Efficient Synthesis and Evaluation of Antitumor Activities of Novel Functionalized 1,8-Naphthyridine Derivatives

被引：47
作者：
Fu, Lei [1 ]
Feng, Xian [1 ]
Wang, Jian-Jun [1 ]
Xun, Zhan [1 ]
Hu, Jun-Die [1 ]
Zhang, Juan-Juan [1 ]
Zhao, Yan-Wei [1 ]
Huang, Zhi-Bin [1 ]
Shi, Da-Quig [1 ]
机构：
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
来源：
ACS COMBINATORIAL SCIENCE | 2015年 / 17卷 / 01期
关键词：
1,8-naphthyridine; chromeno[2,3-b]quinoline; cascade reaction; antitumor activity; ONE-POT SYNTHESIS; HETEROCYCLIC KETENE AMINALS; BIOLOGICAL EVALUATION; 3-COMPONENT REACTION; DOMINO REACTIONS; CASCADE REACTION; CONSTRUCTION; FLUORESCENT; FLUOROQUINOLONES; ANTICANCER;
D O I：
10.1021/co500120b
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
An efficient synthesis of novel functionalized 1,8-naphthyridine and chromeno[2,3-b]quinoline derivatives via cascade reaction of 2-chloroquinoline-3-carbaldehyde and enaminones or cyclic 1,3-dicarbonyl compounds was developed. All of the 1,8-naphthyridine derivatives synthesized were evaluated for their antiproliferative properties in vitro against cancer cells and several compounds were found to have high activities.
引用
收藏
页码：24 / 31
页数：8
相关论文
共 56 条
  • [31] Nadaraj V., 2012, J CHEM PHARM RES, V4, P2850
  • [32] Tetrahydro-1,8-naphthyridinol analogues of α-tocopherol as antioxidants in lipid membranes and low-density lipoproteins
    Nam, Tae-gyu
    Rector, Christopher L.
    Kim, Hye-young
    Sonnen, Andreas F. -P.
    Meyer, Roland
    Nau, Werner M.
    Atkinson, Jeffrey
    Rintoul, Julia
    Pratt, Derek A.
    Porter, Ned A.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (33) : 10211 - 10219
  • [33] Microwave assisted solvent-free synthesis of pyrazolo[3,4-b]quinolines and pyrazolo[3,4-c]pyrazoles using p-TsOH
    Paul, S
    Gupta, M
    Gupta, R
    Loupy, A
    [J]. TETRAHEDRON LETTERS, 2001, 42 (23) : 3827 - 3829
  • [34] 1,8-naphthyridines VII.: New substituted 5-amino[1,2,4] triazolo [4,3-a][1,8]naphthyridine-6-carboxamides and their isosteric analogues, exhibiting notable anti-inflammatory and/or analgesic activities, but no acute gastrolesivity
    Roma, Giorgio
    Grossi, Giancarlo
    Di Braccio, Mario
    Piras, Daniela
    Ballabeni, Vigilio
    Tognolini, Massimiliano
    Bertoni, Simona
    Barocelli, Elisabetta
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2008, 43 (08) : 1665 - 1680
  • [35] 1,8-Naphthyridines VIII. Novel 5-aminoimidazo[1,2-a] [1,8]naphthyridine-6-carboxamide and 5-amino[1,2,4]triazolo[4,3-a] [1,8]naphthyridine-6-carboxamide derivatives showing potent analgesic or anti-inflammatory activity, respectively, and completely devoid of acute gastrolesivity
    Roma, Giorgio
    Di Braccio, Mario
    Grossi, Giancarlo
    Piras, Daniela
    Ballabeni, Vigilio
    Tognolini, Massimiliano
    Bertoni, Simona
    Barocelli, Elisabetta
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (01) : 352 - 366
  • [36] A simple synthesis of dibenzo[b,g][1,8]naphthyridines
    Sampathkumar, N
    Kumar, NV
    Rajendran, SP
    [J]. SYNTHETIC COMMUNICATIONS, 2004, 34 (11) : 2019 - 2024
  • [37] An efficient one-pot three-component synthesis of tetrahydrofuro[3,4-b]quinoline-1,8(3H,4H)-dione derivatives catalyzed by L-proline
    Shi, Chun-Ling
    Chen, Hui
    Shi, Daqing
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 49 (01) : 125 - 129
  • [38] Synthesis and pharmacological assessment of diversely substituted pyrazolo[3,4-b]quinoline, and benzo[b]pyrazolo[4,3-g][1,8]naphthyridine derivatives
    Silva, Daniel
    Chioua, Mourad
    Samadi, Abdelouahid
    Carmo Carreiras, M.
    Jimeno, Maria-Luisa
    Mendes, Eduarda
    de los Rios, Cristobal
    Romero, Alejandro
    Villarroya, Mercedes
    Lopez, Manuela G.
    Marco-Contelles, Jose
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (09) : 4676 - 4681
  • [39] Antimycobacterial activities of novel 1-(Cyclopropyl/tert-butyl/4-fluorophenyl)-1,4-dihydro-6-nitro-4-oxo-7-(substituted secondary amino)-1,8-naphthyridine-3-carboxylic acid
    Sriram, Dharmarajan
    Senthilkumar, Palaniappan
    Dinakaran, Murugesan
    Yogeeswari, Perumal
    China, Amab
    Nagaraja, Valakunja
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2007, 50 (24) : 6232 - 6239
  • [40] Srivastava A, 2005, INDIAN J CHEM B, V44, P1868
123456