Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (9): 1516-1521. Previous Articles     Next Articles

Notes

氨基酸席夫碱的合成及性质研究

赵小菁*,张丽影,金黎明,范圣第   

  1. (大连民族学院化学工程系 国家民委-教育部重点实验室 大连 116605)
  • 收稿日期:2011-01-05 修回日期:2011-03-15 发布日期:2011-04-27
  • 通讯作者: 赵小菁 E-mail:qingxj@126.com

Synthesis and Properties of the Amino Acid Schiff Base

ZHAO Xiao-Jing, ZHANG Li-Ying, JIN Li-Ming, FAN Sheng-Di   

  1. (Key Laboratory of the State Ethnic Affairs Commission, Ministry of Education, Department of Chemical Engineering, Dalian Nationalities University, Dalian 116605)
  • Received:2011-01-05 Revised:2011-03-15 Published:2011-04-27

Five amino acid Schiff bases: Sal-Gly (glycine acid Schiff base), Sal-Glu (glutamic acid Schiff base), Sal-Met (methionine acid Schiff base), Sal-Tyr (tyrosine acid Schiff base), Sal-Arg (arginine acid Schiff base), and its zinc complexes were synthesized and characterized by elemental analysis, 1H NMR, IR and UV-vis techniques. The association behavior between Sal-Tyr-Zn and the nitrogen-containing compounds including imidazole (1), 1-methyl imidazole (2), 2-ethyl-4-methyl-imidazole (3), pyrazole (4), 4-iodoaniline (5), DABCO (1,4-diazobycyclo[2,2,2]octane) (6), 1,2-diaminobenzene (7) and 1,2-diaminocyclohexane (8) was studied. Amino acid Schiff bases and their zinc complexes have antibacterial activity to some fungus, so the antibacterial activity of the compounds to Escherichia coli was studied. The results show that both the amino acid Schiff base and their zinc complexes have the bacteriostatic activity to Escherichia coli. The antibacterial activity of the ligands decreased when the size of amino-acid residue R-group increased. The activity of the zinc complexes is more powerful than that of the ligands, and Sal-Arg-Zn shows the strongest inhibitory activity.

Key words: amino acid Schiff base, synthesis, characterization, antibacterial activity

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