State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing 210093, People's Republic of China.
Bioorg Med Chem Lett. 2013 Dec 1;23(23):6264-8. doi: 10.1016/j.bmcl.2013.09.086. Epub 2013 Oct 8.
New Schiff's base derivatives 5a-5h have been synthesized by reaction between 1-(4-bromophenyl)-2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethanone 3 and various benzohydrazide 4a-4h in presence of nickel (II) nitrate as a catalyst in ethanol at room temperature in good yield (54-88%). All compounds were tested for antibacterial as well as anticancer and inhibition of EGFR. Of the compounds studied, compounds 5d, 5f and 5g in the case of antiproliferation and inhibition of EGFR as well as compounds 5b, 5c, 5e and 5h in the case of antibacterial activity were found to be most effective compounds in the series. Compound 5f shows effective inhibition (IC50=0.21±0.02 μM) by binding in to the active pocket of EGFR receptor with minimum binding energy (ΔGb=-49.4869 kcal/mol).
新型希夫碱衍生物 5a-5h 是通过 1-(4-溴苯基)-2-(2-甲基-5-硝基-1H-咪唑-1-基)乙酮 3 与各种苯甲酰肼 4a-4h 在镍(II)硝酸盐存在下于室温下在乙醇中反应合成的,产率良好(54-88%)。所有化合物均进行了抗菌、抗癌和 EGFR 抑制活性测试。在所研究的化合物中,化合物 5d、5f 和 5g 在增殖抑制和 EGFR 抑制方面,以及化合物 5b、5c、5e 和 5h 在抗菌活性方面被发现是该系列中最有效的化合物。化合物 5f 通过与 EGFR 受体的活性口袋结合显示出有效的抑制作用(IC50=0.21±0.02 μM),结合能最小(ΔGb=-49.4869 kcal/mol)。