Spirooxindoles as Potential Pharmacophores

被引:93
作者
Panda, Siva S. [1 ]
Jones, Rachel A. [2 ]
Bachawala, Praveen [3 ]
Mohapatra, Prabhu P. [1 ]
机构
[1] Augusta Univ, Dept Chem & Phys, Augusta, GA 30912 USA
[2] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA
[3] MilliporeSigma Pvt Ltd, Isotec Div, Miamisburg, OH 45342 USA
关键词
Biological importance; chemistry; heterocycles; pharmacophores; spirooxindoles; synthesis; DIVERSITY-ORIENTED SYNTHESIS; REGIOSELECTIVE SYNTHESIS; BIOLOGICAL EVALUATION; SPIROINDOLONE KAE609; DESIGN; DERIVATIVES; DISCOVERY; OXINDOLE; CONSTRUCTION; QSAR;
D O I
10.2174/1389557516666160624125108
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Objective: The spirooxindole heterocyclic scaffold is found in many natural products and has been identified as an important bioactive agent. Background: Over the past few decades, various spirooxindole-containing compounds have been reported to possess biological properties and hence found in the structure of many synthetic pharmaceuticals. This mini-review describes the most promising examples of this class of compounds possessing biological activity including anticancer, anti-inflammatory, and antimicrobial activities. Conclusion: The current review focuses on the biological activity of compounds containing the spirooxindole scaffold.
引用
收藏
页码:1515 / 1536
页数:22
相关论文
共 89 条
  • [41] Regioselective synthesis of dispiro[1H-indene-2,3′-pyrrolidine-2′,3"-[3H]indole]-1,2"(1"H)-diones of potential anti-tumor properties
    Girgis, Adel S.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (01) : 91 - 100
  • [42] Control of nosocomial antimicrobial-resistant bacteria: A strategic priority for hospitals worldwide
    Goldmann, DA
    Huskins, WC
    [J]. CLINICAL INFECTIOUS DISEASES, 1997, 24 : S139 - S145
  • [43] A strategic approach to the synthesis of functionalized spirooxindole pyrrolidine derivatives: in vitro antibacterial, antifungal, antimalarial and antitubercular studies
    Haddad, Saoussen
    Boudriga, Sarra
    Akhaja, Tarunkumar Nanjibhai
    Raval, Jignesh Priyakant
    Porzio, Francois
    Soldera, Armand
    Askri, Moheddine
    Knorr, Michael
    Rousselin, Yoann
    Kubicki, Marek M.
    Rajani, Dhanji
    [J]. NEW JOURNAL OF CHEMISTRY, 2015, 39 (01) : 520 - 528
  • [44] Efficient Catalyst-Free One-Pot Three-Component Synthesis of Novel Spirooxindole Derivatives, and Their Cytotoxic Activities
    Han, Chao
    Zhang, Tao
    Zhang, Anqi
    Wang, Dandan
    Shi, Weimin
    Tao, Jingchao
    [J]. SYNTHESIS-STUTTGART, 2014, 46 (10): : 1389 - 1398
  • [45] Recent Advances in Asymmetric Organocatalytic Construction of 3,3′-Spirocyclic Oxindoles
    Hong, Liang
    Wang, Rui
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (06) : 1023 - 1052
  • [46] Penioxalamine A, a novel prenylated spiro-oxindole alkaloid from Penicillium oxalicum TW01-1
    Hu, Xiao-Lan
    Bian, Xi-Qing
    Wu, Xin
    Li, Jian-Yong
    Hua, Hui-Ming
    Pei, Yue-Hu
    Han, Ai-Hong
    Bai, Jiao
    [J]. TETRAHEDRON LETTERS, 2014, 55 (29) : 3864 - 3867
  • [47] Ethanesulfohydroxamic Acid Ester Prodrugs of Nonsteroidal Anti-inflammatory Drugs (NSAIDs): Synthesis, Nitric oxide and Nitroxyl Release, Cyclooxygenase Inhibition, Anti-inflammatory, and Ulcerogenicity Index Studies
    Huang, Zhangjian
    Velazquez, Carlos A.
    Abdellatif, Khaled R. A.
    Chowdhury, Morshed A.
    Reisz, Julie A.
    DuMond, Jenna F.
    King, S. Bruce
    Knaus, Edward E.
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (05) : 1356 - 1364
  • [48] Synthesis of fused tetracyclic spiroindoles via palladium-catalysed cascade cyclisation
    Iwata, Akira
    Inuki, Shinsuke
    Oishi, Shinya
    Fujii, Nobutaka
    Ohno, Hiroaki
    [J]. CHEMICAL COMMUNICATIONS, 2014, 50 (03) : 298 - 300
  • [49] New communesin derivatives from the fungus Penicillium sp derived from the Mediterranean sponge Axinella verrucosa
    Jadulco, R
    Edrada, RA
    Ebel, R
    Berg, A
    Schaumann, K
    Wray, V
    Steube, K
    Proksch, P
    [J]. JOURNAL OF NATURAL PRODUCTS, 2004, 67 (01): : 78 - 81
  • [50] Design, synthesis, and biological evaluations of novel oxindoles as HIV-1 non-nucleoside reverse transcriptase inhibitors. Part 2
    Jiang, T
    Kuhen, KL
    Wolff, K
    Yin, H
    Bieza, K
    Caldwell, J
    Bursulaya, B
    Tuntland, T
    Zhang, KY
    Karanewsky, D
    He, Y
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (08) : 2109 - 2112