高等学校化学学报 ›› 1991, Vol. 12 ›› Issue (4): 555.

• 论文 • 上一篇    下一篇

5-氟尿嘧啶N1-甲酰基氨基酸、短肽的合成及抗肿瘤活性

卓仁禧, 刘高伟, 彭普平   

  1. 武汉大学化学系, 430072
  • 收稿日期:1989-12-04 出版日期:1991-04-24 发布日期:1991-04-24
  • 通讯作者: 卓仁禧

The Synthesis and Antitumor Activity of 5-Fluorouracil-N1-Carbonyl Aminoacids and Oligopeptides

Zhuo Ren-xi, Liu Gao-wei, Peng Pu-ping   

  1. Department, of Chemistry, Wuhan University, Wuhan, 430072
  • Received:1989-12-04 Online:1991-04-24 Published:1991-04-24

摘要: 5-氟尿嘧啶N1-甲酰氯分别与Gly、Val、Leu、Ile、Phe、Asp和Glu的苄酯反应,制备了7种5-氟尿嘧啶-N1-甲酰基氨基酸苄酯。氢解后得到了相应的5-氟尿嘧啶N1-甲酰氨基酸。将其进一步与氨基酸甲酯或二肽甲酯缩合,制备了5-氟尿嘧啶N1-甲酰基二肽甲酯和三肽甲酯。5-氟尿嘧啶-N1-甲酰基二肽甲酯也可采用5-氟尿嘧啶-N1-甲酰氯与二肽甲酯直接反应制备。

关键词: 氮基酸, 短肽, 5-氟尿嘧啶, 抗肿瘤活性

Abstract: Seven5-fluorouracil-N1-carbonyl amino acid benzyl esters(1a-g) were respectively prepared by the reaction of 5-fluorouracil-N1-carbonyl chloride with benzyl esters of glycine, valine, leucine, phenylalanine and bisbenzyl esters of aspartic and glutamic acids. These esters were then hydrogenated to obtain the corresponding5-fluorouracil-N1-carbonyl aminoacids (2a-c). 2Cand 2ewere further coupled with aminoacid methyl esters or dipeptide methyl esters by DCC-mediated coupling reaction to afford 5-fluorouracil-N1-carbonyl dipeptide or tripeptide methyl esters (3a-d, 4a,b). 5-Fluorouracii-N1-Carbonyl dipeptide methyl esters (5n-d) were also obtained directly by the reaction of 5-fluorouracil-N1-carbonyl chloride with dipeptide methyl esters. The antitumor activity of some of the above compounds was tested against EAC or S180in mice.

Key words: Aminoacid, Oligopeptide, 5-Fluorouracil, Antitumor activity

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