2015. 56, 2 UDC 541.6:548.737 STRUCTURE AND BIOLOGICAL EVALUATION OF (E)-5-BROMO-2-METHOXY4-((PHENYLIMINO)METHYL)PHENOL DERIVATIVES AS ANTIBACTERIAL AGENTS W. Zhou, J. Ma, R.-J. Yuan, X. Han, H.-G. Liu, H.-L. Zhu School of Life Sciences, Shandong University of Technology, ZiBo 255049, P. R. China Email: hailiang_zhu@163.com (H.-L. Zhu) Received July, 20, 2013 Revised — November, 4, 2013 Three (E)-5-bromo-2-methoxy-4-((phenylimino)methyl)phenol derivatives (1—3) are synthesized and characterized by elemental analysis and single-crystal X-ray diffraction. <...> The antibacterial activities of compounds 1—3 against Escherichia coli, Pseudomonas aeruginosa, Bacillus subtilis, and Staphylococcus aureus are evaluated by the MTT method. <...> Apart of its flavor qualities, vanillin exhibits the antimicrobial potential and has been used as a natural food preservative [ 2 ]. <...> Schiff bases, named after Hugo Schiff [ 3 ], have also been shown to exhibit a broad range of biological activities, including antifungal, antibacterial, anti-malarial, antiproliferative, anti-inflammatory, antiviral, and antipyretic properties [ 4—12]. <...> Hence, the impressive results of vanillin derivatives and various phenylamine fueled our interest in combining two scaffolds and exploring their possibilities as antibacterial agents. <...> The reactions were monitored by thin layer chromatography (TLC) on Merck pre-coated silica GF254 plates. <...> ESI mass spectra were obtained on a Mariner System 5304 mass spectrometer, and 1H NMR spectra were collected on a Bruker DPX300 spectrometer at room temperature with TMS and solvent signals allotted as the internal standards. <...> General synthesis method of (E)-5-bromo-2-methoxy-4-((phenylimino)methyl)phenol derivatives (1—3). <...> The resultant solution was stirred at room temperature for 18 h. <...> The organic layer was washed with 1 N HCl, a saturated sodium hydrogen carbonate aqueous solution, and saturated brine, and was dried with anhydrous sodium sulfate. <...> The organic layer was filtered, and concentrated under reduced pressure to give the pure compound a. <...> The compound a and potassium bromide were suspended in water, and then bromine was added at 0. <...> The solution was stirred at room <...>