Structural characterization, DNA binding study, antioxidant potential and antitumor activity of diorganotin(IV) complexes against human breast cancer cell line MDA-MB-231

被引:20
|
作者
Ramzan, Shaista [1 ,2 ]
Shujah, Shaukat [1 ]
Holt, Katherine B. [2 ]
Rehman, Zia-ur [3 ]
Hussain, Syed Tasleem [1 ]
Cockcroft, Jeremy Karl [2 ]
Malkani, Naila [4 ]
Muhammad, Niaz [5 ]
Kauser, Aneela [1 ]
机构
[1] Kohat Univ Sci & Technol, Dept Chem, Kohat 26000, Pakistan
[2] UCL, Dept Chem, Christopher Ingold Lab, London WC1H0AJ, England
[3] Quaid I Azam Univ, Dept Chem, Islamabad 45320, Pakistan
[4] Govt Coll Univ, Dept Zool, Lahore, Pakistan
[5] Abdul Wali Khan Univ, Dept Chem, Mardan, Pakistan
关键词
Organotin(IV) complexes; Crystal structure; DNA-binding; Cyclic voltammetry; Cytotoxicity; DPPH antioxidant activity; X-RAY STRUCTURES; SCHIFF-BASE SYNTHESIS; BIOLOGICAL SCREENINGS; SPECTROSCOPIC CHARACTERIZATION; CRYSTAL-STRUCTURE; DRUG CANDIDATES; ORGANOTIN(IV); CYTOTOXICITY; CARBOXYLATES; ANTICANCER;
D O I
10.1016/j.jorganchem.2023.122671
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Five new organotin(IV) complexes, Me2SnL ( 1 ), n-Bu2SnL ( 2 ), tert-Bu2SnL ( 3 ), Ph2SnL ( 4 ) and n-Oct2SnL ( 5 ), have been synthesized from the reaction of R2SnCl2 (R = Me, Bu, tert-Bu, Ph, Oct) with N'-(3-ethoxy-2-hydroxybenzylidene)formohydrazide (H2L). The structural elucidation of synthesized compounds was done by FT-IR, 1H-NMR, 13C-NMR spectroscopy and single-crystal X-ray analysis. Crystallographic data of complex ( 1 ) showed seven coordinated central tin atom with distorted pentagonal bipyramidal geome-try. Where in solution the Sn atom of synthesized complexes exhibit five coordination, confirmed from 1H-NMR. The results from DNA interaction studies via UV-visible spectroscopy, viscosity, cyclic voltam-metry, and differential pulse voltammetry (DPV) suggested an intercalative mode of interaction between the synthesized compounds and SS-DNA. Furthermore, the complexes interact more significantly than ligand. Electrochemical and thermodynamic parameters, including diffusion coefficient, AH, AG, and AS, were calculated using cyclic voltammetry data. The linear plot of peak current (I) vs. square root of the scan rate (upsilon 1/2) indicated the electrochemical processes to be diffusion controlled. The DPPH free radical scavenging assay results showed that complex ( 4) is an active antioxidant. In-vitro cytotoxicity of the syn-thesized compounds was determined on human breast cancer cell line MDA-MB-231 using tetrazolium-based MTT assay, and complexes ( 2) , ( 3) and ( 4) showed significant cytotoxic activity. The structure -activity relationships may be utilised to direct the optimization of the activity of agents from this class of compounds by comparing the specifics of the compound structures, their DNA binding, and toxicity.(c) 2023 Elsevier B.V. All rights reserved.
引用
收藏
页数:11
相关论文
共 50 条
  • [41] Characterization of Triple-Negative Breast Cancer MDA-MB-231 Cell Spheroid Model
    Huang, Zhaoming
    Yu, Panpan
    Tang, Jianhui
    ONCOTARGETS AND THERAPY, 2020, 13 : 5395 - 5405
  • [42] Pro-metastatic human breast cancer cell line, MDA-MB-231 (MDA) and platelet interacctions in an 'in vitro' aggregation assay
    Alberto, M. F.
