Chinese Journal of Applied Chemistry ›› 2009, Vol. 26 ›› Issue (11): 1282-1286.

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Synthesis, Characterization and Antibacterial Activities of N,N′-bis(-2-hydroxybenzyl) substitute imidazolidine derivative

ZHANG Ming, LEI Jun-Rui* XIN Chun-Wei, LIU Fang, GAO Hui-Han, BAO Xiu-Rong, CHEN Li-Ran   

  1. (College of Chemistry and Chemical Engineering,Tianjin University of Technology,Tianjin 300384)
  • Received:2008-11-03 Revised:2009-01-08 Published:2009-11-10 Online:2009-11-10

Abstract:

A series of N,N′-bis(-2-hydroxy benzyl) substituted imidazolidine derivatives (3a-3f) were designd by means of combining segments o-hydroxy phenyl and imidazolidine compounds, according to realize reinforcement of biological activities. The N,N′-bis-o-hydroxy benzyl diaminoethane(2) by synthesized by using salicylaldehyd and 1,2-Diaminoethane as material, through condensation reactions and reducted by NaBH4, then reacted with aromatic aldehydes to obtain the target compound. The structures of all the compounds have been confirmed by 1H NMR、IR、mass spectra and element analysis. The result shows that the reaction of salicylaldehyde and 1,2-Diaminoethane singled to obtain the symmetric Schiff base(1); The condensation of Aromatic Aldehyde with N,N′-bis(o-hydroxy benzyl) diaminoethane(2) were noticeably different for different substituents: o-,p-substituted electron-withdrawing groups can active aromatic aldehyde and result in higher yield of ring closing reaction, but o-,p-substitute electron-donating groups have opposite effects. The result of preliminary bioassay shows that target compounds have obvious specificity to different classificatory bacterium at 0.1%(mass concentration), and have 100% inhibitory ratio on Monilia albican and Escherichia coli. They will be a series of finer potential antibacterial compounds in fungus and Gram-negative bacteria.

Key words: N,N′-bis(-2-hydroxybenzyl)substitute imidazolidine, synthesis, characterization, antibacterial activity

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