Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (3): 533-539.DOI: 10.6023/cjoc201509024 Previous Articles     Next Articles



梅雯雯a,b, 郭跃伟b, 李佳b, 蔡妹艺a, 马文泉c, 龚景旭b, 王学东a   

  1. a 潍坊医学院药学院 潍坊 261053;
    b 中国科学院上海药物研究所 新药研究国家重点实验室 上海 201203;
    c 潍坊生物医药创新创业服务中心 潍坊 261205
  • 收稿日期:2015-09-21 修回日期:2015-11-12 发布日期:2015-12-04
  • 通讯作者: 龚景旭, 王学东;
  • 基金资助:

    国家海洋"863"项目(Nos. 2013AA092902, 2012AA092105)、国家自然科学基金(Nos. 81520108028, 81273430, 41306130, 41506187, 81302692, 41476063)、山东省自然科学基金(No. U1406402)、上海市科委项目(Nos. 14431901100, 15431901000)、新药研究国家重点实验室/上海药物所自主项目(Nos. SIMM1501ZZ-03, CASIMM0120152039)资助项目.

Synthesis and Protein-Tyrosine Phosphatase 1B Inhibitory Activity Evaluation of Indolepropyl Based 1,3,4-Oxadiazole Derivatives

Mei Wenwena,b, Guo Yueweib, Li Jiab, Cai Meiyia, Ma Wenquanc, Gong Jingxub, Wang Xuedonga   

  1. a College of Pharmacy, Weifang Medical University, Weifang 261053;
    b State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203;
    c Weifang Biomedical Innovation and Entrepreneurship Service Center, Weifang 261205
  • Received:2015-09-21 Revised:2015-11-12 Published:2015-12-04
  • Supported by:

    Project supported by the National Marine "863" Projects (Nos. 2013AA092902 and 2012AA092105), the National Natural Science Foundation of China (Nos. 81520108028, 81273430, 41306130, 41506187, 81302692, 41476063), the NSFC-Shandong Joint Fund for Marine Science Research Centers (No. U1406402), the Science and Technology Commission of Shanghai Municipality Project (Nos. 14431901100, 15431901000), the State Key Laboratory of Drug Research/Shanghai Institute of Materia Medica Projects (Nos. SIMM1501ZZ-03, CASIMM0120152039).

A series of indolepropyl based 1,3,4-oxadiazole derivatives were synthesized by esterification, hydrazidation, cyclization and substitution using indolebutyric acid as starting material. The inhibitory activity against protein tyrosine phosphatase 1B (PTP1B) was evaluated. The results indicated that five compounds displayed obviously inhibitory effect against PTP1B in vitro, for instance, compound 5g exhibited the strongest PTP1B inhibitory activity with an IC50 value of 6.74 μg· mL-1 . It was the first example of indolealkyl based oxadiazole derivatives showing PTP1B inhibitory activity.

Key words: 1,3,4-oxadiazole, synthesis, PTP1B inhibitory activity