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Citation: LIU Fang, LU Jun-Rui, MA Xia-Miao, CHEN Li-Ran, XIN Chun-Wei, ZHANG Ming, BAO Xiu-Rong. Synthesis,Characterization and Antibacterial Activity of N-o-Hydroxybenzyl-Amino Acids[J]. Chinese Journal of Applied Chemistry, ;2010, 27(1): 12-15. shu

Synthesis,Characterization and Antibacterial Activity of N-o-Hydroxybenzyl-Amino Acids

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

Received Date: 9 January 2009
Available Online: 26 May 2009
Fund Project: 国家自然科学基金(2057610320776114) (2057610320776114)天津市高校科技发展基金(2006ZD3320050712) (2006ZD3320050712)天津市自然科学基金(05YFJIYJC14000) 资助项目 (05YFJIYJC14000)

Twelve o-hydroxybenzyl-amino acids were synthesized.Salicylaldehyde and its two-derivatives were respectively condensed with each of 4 L-α-amino acids in the presence of sodium hydroxide to obtain amino acid Schiff bases,which were subsequently reduced by NaBH₄ to produce o-hydroxy-benzyl-amino acids(3).The structures of the products were confirmed by IR,¹H NMR and elemental analysis.The result of preliminary bioassay shows that these compounds are highly effective in S.aureus inhibition at 0.05%(mass concentration) with an inhibitory ratio of 100% and have antibacterial activities to M.albicans and E.coli to some extent.Structure of the substituent R has important effect on the antibacterial activity of o-hydroxy-benzyl-amino acids.The effects of different alkyl R on antibacterial activities to M.albicans and E.coli show the following order CH(CH₃)₂>CH₃,CH₂CH(CH₃)₂>H.The bromine atoms on the benzene ring of the title compounds have little effect on antibacterial activities to M.albicans and E.coli.
- Salicylaldehyde,
- o-hydroxybenzyl-amino acid,
- synthesis,
- characterization,
- antibacterial activity
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