Evaluation of the Anticancer and DNA-Binding Characteristics of Dichloro(diimine)zinc(II) Complexes

被引:4
作者
Babgi, Bandar A. [1 ]
Domyati, Doaa [2 ]
Abdellattif, Magda H. [3 ]
Hussien, Mostafa A. [1 ,4 ]
机构
[1] King Abdulaziz Univ, Dept Chem, Fac Sci, POB 80203, Jeddah 21589, Saudi Arabia
[2] Univ Jeddah, Dept Chem, Coll Sci, Jeddah 21589, Saudi Arabia
[3] Taif Univ, Dept Chem, Fac Sci, POB 888, At Taif 21974, Saudi Arabia
[4] Port Said Univ, Dept Chem, Fac Sci, Port Said 42521, Egypt
来源
CHEMISTRY-SWITZERLAND | 2021年 / 3卷 / 04期
关键词
zinc(II); diimine; DNA-binding; anticancer properties; molecular docking; GOLD(III) COMPLEXES; CRYSTAL-STRUCTURES; ZINC-COMPLEXES; CYTOTOXICITY; THIOSEMICARBAZONE; RESISTANCE; MOLECULES; CHEMISTRY; LIGANDS; AGENTS;
D O I
10.3390/chemistry3040086
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Several metal diimine complexes have been reported to possess anticancer properties. To evaluate the anticancer properties of tetrahedral zinc(II) diimine complexes, six complexes were synthesized with the general formula M((NN)-N-boolean AND)Cl-2 {where M = Zn, Pt and (NN)-N-boolean AND = 2,2'-biquinoline (1), 2,2'-dipyridylketone (2) and 4-((pyridine-2-ylmethylene)amino)phenol (3)}. In general, the intrinsic DNA-binding constants for the different compounds exhibited values within close proximity; the changes in the viscosity of the CT-DNA upon binding to the compounds suggest intercalation-binding mode. Molecular docking study predicted that complexes containing the highly planar ligand 2,2'-biquinoline are capable to establish pi-pi interactions with nucleobases of the DNA; the other four complexes engaged in donor-acceptor interactions with DNA nucleobases. The six complexes and two reference drugs (cisplatin and sunitinib) were tested against two cancer cell lines (COLO 205 and RCC-PR) and one normal cell line (LLC-MK2), highlighting the better performance of the zinc(II) complexes compared to their platinum(II) analogues. Moreover, zinc(II) complexes have higher selectivity index values than the reference drugs, with promising anticancer properties.
引用
收藏
页码:1178 / 1188
页数:11
相关论文
共 48 条
[1]   Spectroscopic and biological properties of platinum complexes derived from 2-pyridyl Schiff bases [J].
Al-Khathami, Nada D. ;
Al-Rashdi, Kamelah S. ;
Babgi, Bandar A. ;
Hussien, Mostafa A. ;
Arshad, Muhammad Nadeem ;
Eltayeb, Naser E. ;
Elsilk, Sobhy E. ;
Lasri, Jamal ;
Basaleh, Amal S. ;
Al-Jahdali, Mutlaq .
JOURNAL OF SAUDI CHEMICAL SOCIETY, 2019, 23 (07) :903-915
[2]   DNA-Binding and Cytotoxicity of Copper(I) Complexes Containing Functionalized Dipyridylphenazine Ligands [J].
Alsaedi, Sammar ;
Babgi, Bandar A. ;
Abdellattif, Magda H. ;
Arshad, Muhammad N. ;
Emwas, Abdul-Hamid M. ;
Jaremko, Mariusz ;
Humphrey, Mark G. ;
Asiri, Abdullah M. ;
Hussien, Mostafa A. .
PHARMACEUTICS, 2021, 13 (05)
[3]   REVERSIBLE ADDITION OF PROTIC MOLECULES TO COORDINATED DI-2-PYRIDYL KETONE IN PALLADIUM(II), PLATINUM(II), AND GOLD(III) COMPLEXES - X-RAY CRYSTAL-STRUCTURES OF DICHLORO(DIHYDROXY-DI-2-PYRIDYLMETHANE)PALLADIUM(II) AND DICHLORO(DIHYDROXY-DI-2-PYRIDYLMETHANE)GOLD(III) CHLORIDE [J].
ANNIBALE, G ;
CANOVESE, L ;
CATTALINI, L ;
NATILE, G ;
BIAGINICINGI, M ;
MANOTTILANFREDI, AM ;
TIRIPICCHIO, A .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1981, (12) :2280-2287
[4]   Coordination chemistry of S-substituted isothiosemicarbazides and isothiosemicarbazones [J].
Arion, Vladimir B. .
COORDINATION CHEMISTRY REVIEWS, 2019, 387 :348-397
[5]   Cytotoxicity, Post-Treatment Recovery, and Selectivity Analysis of Naturally Occurring Podophyllotoxins from Bursera fagaroides var. fagaroides on Breast Cancer Cell Lines [J].
Aristeo Pena-Moran, Omar ;
Luisa Villarreal, Maria ;
Alvarez-Berber, Laura ;
Meneses-Acosta, Angelica ;
Rodriguez-Lopez, Veronica .
MOLECULES, 2016, 21 (08)
[6]   DNA-BSA interaction, cytotoxicity and molecular docking of mononuclear zinc complexes with reductively cleaved N2S2 Schiff base ligands [J].
Asadizadeh, Saeedeh ;
Amirnasr, Mehdi ;
Tirani, Farzaneh Fadaei ;
Mansouri, Alireza ;
Schenk, Kurt .
INORGANICA CHIMICA ACTA, 2018, 483 :310-320
[7]   Synthesis, structures, DNA-binding, cytotoxicity and molecular docking of CuBr(PPh3)(diimine) [J].
Babgi, Bandar A. ;
Mashat, Khlood H. ;
Abdellattif, Magda H. ;
Arshad, Muhammed N. ;
Alzahrani, Khaled A. ;
Asiri, Abdullah M. ;
Du, Jun ;
Humphrey, Mark G. ;
Hussien, Mostafa A. .
POLYHEDRON, 2020, 192
[8]   DNA-binding of nickel(II), copper(II) and zinc(II) complexes: Structure-affinity relationships [J].
Barone, Giampaolo ;
Terenzi, Alessio ;
Lauria, Antonino ;
Almerico, Anna Maria ;
Leal, Jose M. ;
Busto, Natalia ;
Garcia, Begona .
COORDINATION CHEMISTRY REVIEWS, 2013, 257 (19-20) :2848-2862
[9]   Monomer-Dimer Divergent Behavior toward DNA in a Half-Sandwich Ruthenium(II) Aqua Complex. Antiproliferative Biphasic Activity [J].
Busto, Natalia ;
Martinez-Alonso, Marta ;
Leal, Jose M. ;
Rodriguez, Ana M. ;
Dominguez, Fernando ;
Isabel Acuna, Ma ;
Espino, Gustavo ;
Garcia, Begona .
ORGANOMETALLICS, 2015, 34 (01) :319-327
[10]   Selective inhibitory effects of zinc on cell proliferation in esophageal squamous cell carcinoma through Orai1 [J].
Choi, Sangyong ;
Cui, Chaochu ;
Luo, Yanhong ;
Kim, Sun-Hee ;
Ko, Jae-Kyun ;
Huo, Xiaofang ;
Ma, Jianjie ;
Fu, Li-Wu ;
Souza, Rhonda F. ;
Korichneva, Irina ;
Pan, Zui .
FASEB JOURNAL, 2018, 32 (01) :404-+