Synthesis and biological activity of new quinoxaline antibiotics of echinomycin analogues

被引:288
|
作者
Kim, YB
Kim, YH [1 ]
Park, JY
Kim, SK
机构
[1] Korea Adv Inst Sci & Technol, Ctr Mol Design & Synth, Dept Chem, Taejon 305701, South Korea
[2] Yonsei Univ, Dept Microbiol, Wonju Coll Med, Inst Basic Med Sci,IFBB, Wonju 220701, South Korea
关键词
echinomycin; anticancer; active-VRE; apoptosis;
D O I
10.1016/j.bmcl.2003.09.086
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Novel quinoxaline antibiotics having the methylenedithioether bridge as an analogue of echinomycin have been synthesized by insertion of methylene moiety between -S-S- bond. The compound la shows remarkable cytotoxicities against human tumor various cell lines, and is active VRE (vancomycin-resistant enterococci) within MIC range 0.5-8 mug/mL. According to the eukaryotic or prokaryotic data, la might be a first analogue to replace echinomycin. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:541 / 544
页数:4
相关论文
共 50 条
  • [31] Heteroatom Analogues of Hydrocodone: Synthesis and Biological Activity
    Giacometti, Robert D.
    Duchek, Jan
    Werner, Lukas
    Husni, Afeef S.
    McCurdy, Christopher R.
    Cutler, Stephen J.
    Cox, D. Phillip
    Hudlicky, Tomas
    JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (07): : 2914 - 2925
  • [32] Total Synthesis and Biological Activity of Neopeltolide and Analogues
    Vintonyak, Viktor V.
    Kunze, Brigitte
    Sasse, Florenz
    Maier, Martin E.
    CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (35) : 11132 - 11140
  • [33] Synthesis and Biological Activity of Kalkitoxin and its Analogues
    Umezawa, Taiki
    Sueda, Manabu
    Kamura, Takao
    Kawahara, Teppei
    Han, Xuerong
    Okino, Tatsufumi
    Matsuda, Fuyuhiko
    JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (01): : 357 - 370
  • [34] Synthesis, Biological Activity of Salidroside and Its Analogues
    Guo, Yibing
    Zhao, Yahong
    Zheng, Cheng
    Meng, Ying
    Yang, Yumin
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2010, 58 (12) : 1627 - 1629
  • [35] Sequential Synthesis, Olfactory Properties, and Biological Activity of Quinoxaline Derivatives
    Imanishi, Mia
    Sonoda, Motohiro
    Miyazato, Hironari
    Sugimoto, Keiichiro
    Akagawa, Mitsugu
    Tanimori, Shinji
    ACS OMEGA, 2017, 2 (05): : 1875 - 1885
  • [36] RECENT PROGRESS IN THE QUINOXALINE CHEMISTRY - SYNTHESIS AND BIOLOGICAL-ACTIVITY
    SAKATA, G
    MAKINO, K
    KURASAWA, Y
    HETEROCYCLES, 1988, 27 (10) : 2481 - 2515
  • [37] Synthesis, biological activities and structure-activity relationships for new avermectin analogues
    Zhang, Jian
    Nan, Xiang
    Yu, Hai-Tao
    Cheng, Pi-Le
    Zhang, Yan
    Liu, Ying-Qian
    Zhang, Shao-Yong
    Hu, Guan-Fang
    Liu, Huanxiang
    Chen, An-Liang
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 121 : 422 - 432
  • [38] A new class of conjugated strigolactone analogues with fluorescent properties: synthesis and biological activity
    Bhattacharya, Chaitali
    Bonfante, Paola
    Deagostino, Annamaria
    Kapulnik, Yoram
    Larini, Paolo
    Occhiato, Ernesto G.
    Prandi, Cristina
    Venturello, Paolo
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2009, 7 (17) : 3413 - 3420
  • [39] Synthesis and biological activity of new 4β-N-heteroaryl analogues of podophyllotoxin
    Kamal, Ahmed
    Kumar, B. Ashwini
    Arifuddin, M.
    Dastidar, Sunanda. G.
    LETTERS IN DRUG DESIGN & DISCOVERY, 2006, 3 (03) : 205 - 209
  • [40] Synthesis and Preliminary Biological Activity of Some New Pyrazole Derivatives as Acyclonucleoside Analogues
    Radi, Smaail
    Salhi, Souad
    Radi, Amal
    LETTERS IN DRUG DESIGN & DISCOVERY, 2010, 7 (01) : 27 - 30