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Synthesis and Structures of Halo-Substituted Aroylhydrazones with Antimicrobial Activity
Mei
Zhang A,
Dong-Mei
Xian A,
Hai-Hua
Li A,
Ji-Cai
Zhang A and
Zhong-Lu
You A B
A
Department of Chemistry and Chemical Engineering, Liaoning Normal University, 116029 Dalian, P. R. China.
B
Corresponding author. Email: youzhonglu@yahoo.com.cn
Australian Journal of Chemistry
65(4)
343-350 http://dx.doi.org/10.1071/CH11424
Submitted: 3 November 2011 Accepted: 1 February 2012 Published:
13
March
2012
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Abstract
A series of new halo-substituted aroylhydrazones have been prepared and structurally characterized by elemental analysis, 1H NMR, 13C NMR, and IR spectra, and single crystal X-ray diffraction. The compounds were evaluated for their antibacterial (Bacillus subtilis, Staphylococcus aureus, Escherichia coli, and Pseudomonas fluorescence) and antifungal (Candida albicans and Aspergillus niger) activities by the MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) method. Among the tested compounds, N′-(2-chloro-5-nitrobenzylidene)-2-fluorobenzohydrazide showed the most effective antimicrobial activity with minimum inhibitory concentration values of 0.82, 2.5, 1.7, 15.2, and 37.5 μg mL–1 against B. subtilis, S. aureus, E. coli, P. fluorescence, and C. albicans, respectively. The biological assay indicated that the presence of the electron-withdrawing groups in the aroylhydrazones improved their antimicrobial activities. 
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