Synthesis, Characterization, and Biological Activity of Six Di-p-chlorobenzyltin Complexes Derived from ONO Tridentate Ligands

被引:3
作者
Tan, Yuxing [1 ]
Qin, Qiqi [1 ]
Li, Aodian [1 ]
Fu, Weiwei [1 ]
Jiang, Wujiu [1 ]
机构
[1] Hengyang Normal Univ, Univ Hunan Prov, Key Lab Funct Met Organ Cpds Hunan Prov, Coll Chem & Mat Sci,Key Lab Funct Organometall Mat, Hengyang 421008, Hunan, Peoples R China
关键词
Organotin; Arylformylhydrazone; Synthesis; Crystal structure; Biological activity; VITRO DNA-BINDING; ORGANOTIN(IV) COMPLEXES; CYTOTOXICITY; ACYLHYDRAZONES;
D O I
10.1016/j.jorganchem.2023.122905
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Six new di-p-chlorobenzyltin complexes {[X-C6H4(O)C=N-N=C(Me)COO](MeOH)(p-Cl-C6H4CH2)(2)Sn}(2) (X= 2-OH- (C1), 4-OH- (C2), 4-NO2- (C3), 4-t-Bu-(C4), 4-MeO-(C5) or 4-Me- (C6)) were synthesized by the reactions of substituted arylhydrazides, sodium pyruvate, and di(p-chlorobenzyl)tin dichloride. All the complexes were characterized by IR, H-1, C-13, Sn-119 NMR spectra, HRMS, X-ray single crystal diffraction, and TGA. The complexes (C1 similar to C6) were screened for their in vitro anticancer activity against MCF-7, HepG2, and NCI-H460 cancer cell lines. In those complexes, complex C2 showed promising anticancer activity. The interaction between C2 and calf thymus DNA was studied by UV absorption and fluorescence spectroscopy. The results showed that the interaction between the complex C2 and DNA was intercalation. Molecular docking was also performed to verify the binding specificity of the complex C2 with DNA.
引用
收藏
页数:9
相关论文
共 30 条
  • [1] Organotin(IV) Dithiocarbamate Complexes: Chemistry and Biological Activity
    Adeyemi, Jerry O.
    Onwudiwe, Damian C.
    [J]. MOLECULES, 2018, 23 (10):
  • [2] Synthesis, characterization and in vitro DNA binding of chromone Schiff base organotin(IV) complexes
    Arjmand, Farukh
    Yousuf, Imtiyaz
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2013, 743 : 55 - 62
  • [3] The effect of metal and substituent on DNA binding, cleavage activity, and cytotoxicity of new synthesized Schiff base ligands and Zn(II) complex
    Asadi, Zahra
    Nasrollahi, Neda
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 2017, 1147 : 582 - 593
  • [4] Evaluation of anti-inflammatory activity and molecular docking study of new aza-bicyclic isoxazoline acylhydrazone derivatives
    Barreto Mota, Fernanda Virginia
    de Araujo Neta, Marlene Saraiva
    Franco, Eryvelton de Souza
    Gomes Alves Bastos, Isla Vanessa
    Correia da Araujo, Larissa Cardoso
    da Silva, Sandra Cabral
    de Oliveira, Tatiane Bezerra
    Souza, Eduarda Karynne
    de Almeida, Valderes Moraes
    Ximenes, Rafael Matos
    de Sousa Maia, Maria Bernadete
    Bezerra Mendonca Junior, Francisco Jaime
    Marchand, Pascal
    de Faria, Antonio Rodolfo
    da Silva, Teresinha Goncalves
    [J]. MEDCHEMCOMM, 2019, 10 (11) : 1916 - 1925
  • [5] A Multi-Stimuli-Responsive Fe(II) SCO Complex Based on an Acylhydrazone Ligand
    Chen, Xiu-Qin
    Cai, You-De
    Jiang, Wei
    Peng, Guo
    Fang, Jing-Kun
    Liu, Jun-Liang
    Tong, Ming-Liang
    Bao, Xin
    [J]. INORGANIC CHEMISTRY, 2019, 58 (02) : 999 - 1002
  • [6] Investigation of antitumor potential of Ni(II) complexes with tridentate PNO acylhydrazones of 2-(diphenylphosphino)benzaldehyde and monodentate pseudohalides
    Cobeljic, Bozidar
    Milenkovic, Milica
    Pevec, Andrej
    Turel, Iztok
    Vujcic, Miroslava
    Janovic, Barbara
    Gligorijevic, Nevenka
    Sladic, Dusan
    Radulovic, Sinisa
    Jovanovic, Katarina
    Andelkovic, Katarina
    [J]. JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, 2016, 21 (02): : 145 - 162
  • [7] Recent advancements in DNA interaction studies of organotin (IV) complexes
    Devi, Jai
    Pachwania, Sushila
    [J]. INORGANIC CHEMISTRY COMMUNICATIONS, 2018, 91 : 44 - 62
  • [8] WinGX and ORTEP for Windows: an update
    Farrugia, Louis J.
    [J]. JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2012, 45 : 849 - 854
  • [9] Synthesis, chemical characterization and antimicrobial activity of new acylhydrazones derived from carbohydrates
    Guilherme, Fernanda Dias
    Simonetti, Julia Evelin
    Santos Folquitto, Lais Regina
    Cardoso Reis, Adriana Cotta
    Oliver, Josidel Conceicao
    Tranches Dias, Amanda Latercia
    Dias, Danielle Ferreira
    Carvalho, Diogo Teixeira
    Brandao, Geraldo Celio
    de Souza, Thiago Belarmino
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 2019, 1184 : 349 - 356
  • [10] Crystalline Acylhydrazone Photoswitches with Multiple Mechanical Responses
    Gupta, Poonam
    Panda, Tamas
    Allu, Suryanarayana
    Borah, Silpisikha
    Baishya, Anamika
    Gunnam, Anilkumar
    Nangia, Ashwini
    Naumov, Pance
    Nath, Naba K.
    [J]. CRYSTAL GROWTH & DESIGN, 2019, 19 (05) : 3039 - 3044