Synthesis, Structural Characterization and Antitumor Activity of Copper(II) Complex of 4-(2-Hydroxy-3-chlorine)pheny1-2,2′:6′,2′-terpyridine

被引:1
作者
Zhong Yu-Jun [1 ]
Chen Zhen-Feng [1 ]
Liang Hong [1 ]
机构
[1] Guangxi Normal Univ, Sch Chem & Pharm, State Key Lab Chem & Mol Engn Med Resources, Guilin 541004, Guangxi, Peoples R China
关键词
tribipyridine; copperan complex; antitumor activity; cell apoptosis; cell cycle; IN-VITRO; CYTOTOXICITY; TERPYRIDINE;
D O I
10.11862/CJIC.2019.253
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A new copper(II) complex [Cu-2(mu-L-kappa O,O)(2)Cl-2] (1) with 4-(2-hydroxy-3-chloro)phenyl-2,2':6',2' -tribipyridine (HL) as ligand was synthesized and characterized by elemental analysis, NMR, ESI-MS as well as single crystal X-ray diffraction analysis. Complex 1 is a binuclear structure, and the central copper(II) is coordinated by one Cl- anion, two N atoms and two hydroxyl O atoms from L- to form five-coordination distorted square-pyramid geometric configurations; two copper centers are bridged by two hydroxyl O atoms. MTT assay was employed to test the inhibitory activities of complex 1 against five selected cancer cell lines. The results showed that inhibition rate of MGC80-3 cells was the highest, reaching (84.30 +/- 1.28)%, and its IC50 value was (3.36 +/- 0.43) mu mol.L-1. Flow cytometry analytical results indicated that complex 1 could induce apoptosis of MGC80-3 cells. Under the complex 1 concentration of 4.5 mu mol.L-1, the MGC80-3 cell apoptosis percentage was 42.2%. Complex 1 arrested MGC80-3 cells in Gl phase, thereby inhibiting the growth of tumor cells. CCDC: 1959094.
引用
收藏
页码:2089 / 2094
页数:6
相关论文
共 25 条
[1]   Synthesis, spectroscopic and biological studies of a fluorescent Pt(II) (terpy) based 1,8-naphthalimide conjugate as a DNA targeting agent [J].
Banerjee, Swagata ;
Kitchen, Jonathan A. ;
Bright, Sandra A. ;
O'Brien, John E. ;
Williams, D. Clive ;
Kelly, John M. ;
Gunnlaugsson, Thorfinnur .
CHEMICAL COMMUNICATIONS, 2013, 49 (76) :8522-8524
[2]   Cytotoxic gold(III) complexes incorporating a 2,2': 6', 2''-terpyridine ligand framework - the impact of the substituent in the 4'-position of a terpy ring [J].
Czerwinska, K. ;
Golec, M. ;
Skonieczna, M. ;
Palion-Gazda, J. ;
Zygadlo, D. ;
Szlapa-Kula, A. ;
Krompiec, S. ;
Machura, B. ;
Szurko, A. .
DALTON TRANSACTIONS, 2017, 46 (10) :3381-3392
[3]   Nanoparticle formulations of cisplatin for cancer therapy [J].
Duan, Xiaopin ;
He, Chunbai ;
Kron, Stephen J. ;
Lin, Wenbin .
WILEY INTERDISCIPLINARY REVIEWS-NANOMEDICINE AND NANOBIOTECHNOLOGY, 2016, 8 (05) :776-791
[4]   New vanadium complexes with 6,6"-dimethy1-2,2:′6′,2"-terpyridine in terms of structure and biological properties [J].
Fik, Marta A. ;
Gorczynski, Adam ;
Kubicki, Maciej ;
Hnatejko, Zbigniew ;
Wadas, Anna ;
Kulesza, Pawel J. ;
Lewinska, Agnieszka ;
Giel-Pietraszuk, Malgorzata ;
Wyszko, Eliza ;
Patroniak, Violetta .
POLYHEDRON, 2015, 97 :83-93
[5]   New ternary bipyridine-terpyridine copper(II) complexes as self-activating chemical nucleases [J].
Gama, Sofia ;
Rodrigues, Ines ;
Marques, Fernanda ;
Palma, Elisa ;
Correia, Isabel ;
Carvalho, M. Fernanda N. N. ;
Pessoa, Joao Costa ;
Cruz, Andreia ;
Mendo, Sonia ;
Santos, Isabel C. ;
Mendes, Filipa ;
Santos, Isabel ;
Paulo, Antonio .
RSC ADVANCES, 2014, 4 (106) :61363-61377
[6]   Assembly of Palladium(II) and Platinum(II) Metallo-Rectangles with a Guanosine-Substituted Terpyridine and Study of Their Interactions with Quadruplex DNA [J].
Ghosh, Sushobhan ;
Mendoza, Oscar ;
Cubo, Leticia ;
Rosu, Frederic ;
Gabelica, Valerie ;
White, Andrew J. P. ;
Vilar, Ramon .
CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (16) :4772-4779
[7]  
Hartmann JT, 2003, EXPERT OPIN PHARMACO, V4, P889, DOI 10.1517/eoph.4.6.889.22200
[8]   Coordination of Hydroxyquinolines to a Ruthenium Bis-dimethyl-phenanthroline Scaffold Radically Improves Potency for Potential as Antineoplastic Agents [J].
Heidary, David K. ;
Howerton, Brock S. ;
Glazer, Edith C. .
JOURNAL OF MEDICINAL CHEMISTRY, 2014, 57 (21) :8936-8946
[9]   Selective DNA Purine Base Photooxidation by Bis-terdentate Iridium(III) Polypyridyl and Cyclometalated Complexes [J].
Jacques, Alexandre ;
Kirsch-De Mesmaeker, Andree ;
Elias, Benjamin .
INORGANIC CHEMISTRY, 2014, 53 (03) :1507-1512
[10]   Synthesis, characterization, in vitro antitumor activity, DNA-binding properties and electronic structure (DFT) of the new complex cis-(Cl,Cl)[RuIICl2(NO+)(terpy)]Cl [J].
Karidi, K ;
Garoufis, A ;
Tsipis, A ;
Hadjiliadis, N ;
den Dulk, H ;
Reedijk, J .
DALTON TRANSACTIONS, 2005, (07) :1176-1187