含氨基酸席夫碱的5-氟尿嘧啶衍生物的合成及其抗肿瘤活性有机化学.pdfVIP

2005 年第 25 卷 有 机 化 学 Vol. 25, 2005 第 5 期, 549～553 Chinese Journal of Organic Chemistry No. 5, 549～553 ·研究论文· 含氨基酸席夫碱的 5-氟尿嘧啶衍生物的合成及其 抗肿瘤活性 石德清* 陈 琦 李中华 (华中师范大学化学学院教育部农药与化学生物学重点实验室 武汉 430079) 摘要 以 N 1 1 3 -(2- 四氢呋喃烷 )-5-氟尿嘧啶为原料, 与 1,4-二溴丁烷反应, 得到 N -(2- 四氢呋喃烷 )-N -(4-溴丁 )-5- 氟尿嘧啶(2), 最后与氨基酸席夫碱的钾盐缩合, 得到 13 个新的目标化合物 3. 其结构经 IR, 1H NMR, MS 和元素分析确 证. 初步的体外抗肿瘤试验结果表明, 目标化合物具有一定的抗肿瘤活性. 关键词 5-氟尿嘧啶衍生物; 氨基酸席夫碱; 抗肿瘤活性 Synthesis of Novel 5-Fluorouracil Derivatives Containing Amino Acid Schiff Base and Their Antitumor Activities SHI, De-Qing* CHEN, Qi LI, Zhong-Hua (College of Chemistry, Central China Normal University and Key Laboratory of Pesticide and Chemical Biology, Ministry of Education of China , Wuhan 430079) Abstract In order to search for novel high activity and low toxicity antitumor drugs, thirteen novel 5-fluorouracil derivatives containing amino acid Schiff base were synthesized via the condensation reactions 1 3 of N -(2-furanidyl)-N -(4-bromobutyl)-5-fluorouracil and amino acid Schiff bases. The structures of the 1 products were confirmed by IR, H NMR, MS spectra and elemental analyses. The result of preliminary bioassay shows that the new compounds possess antitumor activities to some extent. Keywords 5-fluorouracil; amino aci