A series of naphthalimide azoles: Design, synthesis and bioactive evaluation as potential antimicrobial agents  

作　　者：DAMU Guri L. V. WANG QingPeng ZHANG HuiZhen ZHANG YiYi LV JingSong ZHOU ChengHe 

机构地区：[1]School of Chemistry and Chemical Engineering, Southwest University [2]School of Chemistry and Chemical Engineering, Bijie University

出　　处：《Science China Chemistry》2013年第7期952-969,共18页中国科学（化学英文版）

基　　金：partially supported by National Natural Science Foundation of China [21172181, 81250110089, 81250110554 (The Research Fellowship for International Young Scientists from International (Regional) Cooperation and Exchange Program)];the key program from Natural Science Foundation of Chongqing (CSTC2012jjB10026);the Specialized Research Fund for the Doctoral Program of Higher Education of China (SRFDP 20110182110007);the Fundamental Research Funds for the Central Universities (the key program XDJK2012B026)

摘　　要：A series of naphthalimide azoles as potential antibacterial and antifungal agents were conveniently and efficiently synthesized starting from commercially available 6-bromobenzo[de]isochromene-l,3-dione. All the new compounds were characterized by NMR, IR, MS and HRMS spectra. Their antimicrobial activities were evaluated against four Gram-positive bacteria, four Gram-negative bacteria and two fungi using two-fold serial dilution technique. The biological assay indicated that most of the prepared compounds exhibited inhibition to the tested strains. In particular, the triazolium derivatives not only gave higher ef- ficacy than their corresponding precursory azoles, but also demonstrated comparable or even better potency than the reference drugs Chloromycin, Orbifloxacin and Fluconazole. Some factors including structural fragments, pH and ClogP values of the target molecules were also preliminarily discussed.A series of naphthalimide azoles as potential antibacterial and antifungal agents were conveniently and efficiently synthesized starting from commercially available 6-bromobenzo[de]isochromene-1,3-dione. All the new compounds were characterized by NMR, IR, MS and HRMS spectra. Their antimicrobial activities were evaluated against four Gram-positive bacteria, four Gram-negative bacteria and two fungi using two-fold serial dilution technique. The biological assay indicated that most of the prepared compounds exhibited inhibition to the tested strains. In particular, the triazolium derivatives not only gave higher efficacy than their corresponding precursory azoles, but also demonstrated comparable or even better potency than the reference drugs Chloromycin, Orbifloxacin and Fluconazole. Some factors including structural fragments, pH and ClogP values of the target molecules were also preliminarily discussed.

关 键 词：NAPHTHALIMIDE TRIAZOLE imidazole triazolium IMIDAZOLIUM THIOL THIONE antibacterial antifungal antimicrobial 

分 类 号：TQ463.5[化学工程—制药化工]