    Bermejo, I. E.
    Calderazzo, J. C.
    Meschengieser, S.
    Lazzari, M. A.
    Sanchez-Luceros, A.
    JOURNAL OF THROMBOSIS AND HAEMOSTASIS, 2013, 11 : 592 - 592
  • [43] Characterization of PI (breast cancer cell special peptide) in MDA-MB-231 breast cancer cells and its potential therapeutic applications
    Gao, Change
    Hong, Min
    Geng, Jiwei
    Zhou, Huahua
    Dong, Jian
    INTERNATIONAL JOURNAL OF ONCOLOGY, 2015, 47 (04) : 1371 - 1378
  • [44] HISTAMINE REGULATES MDA MB 231 BREAST CANCER CELL LINE INVASIVE POTENTIAL
    Cricco, G. P.
    Saez, M. S.
    Mohamad, N. A.
    Valli, E.
    Bergoc, R. M.
    Rivera, E. S.
    Martin, G. A.
    INFLAMMATION RESEARCH, 2010, 59 : S358 - S358
  • [45] Encapsulated Oxovanadium(IV) and Dioxovanadium(V) Complexes into Solid Lipid Nanoparticles Increase Cytotoxicity Against MDA-MB-231 Cell Line
    Kostrzewa, Tomasz
    Nowak, Izabela
    Feliczak-Guzik, Agnieszka
    Drzezdzon, Joanna
    Jacewicz, Dagmara
    Gorska-Ponikowska, Magdalena
    Kuban-Jankowska, Alicja
    INTERNATIONAL JOURNAL OF NANOMEDICINE, 2023, 18 : 2507 - 2523
  • [46] Fabrication and Assessment of Orodispersible Tablets Loaded with Cubosomes for the Improved Anticancer Activity of Simvastatin against the MDA-MB-231 Breast Cancer Cell Line
    Zaki, Randa Mohammed
    Ela, Amal El Sayeh Abou El
    Almurshedi, Alanood S. S.
    Aldosari, Basmah Nasser
    Aldossari, Abdullah A. A.
    Ibrahim, Mohamed A. A.
    POLYMERS, 2023, 15 (07)
  • [47] Brucine Suppresses Vasculogenic Mimicry in Human Triple-Negative Breast Cancer Cell Line MDA-MB-231
    Xu, Meng-Ran
    Wei, Peng-Fei
    Suo, Ming-Zhu
    Hu, Yi
    Ding, Weiping
    Su, Li
    Zhu, Yao-Dong
    Song, Wan-Ji
    Tang, Guan-Hao
    Zhang, Mei
    Li, Ping
    BIOMED RESEARCH INTERNATIONAL, 2019, 2019
  • [48] The proteome of the human breast cancer cell line MDA-MB-231: Analysis by LTQ-Orbitrap mass spectrometry
    Strande, Vaik
    Canelle, Ludovic
    Tastet, Christophe
    Burlet-Schiltz, Odile
    Monsarrat, Bernard
    Hondermarck, Hubert
    PROTEOMICS CLINICAL APPLICATIONS, 2009, 3 (01) : 41 - 50
  • [49] Action of hexachlorobenzene on MDA-MB-231 human breast cancer cell invasion and tumour growth
    Pontillo, C. A.
    Rojas, P.
    Chiappini, F.
    Ventura, C.
    Cocca, C. M.
    Lanari, C.
    Kleiman de Pisarev, D. L.
    Randi, A. S.
    TOXICOLOGY LETTERS, 2011, 205 : S80 - S80
  • [50] Metabolic and lipidomic characterization of radioresistant MDA-MB-231 human breast cancer cells to investigate potential therapeutic targets
    Lee, Hwanhui
    Ngoc Bao To
    Kim, Myeongsun
    Nguyen, Yen Thi-Kim
    Cho, Somi Kim
    Choi, Hyung-Kyoon
    JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2022, 208