Chinese Journal of Organic Chemistry ›› 2004, Vol. 24 ›› Issue (12): 1601-1605. Previous Articles     Next Articles

N-茄呢基胺类糖酯化合物的合成及生理活性

赵瑾a, 刘蕾a, 宋金勇a,b, 王超杰*,a   

  1. a河南大学化学化工学院 开封 475001
    b许昌卷烟总厂技术中心 许昌 461000
  • 收稿日期:2004-03-01 修回日期:2004-06-12 接受日期:2004-06-12 发布日期:2022-09-20
  • 基金资助:
    国家自然科学基金(No. 20272039)和教育部留学回国人员基金资助项目

Synthesis and Biological Activity ofGlycosyl N-Solanesylaminocarboxylic Esters

ZHAO Jina, LIU Leia, SONG Jin-Yonga,b, WANG Chao-Jie*,a   

  1. aCollege of Chemistry and Chemical Engineering, Henan University, Kaifeng 475001
    bThe Technological Centre, Xuchang Cigarette Factory, Xuchang 461000
  • Received:2004-03-01 Revised:2004-06-12 Accepted:2004-06-12 Published:2022-09-20
  • Contact: *E-mail: schemorg@mail.sc.cninfo.net

Four glycosyl 2-(N-solanesylamino) benzoates (4a~4d) and four glycosyl 5-(N-solanesylamino~carbonyl)pentanoates (7a~7d) were first designed and synthesized respectively by the reaction of 2-N-solanesylamino-benzoic acid (3) or 5-(N-solanesylaminocarbonyl)pentanoic acid (6) with O-acetylglucopyranosyl bromide, O-acetylgalactopyranosyl bromide, O-acetyllactosyl bromide and O-acetylmaltobiosyl bromide in the presence of Bu4NBr. Their structures were confirmed by IR, 1H NMR, MS spectra and elemental analysis. Six compounds (4a, 4d and 7a~7d) werestudied preliminarily for their anti-tumor activity in vitro on KB, Bel-7402 and HCT-8 cells.

Key words: 2-N-solanesylamino-benzoic acid, 5-(N-solanesylaminocarboxyl)pentanoic acid, glucosyl ester, synthesis, bioactivity