应用化学 ›› 2011, Vol. 28 ›› Issue (06): 645-651.DOI: 10.3724/SP.J.1095.2011.00502

• 研究论文 • 上一篇    下一篇

N-(5-氯-2-羟基苄基)氨基酸衍生物及其金属配合物的合成、表征及抑菌活性

李阳,卢俊瑞*,辛春伟,刘倩,鲍秀荣,李开霞   

  1. (天津理工大学化学化工学院 天津 300384)
  • 收稿日期:2010-08-27 修回日期:2010-10-27 出版日期:2011-06-10 发布日期:2011-06-10
  • 通讯作者: 卢俊瑞,教授; Tel/Fax:022-60215285; E-mail:lujunrui@tjut.edu.cn; 研究方向:新型精细化学品
  • 基金资助:
    国家自然科学基金(20976135,20776114)天津市高校科技发展基金(2006ZD33)资助项目

Synthesis, Characterization and Antibacterial Property of N-(5-chloro-2-hydroxylbenzyl) Amino Acid Derivatives and Their Metal Complexes

LI Yang, LU Junrui*, XIN Chunwei, LIU Qian, BAO Xiurong, LI Kaixia   

  1. (College of Chemistry and Chemical Engineering,Tianjin Univercity of Technology,Tianjin 300384)
  • Received:2010-08-27 Revised:2010-10-27 Published:2011-06-10 Online:2011-06-10

摘要:

以N-(5-氯-2-羟基苄基)氨基酸及其酯为配体,在室温下以水和甲醇为溶剂,采用分步法,以1∶1的摩尔比将配体与金属离子在弱碱性条件下混合,合成了20种未见报道的N-(5-氯-2-羟基苄基)氨基酸类金属配合物。 用核磁、红外和紫外光谱技术对其结构进行了表征。 证明在配合物中配体N-(5-氯-2-羟基苄基)氨基酸的羟基、胺基和羧基均参与了配位。 抑菌测试表明,N-(5-氯-2-羟基苄基)氨基酸类金属配合物的抑菌活性普遍高于其配体,尤其对白色念珠菌的抑菌效果更为明显,均高达100%。 对N-(5-氯-2-羟基苄基)席夫碱氨基酸酯的合成方法进行了优化,得到了较佳的合成工艺条件。

关键词: N-(氯羟基苄基)氨基酸/酯, 配合物, 抗菌活性

Abstract:

In order to find more stable and effective antibacterial compounds, we screened some N-(5-chloro-2-hydroxybenzyl) amino acid ester with good antibacterial activities. Twenty metal-amino complexes with 1∶1 molar ratio of ligand to metal cation were synthesized via a step-by-step method in alkaline aqueous solutions or water-methanol mixed solvents at room temperature. These complexes and the structures of the compounds were confirmed by 1H NMR, IR and UV. It was found that the hydroxyl group, amine group and carboxyl group of ligands could coordinate with metal cations. Preliminary bioassay results showed that nearly all the metal complexes have better anti-bacteria activities than their counterpart ligands, especially for the Monilia-albicans which has a 100% inhibitory ratio. The conditions of the preparation of N-(5-chloro-2-hydroxyphenyl) amino acid ester schiff-base were optimized.

Key words: N-(chloro-hydroxylbenzyl) amino acid /ester, coordination compounds, antibacterial property

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