Laboratory of Bioorganic & Medicinal Chemistry, School of Chemistry and Chemical Engineering, Southwest University, Beibei, Tiansheng Road, Chongqing 400715, China.
Eur J Med Chem. 2012 Sep;55:164-75. doi: 10.1016/j.ejmech.2012.07.015. Epub 2012 Jul 22.
A series of novel benzimidazole derivatives were synthesized and characterized by (1)H NMR, (13)C NMR, MS, IR and HRMS spectra. All the new compounds were screened for their antimicrobial activities in vitro by two-fold serial dilution technique. Bioactive assay manifested that the bis-benzimidazole derivative 11d and its hydrochloride 13b exhibited remarkable antimicrobial activities, which were comparable or even better than the reference drugs Norfloxacin, Chloromycin and Fluconazole. The interaction evaluation of compound 11d with bovine serum albumin (BSA) by Fluorescence and UV-vis absorption spectroscopic method showed that BSA could generate fluorescent quenching under approximately human physiological conditions by the prepared benzimidazole compound 11d as result of the formation of ground-state compound 11d-BSA complex. The thermodynamic parameters indicated that the hydrogen bonds and van der Waals forces played major roles in the strong association of benzimidazole 11d and BSA.
一系列新型苯并咪唑衍生物通过 1H NMR、13C NMR、MS、IR 和 HRMS 光谱进行了合成和表征。所有新化合物均通过二倍连续稀释技术在体外进行了抗菌活性筛选。生物活性测定表明，双苯并咪唑衍生物 11d 及其盐酸盐 13b 表现出显著的抗菌活性，与参考药物诺氟沙星、氯霉素和氟康唑相当，甚至更好。通过荧光和紫外可见吸收光谱法评估化合物 11d 与牛血清白蛋白 (BSA) 的相互作用表明，在接近人体生理条件下，BSA 可以通过制备的苯并咪唑化合物 11d 产生荧光猝灭，这是由于形成了基态化合物 11d-BSA 配合物。热力学参数表明，氢键和范德华力在苯并咪唑 11d 与 BSA 的强烈结合中起主要作用。
