to a resorcinol structure,and sixteen novel 1,3-dialkoxybenzene-semicarbazide hybrids were designed and synthesized.All structures of the target compounds were characterized by HRMS and NMR.The in vitro antifungal activity of target compounds was evaluated using the microdilution broth method against eight strains of pathogenic fungi with fluconazole as positive control.According to the results of the target compounds,structure-activity relationship(SAR)is summarized.The inhibitory activity against the tested strains of simplified compounds(K01-K16)has different levels improvement compared with compounds Z01-Z29.K01-K16 showed significant antifungal activities against A.fumigatus,C.kruseii,and sensitive C.albicans 5314.Notably,compounds Z20,Z22,K10,K11 and K16 also displayed different activities against two fluconazole-resistance strains that were isolated from AIDS patients.The minimal inhibitory concentration(MIC)values against fluconazole-resistant strains were in the range of 2-8μg/mL and 4-32μg/mL,respectively.Furthermore,molecular docking was performed to investigate the binding affinities and interaction modes between the target compound and N-myristoyltransferase.

关 键 词：simplified FURAN AZIDE 

分 类 号：O62[理学—有机化学]