Synthesis of hemslecin A derivatives: A new class of hepatitis B virus inhibitors

被引:17
|
作者
Guo, Rui-Hua [1 ]
Geng, Chang-An [1 ]
Huang, Xiao-Yan [1 ]
Ma, Yun-Bao [1 ]
Zhang, Quan [1 ]
Wang, Li-Jun [1 ]
Zhang, Xue-Mei [1 ]
Zhang, Rong-Ping [2 ]
Chen, Ji-Jun [1 ]
机构
[1] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources W China, Kunming 650204, Peoples R China
[2] Kunming Med Univ, Kunming 650500, Yunnan, Peoples R China
基金
中国国家自然科学基金;
关键词
Hemslecin A; Derivatives; Hepatitis B virus; SCHISANDRA-WILSONIANA; FRUITS; ALISOL;
D O I
10.1016/j.bmcl.2013.01.024
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A series of hemslecin A derivatives were synthesized and evaluated for their anti-hepatitis B virus (HBV) activities, namely, inhibiting the secretion of hepatitis B surface antigen (HBsAg), hepatitis B e antigen (HBeAg), and HBV DNA replication on HepG 2.2.15 cells. Most of the derivatives showed enhanced anti-HBV activities, of which compounds A1-A7, B5, C and E exhibited significant activities inhibiting HBV DNA replication with IC50 values of 2.8-11.6 mu M, comparable to that of the positive control, tenofovir. Compounds A1-A3, A5, B5, and C displayed low cytotoxicities, which resulted in high SI values of 89.7, 55.6, 77.8, >83.4, >55.8, and >150.5, respectively. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.
引用
收藏
页码:1201 / 1205
页数:5
相关论文
共 50 条
  • [21] Synthesis and quantitative structure-activity relationships study for phenylpropenamide derivatives as inhibitors of hepatitis B virus replication
    Yang, Jing
    Ma, Min
    Wang, Xue-Ding
    Jiang, Xing-Jun
    Zhang, Yuan-Yuan
    Yang, Wei-Qing
    Li, Zi-Cheng
    Wang, Xi-Hong
    Yang, Bin
    Ma, Meng-Lin
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 99 : 82 - 91
  • [22] Design, synthesis and evaluation of novel phenyl propionamide derivatives as non-nucleoside hepatitis B virus inhibitors
    Qiu, Jingying
    Gong, Qineng
    Gao, Jian
    Chen, Wang
    Zhang, Yinpeng
    Gu, Xiaoke
    Tang, Daoquan
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 144 : 424 - 434
  • [23] Synthesis and Quantitative Structure-activity Relationships Study for Arylpropenamide Derivatives as Inhibitors of Hepatitis B Virus Replication
    Ma Min
    Jiang Xingjun
    Wang Xueding
    Zou Hao
    Yang Weiqing
    Zhang Yuanyuan
    Peng Changrong
    Li Zicheng
    Yang Jing
    Du Quan
    Ma Menglin
    CHEMICAL BIOLOGY & DRUG DESIGN, 2016, 88 (03) : 451 - 459
  • [24] A new class of pyrimidine nucleosides: inhibitors of hepatitis B and C viruses
    Shakya, Neeraj
    Vedi, Satish
    Liang, Chao
    Agrawal, Babita
    Tyrrell, D. Lorne
    Kumar, Rakesh
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (20) : 6475 - 6480
  • [25] New Holliday Junction inhibitors and class B synergimycin derivatives.
    Medina, I
    Azevedo, EV
    McAlpine, SR
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 226 : U140 - U140
  • [26] Optimization and Synthesis of Pyridazinone Derivatives as Novel Inhibitors of Hepatitis B Virus by Inducing Genome-free Capsid Formation
    Lu, Dong
    Liu, Feifei
    Xing, Weiqiang
    Tong, Xiankun
    Wang, Lang
    Wang, Yajuan
    Zeng, Limin
    Feng, Chunlan
    Yang, Li
    Zuo, Jianping
    Hu, Youhong
    ACS INFECTIOUS DISEASES, 2017, 3 (03): : 199 - 205
  • [27] Discovery and optimization of phthalazinone derivatives as a new class of potent dengue virus inhibitors
    Lu, Dong
    Liu, Jianan
    Zhang, Yunzhe
    Liu, Feifei
    Zeng, Limin
    Peng, Runze
    Yang, Li
    Ying, Huazhou
    Tang, Wei
    Chen, Wuhong
    Zuo, Jianping
    Tong, Xiankun
    Liu, Tao
    Hu, Youhong
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 145 : 328 - 337
  • [28] Selective inhibition of the duck hepatitis B virus by a new class of tetraazamacrocycles
    Hantz, O
    Borel, C
    Trabaud, C
    Zoulim, F
    Dessolin, J
    Camplo, M
    Vlieghe, P
    Bouygues, M
    Trepo, C
    Kraus, JL
    ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1997, 41 (11) : 2579 - 2581
  • [29] Novel Neplanocin A Derivatives as Selective Inhibitors of Hepatitis B Virus with a Unique Mechanism of Action
    Toyama, Masaaki
    Watashi, Koichi
    Ikeda, Masanori
    Yamashita, Atsuya
    Okamoto, Mika
    Moriishi, Kohji
    Muramatsu, Masamichi
    Wakita, Takaji
    Sharon, Ashoke
    Baba, Masanori
    ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2022, 66 (06)
  • [30] Tryptamine derivatives as novel non-nucleosidic inhibitors against hepatitis B virus
    Qu, Shi-Jin
    Wang, Gui-Feng
    Duan, Wen-Hu
    Yao, Shan-Yan
    Zuo, Jian-Ping
    Tan, Chang-Heng
    Zhu, Da-Yuan
    BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (10) : 3120 - 3127