Synthesis of acridine cyclic imide hybrid molecules and their evaluation for anticancer activity

被引:17
|
作者
Kumar, Anuj [1 ]
Kumar, Nikhil [2 ]
Roy, Partha [2 ]
Sondhi, S. M. [1 ]
Sharma, Anuj [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Roorkee 247667, Uttar Pradesh, India
[2] Indian Inst Technol, Dept Biotechnol, Roorkee 247667, Uttar Pradesh, India
关键词
Microwave-assisted synthesis; Acridine cyclic imide; Human cancer cell lines; Anticancer; POTENT ANTITUMOR 9-ANILINOACRIDINES; N-MUSTARD RESIDUE; BIOLOGICAL EVALUATION; RADIONUCLIDE THERAPY; DERIVATIVES; BEARING; DESIGN; ANTIBACTERIAL; AGENTS;
D O I
10.1007/s00044-015-1380-2
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
9-Amino acridine derivatives (1a-e) on condensation with dihydrofuran-2,5-dione, hexahydroisobenzofuran-1,3-dione and isochroman-1,3-dione under microwave irradiation gave corresponding condensation products 2a-e, 3a-e and 4a-e, respectively, in good yields. All these compounds were screened in vitro for anticancer activity against five human cancer cell lines, i.e., breast (T47D), lung (NCl H-522), colon (HCT-15), ovary (PA-1) and liver (Hep G2). Compounds 1-(3-methoxyacridine-9-yl) pyrrolidine-2,5-dione (2d) (ovary PA-1), 2-(2-methylacridine-9-yl)hexahydro-1H-isoindole-1,3(2H)-dione (3b) (lung NCl H-522), 2-(4-methylacridine-9-yl)hexahydro-1H-isoindole-1,3(2H)-dione (3c) (ovary PA-1), 2-(4-methoxyacridine-9-yl)hexahydro-1H-isoindole-1,3(2H)-dione (3e) (ovary PA-1) and 2-(2-methylacridine-9-yl)isoquinoline-1,3(2H,4H)-dione (4b) (ovary PA-1) exhibited IC50 values 7.1, 8.0, 5.4, 10.0 and 6.56 A mu M, respectively, and hence possess good anticancer activity.
引用
收藏
页码:3272 / 3282
页数:11
相关论文
共 50 条
  • [31] Synthesis and Evaluation of Anticancer Activity of Indazole Derivatives
    G. Sandeep Reddy
    S. Mohanty
    J. Kumar
    B. Venteswar Rao
    Russian Journal of General Chemistry, 2018, 88 : 2394 - 2399
  • [32] Trachycladines and Analogues: Synthesis and Evaluation of Anticancer Activity
    Peitsinis, Zisis V.
    Mitrakas, Achilleas G.
    Nakiou, Eirini A.
    Melidou, Dafni A.
    Kalamida, Dimitra
    Kakouratos, Christos
    Koukourakis, Michael I.
    Koumbis, Alexandros E.
    CHEMMEDCHEM, 2017, 12 (06) : 448 - 455
  • [33] SYNTHESIS AND BIOLOGICAL-ACTIVITY OF CYCLIC IMIDE DERIVATIVES AND RELATED-COMPOUNDS
    ANDO, I
    OHTSUKA, T
    MIKI, N
    TAKAHASHI, T
    HAYASE, Y
    HAYASHI, Y
    AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1989, 53 (07): : 2001 - 2003
  • [34] Synthesis and evaluation of γ-lactam derived small molecules as anticancer agents
    Tekkam, Srinivas
    Scott, Patricia
    Jonnalagadda, Subash C.
    Mereddy, Venkatram R.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 237
  • [35] Synthesis and evaluation of functionalized carboranyl small molecules as anticancer agents
    Jonnalagadda, Subash C.
    Schmit, David J.
    Giannone, Valerie E.
    Schmidt, Nora J.
    Richards, Justin T.
    Mereddy, Venkatram R.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238
  • [36] Synthesis, Anticancer Activity and Molecular Docking Studies of Hybrid Molecules Containing Indole-Thiazolidinedione-Triazole Moieties
    Perike, Nagaraju
    Edigi, Praveen Kumar
    Nirmala, Gurrapu
    Thumma, Vishnu
    Bujji, Sushmitha
    Naikal, Prameela Subhashini
    CHEMISTRYSELECT, 2022, 7 (47):
  • [37] Design, synthesis and anticancer evaluation of acridine hydroxamic acid derivatives as dual Topo and HDAC inhibitors
    Chen, Jiwei
    Li, Dan
    Li, Wenlu
    Yin, Jingxian
    Zhang, Yueying
    Yuan, Zigao
    Gao, Chunmei
    Liu, Feng
    Jiang, Yuyang
    BIOORGANIC & MEDICINAL CHEMISTRY, 2018, 26 (14) : 3958 - 3966
  • [38] Acridine-Isoxazole and Acridine-Azirine Hybrids: Synthesis, Photochemical Transformations in the UV/Visible Radiation Boundary Region, and Anticancer Activity
    Galenko, Ekaterina E.
    Novikov, Mikhail S.
    Bunev, Alexander S.
    Khlebnikov, Alexander F.
    MOLECULES, 2024, 29 (07):
  • [39] Evaluation of Anticancer Activity Promoted by Molecules Contained in the Extracts of Thevetia peruviana
    Barbon, Tamiris Caroline
    da Silva, Cassio Prinholato
    Sampaio, Suely Vilela
    Baldo, Mateus Amaral
    TOXICON, 2012, 60 (02) : 179 - 180
  • [40] Total Synthesis of Clausenain, a Cyclic Octapeptide and its Analog for Anticancer Activity
    Shinde, Nirmala
    Dhake, Avinash Shridhar
    Haval, Kishan Prabhu
    Bhosale, Sachin Kawaduji
    INDIAN JOURNAL OF PHARMACEUTICAL EDUCATION AND RESEARCH, 2020, 54 (02) : S330 - S336