Synthesis of novel analogues of zanamivir as neuraminidase inhibitors

被引：3
|
作者：
Xiong, Rui Sheng [1 ]
Zhao, Qing Jie [1 ]
Zhu, Hang Hang [2 ]
Liu, Zheng [3 ]
Wei, Ya Bing [2 ]
Shen, Jing Shan [1 ,3 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
[2] Nanjing Univ Technol, Coll Mat Sci & Engn, Nanjing 210009, Peoples R China
[3] Topharman Shanghai Co Ltd, Shanghai 201209, Peoples R China
来源：
CHINESE CHEMICAL LETTERS | 2010年 / 21卷 / 11期
关键词：
Zanamivir; Triazole; Click chemistry; INFLUENZA-VIRUS NEURAMINIDASE; STRUCTURAL-ANALYSIS; CLICK CHEMISTRY; DESIGN; ACID; DISCOVERY; POTENT; DERIVATIVES; SIALIDASES; SERIES;
D O I：
10.1016/j.cclet.2010.06.021
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A versatile synthesis of novel zanamivir analogues modified at C-4 and C-8 positions was described. The formation of amides from the acid with corresponding amines, followed by click chemistry generated the triazole substituted compounds as novel analogues of neuraminidase inhibitors in good yields. (C) 2010 Jing Shan Shen. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
引用
收藏
页码：1338 / 1341
页数：4
相关论文
共 50 条
  • [11] Synthesis of C-4-modified zanamivir analogs as neuraminidase inhibitors and their anti-AIV activities
    Ye, Deju
    Shin, Woo-Jin
    Li, Ning
    Tang, Wei
    Feng, Enguang
    Li, Jian
    He, Pei-Lan
    Zuo, Jian-Ping
    Kim, Hanjo
    Nam, Ky-Youb
    Zhu, Weiliang
    Seong, Baik-Lin
    No, Kyoung Tai
    Jiang, Hualiang
    Liu, Hong
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 54 : 764 - 770
  • [12] Synthetic Approaches to the Neuraminidase Inhibitors Zanamivir (Relenza) and Oseltamivir Phosphate (Tamiflu) for the Treatment of Influenza
    Magano, Javier
    CHEMICAL REVIEWS, 2009, 109 (09) : 4398 - 4438
  • [13] Safety of neuraminidase inhibitors, oseltamivir and zanamivir, during pregnancy: a comparative study in the EFEMERIS database
    Lacroix, I.
    Beau, A. B.
    Hurault-Delarue, C.
    Montastruc, J. L.
    Damase-Michel, C.
    FUNDAMENTAL & CLINICAL PHARMACOLOGY, 2013, 27 : 106 - 106
  • [14] Divalent oseltamivir analogues as potent influenza neuraminidase inhibitors
    Yan, Zhong-Li
    Liu, Ao-Yun
    Wei, Xia-Xia
    Zhang, Zhuang
    Qin, Long
    Yu, Qun
    Yu, Peng
    Lu, Kui
    Yang, Yang
    CARBOHYDRATE RESEARCH, 2019, 477 : 32 - 38
  • [15] Structure-Based Design and Synthesis of C-1- and C-4-Modified Analogs of Zanamivir as Neuraminidase Inhibitors
    Feng, Enguang
    Shin, Woo-Jin
    Zhu, Xuelian
    Li, Jian
    Ye, Deju
    Wang, Jiang
    Zheng, Mingyue
    Zuo, Jian-Ping
    No, Kyoung Tai
    Liu, Xian
    Zhu, Weiliang
    Tang, Wei
    Seong, Baik-Lin
    Jiang, Hualiang
    Liu, Hong
    JOURNAL OF MEDICINAL CHEMISTRY, 2013, 56 (03) : 671 - 684
  • [16] Design and synthesis of 1,2,3-triazole-containing N-acyl zanamivir analogs as potent neuraminidase inhibitors
    Das, Anindya
    Adak, Avijit K.
    Ponnapalli, Kalyankumar
    Lin, Chien-Hung
    Hsu, Kai-Cheng
    Yang, Jinn-Moon
    Hsu, Tsu-An
    Lin, Chun-Cheng
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 123 : 397 - 406
  • [17] Ferulic acid and vanillin analogues as potential influenza neuraminidase inhibitors: Modelling, synthesis and biological activities
    Hariono, Maywan
    Abdullah, Nurshariza
    Kamarulzaman, Ezatul Ezleen
    Mohamed, Nornisah
    Hassan, Sharifah Syed
    Shamsudin, Shaharum
    Wahab, Habibah
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
  • [18] Synthesis and Biological Evaluation of NH2-Sulfonyl Oseltamivir Analogues as Influenza Neuraminidase Inhibitors
    Hu, Yaping
    Chen, Binfeng
    Lei, Zaiqiang
    Zhao, Hongqian
    Zhu, Hongxi
    Quan, Peng
    Tian, Yongshou
    MOLECULES, 2019, 24 (11):
  • [19] Synthesis of Sulfo-Sialic Acid Analogues: Potent Neuraminidase Inhibitors in Regards to Anomeric Functionality
    Christopher J. Vavricka
    Chiaki Muto
    Tomohisa Hasunuma
    Yoshinobu Kimura
    Michihiro Araki
    Yan Wu
    George F. Gao
    Hiroshi Ohrui
    Minoru Izumi
    Hiromasa Kiyota
    Scientific Reports, 7
  • [20] Synthesis of Sulfo-Sialic Acid Analogues: Potent Neuraminidase Inhibitors in Regards to Anomeric Functionality
    Vavricka, Christopher J.
    Muto, Chiaki
    Hasunuma, Tomohisa
    Kimura, Yoshinobu
    Araki, Michihiro
    Wu, Yan
    Gao, George F.
    Ohrui, Hiroshi
    Izumi, Minoru
    Kiyota, Hiromasa
    SCIENTIFIC REPORTS, 2017, 7
12345