Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (12): 2888-2894.DOI: 10.6023/cjoc201611016 Previous Articles     Next Articles



何海兵a, 戴红a, 葛英花b, 施磊a, 邹政a, 叶飞b, 金甲b, 石玉军a   

  1. a 南通大学化学化工学院 南通 226019;
    b 浙江理工大学生命科学学院 杭州 310018
  • 收稿日期:2016-11-14 修回日期:2016-12-07 发布日期:2016-12-12
  • 通讯作者: 金甲, 石玉军;
  • 基金资助:

    江苏省自然科学基金青年(No. BK20140425)、南通大学引进人才科研启动费(No. 03080694)资助项目.

Design, Synthesis of Betulin Derivatives Containing 5-Phenyl-3-isoxazole and Their Inhibitory Activities against Protein Tyrosine Phosphatase 1B

He Haibinga, Dai Honga, Ge Yinghuab, Shi Leia, Zou Zhenga, Ye Feib, Jin Jiab, Shi Yujuna   

  1. a College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019;
    b College of Life Sciences, Zhejiang Sci-Tech University, Hangzhou 310018
  • Received:2016-11-14 Revised:2016-12-07 Published:2016-12-12
  • Supported by:

    Project supported by the Science Fund for Young Scholar of Jiangsu Province (No. BK20140425) and the Initiating Fund for Introduced Talents of Nantong University (No. 03080694).

Protein tyrosine phosphatase-1B (PTP1B) is recognized as a potent target for the therapy of diabetes. By introducing substituted 5-phenyl-3-isoxazole ring to the 3-position of betulin, a series of novel compounds were designed, synthesized and characterized by 1H NMR, 13C NMR and HRMS. The results of bioassays exhibited that most of the titled compounds were active to PTP1B. Among them, compound 15h has an IC50 of 0.98 μmol·L-1 against PTP1B and a 4-fold selectivity over T cell protein tyrosine phosphatase (TCPTP).

Key words: PTP1B Inhibitor, TCPTP, Betulin, Synthesis