Design, Synthesis, and Antiviral Evaluation of Phenanthrene-Based Tylophorine Derivatives as Potential Antiviral Agents

被引:51
|
作者
Wang, Kailiang [1 ]
Hu, Yanna [1 ]
Liu, Yuxiu [1 ]
Mi, Na [1 ]
Fan, Zhijin [1 ]
Liu, Yu [1 ]
Wang, Qingmin [1 ]
机构
[1] Nankai Univ, Res Inst Elementoorgan Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
基金
中国博士后科学基金; 中国国家自然科学基金;
关键词
Phenanthrene-based tylophorine derivatives; synthesis; antiviral activities; tobacco mosaic virus; Inhibitors; TOBACCO MOSAIC-VIRUS; AROMATIC NUCLEI; ALKALOIDS; PHENANTHROINDOLIZIDINE;
D O I
10.1021/jf103440s
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
A series of C9-substituted phenanthrene-based tylophorine derivatives (PBTs) were designed, synthesized, and first evaluated for their antiviral activities against tobacco mosaic virus (TMV). These compounds contain a phenanthrene core structure and can be synthesized some efficiently with excellent y elds compared with tylophorine alkaloid. The bioassay results show that some of these compounds exhibited higher antiviral activity against TMV in vivo than tylophorine and commercial Ningnanmycin. Especially, compounds 3, 4, 9, 13, and 16 emerged as potential inhibitors of plant virus. These new findings demonstrate that these phenanthrene-based tylophorine derivatives (PBTs) represent another new template for antiviral studies and could be considered for novel therapy against plant virus infection.
引用
收藏
页码:12337 / 12342
页数:6
相关论文
共 50 条
  • [1] Design, Synthesis, and Antiviral Activity Evaluation of Phenanthrene-Based Antofine Derivatives
    Wang, Ziwen
    Wei, Peng
    Xu Xizhi
    Liu, Yuxiu
    Wang, Lizhong
    Wang, Qingmin
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2012, 60 (35) : 8544 - 8551
  • [2] Synthesis and Antitumor Activity Evaluation of New Phenanthrene-based Tylophorine Derivatives
    Li, Songtao
    Zhao, Hongling
    Yin, Zhifeng
    Deng, Shuhua
    Gao, Yang
    Li, Yunfeng
    Dai, Tao
    LETTERS IN ORGANIC CHEMISTRY, 2019, 16 (06) : 462 - 467
  • [3] Antitumor agents 253. Design, synthesis, and antitumor evaluation of novel 9-substituted phenanthrene-based tylophorine derivatives as potential anticancer agents
    Wei, Linyi
    Shi, Qian
    Bastow, Kenneth F.
    Brossi, Arnold
    Morris-Natschke, Susan L.
    Nakagawa-Goto, Kyoko
    Wu, Tian-Shung
    Pan, Shiow-Lin
    Teng, Che-Ming
    Lee, Kuo-Hsiung
    JOURNAL OF MEDICINAL CHEMISTRY, 2007, 50 (15) : 3674 - 3680
  • [4] New phenanthrene-based tylophorine derivatives (PBTs) as a novel class of antitumor agents
    Wei, Linyi
    Bastow, Kenneth F.
    Brossi, Arnold
    Lee, Kuo-Hsiung
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 231
  • [5] QSAR studies and molecular design of phenanthrene-based tylophorine derivatives with anticancer activity
    Liao, Si-Yan
    Chen, Jin-Can
    Qian, Li
    Shen, Yong
    Zheng, Kang-Cheng
    QSAR & COMBINATORIAL SCIENCE, 2008, 27 (03): : 280 - 288
  • [6] Antitumor agents 251: Synthesis, cytotoxic evaluation, and structure-activity relationship studies of phenanthrene-based tylophorine derivatives (PBTs) as a new class of antitumor agents
    Wei, Linyi
    Brossi, Arnold
    Kendall, Ross
    Bastow, Kenneth F.
    Morris-Natschke, Susan L.
    Shi, Qian
    Lee, Kuo-Hsiung
    BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (19) : 6560 - 6569
  • [7] Design, Synthesis and Evaluation of Thiourea Derivatives as Antimicrobial and Antiviral Agents
    Ravichandran, Veerasamy
    Shalini, Sivadasan
    Kumar, Krishnan Suresh
    Rajak, Harish
    Agrawal, Ram Kishore
    LETTERS IN DRUG DESIGN & DISCOVERY, 2019, 16 (06) : 618 - 624
  • [8] Design, synthesis, and evaluation of novel isoprenyl coumarin derivatives as potential antiviral and anticancer agents
    Devji, Tehsina
    Carrico-Moniz, Dora
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 241
  • [9] Novel flavonol derivatives containing benzoxazole as potential antiviral agents: design, synthesis, and biological evaluation
    Zhou, Yuanxiang
    Sun, Zhiling
    Zhou, Qing
    Zeng, Wei
    Zhang, Miaohe
    Feng, Shuang
    Xue, Wei
    MOLECULAR DIVERSITY, 2024,
  • [10] Antitumor Agents 268. Design, Synthesis, and Mechanistic Studies of New 9-Substituted Phenanthrene-Based Tylophorine Analogues as Potent Cytotoxic Agents
    Yang, Xiaoming
    Shi, Qian
    Liu, Yi-Nan
    Zhao, Guiyu
    Bastow, Kenneth F.
    Lin, Jau-Chen
    Yang, Shuenn-Chen
    Yang, Pan-Chyr
    Lee, Kuo-Hsiung
    JOURNAL OF MEDICINAL CHEMISTRY, 2009, 52 (16) : 5262 - 5268