有机化学 ›› 2007, Vol. 27 ›› Issue (10): 1273-1277. 上一篇    下一篇

研究论文

D-呋喃核糖长链酰基衍生物的合成及生物活性研究

孙贺平,姬小明,戴桂馥,张博,刘宏民*   

  1. (郑州大学新药研究开发中心 郑州 450052)
  • 收稿日期:2006-11-23 修回日期:2007-05-21 发布日期:2007-09-28
  • 通讯作者: 刘宏民

Synthesis and Biological Activity Study of Higher Fatty Acyl Derivatives of D-Ribofuranose

SUN He-Ping,JI Xiao-Ming,DAI Gui-Fu,ZHANG Bo,LIU Hong-Min*   

  1. (New Drug Research & Development Center, Zhengzhou University, Zhengzhou 450052)
  • Received:2006-11-23 Revised:2007-05-21 Published:2007-09-28
  • Contact: LIU Hong-Min

N,N-二环己基碳二亚胺(DCC)作缩水剂, 使D-氨甲基呋喃核糖、苯甲酰氨基甲基呋喃核糖与长链脂肪酸发生缩合, 得到8个新型D-呋喃核糖的长链酰基衍生物, 通过波谱分析对其结构进行了确证. 并用噻唑蓝(MTT)法考察了所合成化合物对小鼠T-淋巴细胞增殖反应的影响. 结果显示: 长链酰基取代后的化合物4a4d5a5d对小鼠T-淋巴细胞增殖的抑制活性明显优于未取代的底物23.

关键词: 生物活性, D-呋喃核糖, 长链脂肪酰胺, 合成, 长链羧酸酯

Using N,N-dicyclohexylcarbodiimide (DCC) as dehydration reagent, eight new higher fatty acyl derivatives of D-ribofuranose were obtained by the reaction of 3-aminomethyl-α-D-ribofuranose or 3-benzamidomethyl-α-D-ribofuranose with higher fatty acids. The structures of all the new compounds were confirmed by spectral analysis. And the effect of the synthesized compounds to T-lymphocyte transformation was investigated using methyl thiazolyl tetrazolium (MTT) method. The result showed that the inhibitory bioactivities of the syn-thesized compounds with higher fatty acyl 4a4d and 5a5d to T-lymphocyte were higher than those of the compounds without higher fatty acyl 2 and 3.

Key words: higher fatty acid amide, higher fatty ester, synthesis, biological activity, D-ribofuranose