Mononuclear tetraamineplatinum(II) complexes: Synthesis, anticancer activity, DNA binding, and cellular uptake

被引:0
|
作者
Robillard, Marc S. [1 ]
Jansen, Bart A. J. [1 ]
Lochner, Martin [2 ]
Geneste, Hervé [2 ]
Li, Yi [2 ]
Brouwer, Jaap [1 ]
Hesse, Manfred [2 ]
Reedijk, Jan [1 ]
机构
[1] Leiden Institute of Chemistry, P.O. Box 9502, NL-2300 RA Leiden, Netherlands
[2] Organisch-chemisches Institut, Universität Zürich, Winterthurerstrasse 190, CH-8057 Zürich, Switzerland
关键词
Amines - Complexation - DNA - Positive ions - Synthesis (chemical) - Toxicity - Tumors;
D O I
10.1002/1522-2675(20011017)84:103.0.CO;2-Z
中图分类号
学科分类号
摘要
The synthesis of three bis[(tert-butoxy)carbonyl]-protected (tetramine)dichloroplatinum complexes 2a-c of formula cis-[PtCl2(LL)] and of their cationic deprotected analogs 3a-c and their evaluation with respect to in vitro cytotoxicity, intramolecular stability, DNA binding, and cellular uptake is reported. The synthesis comprises the complexation of K2[PtCl4] with di-N-protected tetramines 1a-c to give 2a-c and subsequent acidolysis, yielding 3a-c. The cytotoxicity of the complexes is in direct relation to the length of the polyamine. Complexes 3a-c display a significant higher affinity for CT DNA as well as for cellular DNA in A2780 cells than cisplatin.
引用
收藏
相关论文
共 50 条
  • [31] DNA/protein binding and anticancer activity of ruthenium (II) arene complexes based on quinoline dipyrrin
    Singh, Nikhil Kumar
    Kumar, Yogesh
    Paitandi, Rajendra Prasad
    Tiwari, Rajan Kumar
    Kumar, Ajay
    Pandey, Daya Shankar
    INORGANICA CHIMICA ACTA, 2023, 545
  • [32] Synthesis, crystal structure, DNA interaction and anticancer activity of tridentate copper(II) complexes
    Li, Guan-Ying
    Du, Ke-Jie
    Wang, Jin-Quan
    Liang, Jie-Wen
    Kou, Jun-Feng
    Hou, Xiao-Juan
    Ji, Liang-Nian
    Chao, Hui
    JOURNAL OF INORGANIC BIOCHEMISTRY, 2013, 119 : 43 - 53
  • [33] DNA/protein binding and anticancer activity of ruthenium (II) arene complexes based on quinoline dipyrrin
    Singh, Nikhil Kumar
    Kumar, Yogesh
    Paitandi, Rajendra Prasad
    Tiwari, Rajan Kumar
    Kumar, Ajay
    Pandey, Daya Shankar
    INORGANICA CHIMICA ACTA, 2023, 545
  • [34] Palladium(II)-quinoxaline based complexes: DNA/BSA binding, DFT, docking and anticancer activity
    Dhaduk, Milan P.
    Dabhi, Ravi A.
    Bhatt, Bhupesh S.
    Bhatt, Vaibhav
    Patel, Mohan N.
    MATERIALS TODAY-PROCEEDINGS, 2022, 65 : 221 - 228
  • [35] Synthesis, structure, DNA binding and anticancer activity of mixed ligand ruthenium(II) complex
    Gilewska, Agnieszka
    Masternak, Joanna
    Kazimierczuk, Katarzyna
    Trynda, Justyna
    Wietrzyk, Joanna
    Barszcz, Barbara
    JOURNAL OF MOLECULAR STRUCTURE, 2018, 1155 : 288 - 296
  • [36] Efficient DNA cleavage mediated by mononuclear mixed ligand copper(II) phenolate complexes: The role of co-ligand planarity on DNA binding and cleavage and anticancer activity
    Jaividhya, Paramasivam
    Dhivya, Rajkumar
    Akbarsha, Mohamad Abdulkadhar
    Palaniandavar, Mallayan
    JOURNAL OF INORGANIC BIOCHEMISTRY, 2012, 114 : 94 - 105
  • [37] Quinoline based Pd(II) complexes: Synthesis, characterization and evaluation of DNA/protein binding, molecular docking and in vitro anticancer activity
    Thirunavukkarasu, Thangavel
    Sparkes, Hazel A.
    Natarajan, Karuppannan
    INORGANICA CHIMICA ACTA, 2018, 482 : 229 - 239
  • [38] Fluorophore Tagged Mixed Ligand Copper(II) Complexes: Synthesis, Structural Characterization, Protein Binding, DNA Cleavage and Anticancer Activity
    Shaikh, Sabiha A.
    Bhat, Satish S.
    Revankar, Vidyanand K.
    Kulkarni, Badarinath D.
    Kumara, Karthik
    Lokanath, N. K.
    Kumbar, Vijay
    Bhat, Kishore
    Butcher, Ray J.
    CHEMISTRYSELECT, 2021, 6 (45): : 12666 - 12676
  • [39] Synthesis and anticancer activity of dichloroplatinum(II) complexes of podophyllotoxin
    Liu, Xuan
    Zhang, Lin-Lin
    Xu, Xiao-Hui
    Hui, Lin
    Zhang, Jin-Bang
    Chen, Shi-Wu
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (13) : 3780 - 3784
  • [40] Synthesis, characterization, and anticancer activity of some mononuclear ruthenium(II) compounds
    Wang, Yong
    JOURNAL OF COORDINATION CHEMISTRY, 2023, 76 (16-24) : 1890 - 1906