Pentacyclic triterpenes. Part 3: Synthesis and biological evaluation of oleanolic acid derivatives as novel inhibitors of glycogen phosphorylase

被引:102
|
作者
Chen, J
Liu, J
Zhang, LY
Wu, GZ
Hua, WY
Wu, XM
Sun, HB
机构
[1] China Pharmaceut Univ, Coll Pharm, Ctr Drug Discovery, Nanjing 210009, Peoples R China
[2] China Pharmaceut Univ, Jiangsu Ctr Drug Screening, Nanjing 210038, Peoples R China
[3] China Pharmaceut Univ, Coll Pharm, Dept Pharmacol, Nanjing 210009, Peoples R China
关键词
oleanolic acid; glycogen phosphorylase; inhibitor; derivatives; diabetes;
D O I
10.1016/j.bmcl.2006.03.009
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Oleanolic acid and its synthetic derivatives have been identified as novel inhibitors of glycogen phosphorylase. Within this series of compounds, 4 (IC50 = 3.3 mu M) is the most potent GPa inhibitor. Preliminary structure-activity relationships of the oleanolic acid derivatives are discussed. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2915 / 2919
页数:5
相关论文
共 50 条
  • [41] Synthesis, biological evaluation and SAR studies of ursolic acid 3β-ester derivatives as novel CETP inhibitors
    Chen, Chao
    Sun, Renhua
    Sun, Yan
    Chen, Xuan
    Li, Fei
    Wen, Xiaoan
    Yuan, Haoliang
    Chen, Dongyin
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2020, 30 (02)
  • [42] Synthesis and Biological Evaluation of Naproxen Derivatives as Novel NLRP3 Inhibitors
    Li, Yonglian
    You, Zonglin
    Wong, Vincent Kam Wai
    Chen, Min
    Zhang, Kun
    Liu, Wenfeng
    Zhao, Suqing
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2024, 72 (11) : 979 - 988
  • [43] Synthesis and biological evaluation of novel oxalamido derivatives as caspase-3 inhibitors
    Sengupta, Saumitra
    Rao, G. Venkateshwar
    Dubey, P. K.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2011, 50 (07): : 901 - 905
  • [44] Synthesis and bioactivities evaluation of oleanolic acid oxime ester derivatives as α-glucosidase and α-amylase inhibitors
    Deng, Xu-Yang
    Ke, Jun-Jie
    Zheng, Ying-Ying
    Li, Dong-Li
    Zhang, Kun
    Zheng, Xi
    Wu, Jing-Ying
    Xiong, Zhuang
    Wu, Pan-Pan
    Xu, Xue-Tao
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2022, 37 (01) : 451 - 461
  • [45] Synthesis and biological evaluation of oleanolic acid derivative-chalcone conjugates as α-glucosidase inhibitors
    Tang, Chu
    Zhu, Linhui
    Chen, Yu
    Qin, Rui
    Mei, ZhiNan
    Xu, Jing
    Yang, Guangzhong
    RSC ADVANCES, 2014, 4 (21): : 10862 - 10874
  • [46] Biological Activities of Novel Oleanolic Acid Derivatives from Bioconversion and Semi-Synthesis
    Triaa, Nahla
    Znati, Mansour
    Ben Jannet, Hichem
    Bouajila, Jalloul
    MOLECULES, 2024, 29 (13):
  • [47] Synthesis and biological evaluations of oleanolic acid indole derivatives as hyaluronidase inhibitors with enhanced skin permeability
    He, Hao
    Li, Huifang
    Akanji, Toyosi
    Niu, Shengli
    Luo, Zhujun
    Li, Dongli
    Seeram, Navindra P.
    Wu, Panpan
    Ma, Hang
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2021, 36 (01) : 1665 - 1678
  • [48] Synthesis and biological evaluation of novel pentacyclic triterpene α-cyclodextrin conjugates as HCV entry inhibitors
    Xiao, Sulong
    Wang, Qi
    Si, Longlong
    Zhou, Xiaoshu
    Zhang, Yongmin
    Zhang, Lihe
    Zhou, Demin
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 124 : 1 - 9
  • [49] Design, synthesis and biological evaluation of novel L-ascorbic acid-conjugated pentacyclic triterpene derivatives as potential influenza virus entry inhibitors
    Wang, Han
    Xu, Renyang
    Shi, Yongying
    Si, Longlong
    Jiao, Pingxuan
    Fan, Zibo
    Han, Xu
    Wu, Xingyu
    Zhou, Xiaoshu
    Yu, Fei
    Zhang, Yongmin
    Zhang, Liangren
    Zhang, Lihe
    Zhou, Demin
    Xiao, Sulong
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 110 : 376 - 388
  • [50] Novel Cinnamic Acid Derivatives Containing Naproxen as NLRP3 Inhibitors: Synthesis and Evaluation of Their Biological Activity
    Yu, Jialin
    You, Zonglin
    Wong, Vincent Kam Wai
    Chen, Min
    Liu, Wenfeng
    CHEMISTRY & BIODIVERSITY, 2025,