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Citation: LIU Fang, LU Jun-Rui, XIN Chun-Wei, CHEN Li-Ran, ZHANG Ming, BAO Xiu-Rong, ZHANG Hai-Tao. Synthesis,Characterization and Antibacterial Properties of Halogenated o-Hydroxybenzyl-glutamates and There Esters[J]. Chinese Journal of Applied Chemistry, ;2009, 26(10): 1165-1168. shu

Synthesis,Characterization and Antibacterial Properties of Halogenated o-Hydroxybenzyl-glutamates and There Esters

1.
College of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin 300384

Corresponding author: LU Jun-Rui,
Received Date: 28 September 2008
Available Online: 26 December 2008
Fund Project: 天津市自然科学基金(05YFJIYJC14000)资助项目 (05YFJIYJC14000)

The salicylaldehyde-type glutamate Schiff bases(Ⅱ) were obtained first by the reactions of chlorinated salicylaldehyde,bromide salicylaldehyde and L-glutamates and their esters,and then the schiff bases were reduced by NaBH₄ to produce halogenated o-hydroxybenzyl-glutamates and their esters(Ⅲ). The structures of the products were confirmed by ¹H NMR,IR,MS and elemental analysis. The results of preliminary bioassay show that at a mass concentration of 0.05%,p-halo-o-hydroxybenzyl-glutamates had obvious antimicrobial activity against E.coli,with an inhibition rate of as high as 97%,but has less effective to M.albicans or S.aureus. The methyl esters,such as p-halo-o-hydroxybenzyl-glutamate methylesters,had obvious antimicrobial avtivity against M.albicans,with an inhibition rate of as high as 100%,but was less effective to E.coli or S.aureus,indicating that the antibacterial properties of the title compounds have an obvious selecti-vity and specificity. p-Chloride-o-hydroxybenzyl-glutamate methylester,p-bromide-o-hydroxybenzyl-glutamate methylester are fine antibacterial compounds for M.aureus.
- halo-o-hydroxybenzyl-glutamate,
- halo-o-hydroxybenzyl-glutamate methylester,
- synthesis,
- antibacterial property
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