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有机化学
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有机化学 ›› 2006, Vol. 26 ›› Issue (12): 1677-1681. 上一篇    下一篇

研究简报

磷酰化氨基酸酯的合成、波谱表征及生物活性

蔡谊敏a，高祥a，黄现统a，王统建a，赵玉芬*,a,b   

  1. (a厦门大学化学化工学院 化学生物学福建省重点实验室 厦门 361005)
    (b清华大学化学系生命有机磷化学及化学生物学教育部重点实验室 北京 100084)
  • 收稿日期:2005-10-08 修回日期:2006-02-23 发布日期:2006-11-21
  • 通讯作者: 赵玉芬

Synthesis, Spectral Characterization and Biological Activities of Phosphoryl Amino Acid Esters

CAI Yi-Mina,GAO Xianga,HUANG Xian-Tonga
WANG Tong-Jiana,ZHAO Yu-Fen*,a,b   

  1. (a Key Laboratory for Chemical Biology of Fujian Province, Department of Chemistry,
    Xiamen University, Xiamen 361005)
    (b Key Laboratory for Bioorganic Phosphorus Chemistry and Chemical Biology, Ministry of Education,
    Department of Chemistry, Tsinghua University, Beijing 100084)
  • Received:2005-10-08 Revised:2006-02-23 Published:2006-11-21
  • Contact: ZHAO Yu-Fen

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1363

被引次数

13

磷酰化氨基酸及其酯属于磷酰胺类, 它们作为天然氨基酸的含磷类似物, 具有良好的生物活性, 它的合成与性质的研究引起人们的浓厚兴趣. 本工作用亚硫酰氯先合成磷酰化酰氯, 再由其与氨基酸甲酯反应合成了一系列磷酰化氨基酸酯, 产物经红外光谱, 核磁共振氢谱、碳谱、磷谱, 质谱及元素分析鉴定, 并初步研究这些化合物的抗菌与抗肿瘤的生物活性.

关键词: 磷酰胺类衍生物, 生物活性, 亚硫酰氯, 波谱表征, 合成

Phosphoryl amino acids and phosphoryl amino acid esters, as phosphorus analogs of amino acid, have attracted much attention because they show wide biological activities. In this paper, the title compounds, 2-isopropoxy-(2-isopropyl-5-methyl-cyclohexyloxy)-phosphoryl amino acid esters, were synthesized in the presence of sulfuryl chloride with reasonable yields. Their structures were confirmed by IR, 1H NMR, 13C NMR, 31P NMR and MS spectra, and the antibacterial and antitumor activities of these compounds were given in this paper.

Key words: sulfuryl chloride, biological activity, synthesis, spectra characterization, phosphonaminate