2. Academic Validation
  3. Diversity of complexes based on p-nitrobenzoylhydrazide, benzoylformic acid and diorganotin halides or oxides self-assemble: Cytotoxicity, the induction of apoptosis in cancer cells and DNA-binding properties

Diversity of complexes based on p-nitrobenzoylhydrazide, benzoylformic acid and diorganotin halides or oxides self-assemble: Cytotoxicity, the induction of apoptosis in cancer cells and DNA-binding properties

  • Bioorg Chem. 2020 Jan:94:103402. doi: 10.1016/j.bioorg.2019.103402.
Wujiu Jiang 1,  Shanji Fan 2,  Qian Zhou 3,  Fuxing Zhang 4,  Daizhi Kuang 4,  Yuxing Tan 5
Affiliations

Affiliations

  • 1 Key Laboratory of Functional Metal-Organic Compounds of Hunan Province, Key Laboratory of Functional Organometallic Materials, University of Hunan Province, College of Chemistry and Materials Science, Hengyang Normal University, Hengyang 421008, PR China. Electronic address: jwj_china@163.com.
  • 2 Department of Oncologysurgery, The First Affiliated Hospital of University South China, Hengyang 421001, PR China.
  • 3 School of Basic Medical Sciences, Peking University Health Science Center, Beijing 100191, PR China.
  • 4 Key Laboratory of Functional Metal-Organic Compounds of Hunan Province, Key Laboratory of Functional Organometallic Materials, University of Hunan Province, College of Chemistry and Materials Science, Hengyang Normal University, Hengyang 421008, PR China.
  • 5 Key Laboratory of Functional Metal-Organic Compounds of Hunan Province, Key Laboratory of Functional Organometallic Materials, University of Hunan Province, College of Chemistry and Materials Science, Hengyang Normal University, Hengyang 421008, PR China. Electronic address: tanyuxing@hynu.edu.cn.
PMID: 31718891 DOI: 10.1016/j.bioorg.2019.103402
Abstract

Eight organotin(IV) complexes (C1-C8) have been synthesized and characterized by elemental analysis, fourier transform infrared spectroscopy (FT-IR), multinuclear nuclear magnetic resonance (1H, 13C and 119Sn NMR), high resolution mass spectroscopy (HRMS) and single crystal X-ray structural analysis. Crystallographic data show that C1 was a tetranuclear 16-membered macrocycle complex, C2-C4 and C7 were centrosymmetric dimer distannoxane and there was a Sn2O2 four-membered ring in the middle of the molecule, respectively, C5 and C6 are monoorganotin complexes due to the dehydroalkylation effect during the reaction, while C8 forms a one-dimensional chain structure. The cytotoxicity of all complexes were tested by 3-(4,5)-dimethylthiahiazo(-z-y1)-3,5-di-phenytetrazoliumromide (MTT) assays against three human tumor cell lines NCI-H460, MCF-7 and HepG2. The dibutyltin complex C2 has been shown to be more potent antitumor agents than Other complexes and carboplatin. Cell Apoptosis study of C2 with the high activity on HepG2 and MCF-7 Cancer cell lines was investigated by flow cytometry, it was shown that the antitumor activity of C2 was related to Apoptosis, but it has different cell cycle arrest characteristics from platinum compounds, and the proliferation was inhibited by blocking cells in S phase. The DNA binding activity of the C2 was studied by UV-visible absorption spectrometry, fluorescence competitive, viscosity measurements and gel electrophoresis, results shown C2 can be well embedded in the double helix of DNA and cleave DNA.

Keywords

Apoptosis; Crystal structure; Organotin complex; Self-assemble; Synthesis.

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