Synthesis, characterization and antioxidant/cytotoxic activity of oxovanadium(IV) complexes of methyliminodiacetic acid and ethylenediaminetetracetic acid

被引:11
作者
Ibrahim, Mohamed M. [1 ,2 ]
Mersal, Gaber A. M. [2 ,3 ]
Ramadan, Abdel-Motaleb M. [1 ]
Shaban, Shaban Y. [1 ]
Mohamed, Mahmoud A. [4 ]
Al-Juaid, Salih [5 ]
机构
[1] Kafrelsheikh Univ, Dept Chem, Fac Sci, Kafr Al Sheikh 33516, Egypt
[2] Taif Univ, Chem Dept, Fac Sci, At Taif, Saudi Arabia
[3] South Valley Univ, Dept Chem, Fac Sci, Qena, Egypt
[4] Cairo Univ, Dept Biochem, Fac Agr, Cairo, Egypt
[5] King Abdulaziz Univ, Chem Dept, Fac Sci, Jeddah, Saudi Arabia
关键词
Synthesis; Oxovanadium(IV) complexes; X-ray structure; Antioxidant; Cytotoxicity; MIXED-VALENCE COMPLEXES; OSTEOBLAST-LIKE CELLS; VANADIUM COMPLEXES; SPECTROSCOPIC CHARACTERIZATION; OXIDOVANADIUM(IV) COMPLEXES; FLAVONOID CHRYSIN; CRYSTAL-STRUCTURE; OXODIACETIC ACID; TRIPODAL LIGAND; IN-VITRO;
D O I
10.1016/j.molstruc.2017.02.080
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Two oxovanadium(IV) complexes, viz., [VO(Me-IDA)(H2O)(2)] (1) and NaH[VO(EDTA)]center dot 4H(2)O (2) (Me-IDA = methyliminodiacetic acid and EDTA = ethylenediaminetetraacetic acid) have been synthesized and characterized by FT-IR, UV-Vis, mass spectrometry, elemental analysis, magnetic moment and thermal analysis, as well as electrochemical measurements including cyclic voltammetry. Both compounds are monomeric with distorted octahedral geometries. Compound 2 has been structurally characterized by using X-ray crystallography. It shows an octahedral V(O)N2O3 coordination geometry, which exhibits chemically significant hydrogen bonding interactions besides showing coordination polymer formation. Compounds 1 and 2 show an irreversible redox peak around +0.80 V versus Ag/AgCl corresponding to one-electron oxidation of V(IV) to V(V). The free radical scavenging activity of compounds 1 and 2 were done using 2,2-diphenyl- 1-picrylhydrazyl (DPPH). Both compounds have shown encouraging ROS scavenging activities. The cytotoxicity effects of both compounds toward two different tumor cells (HePG2 and MCF-7) have been also studied by MIT assay. The IC50 values obtained, after 48 h incubation at 37 degrees C for HepG2 and MCF-7 cell lines were 74.23 and 42.04 mu g/mL for compound 1 and 65.56 and 48.34 mu g/mL for compound 2, respectively. Conclusively, the present investigation provides preliminary results which suggest that such compounds can be promising alternative antitumor agents. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:742 / 755
页数:14
相关论文
共 85 条
[1]   Vanadium-salen and -salan complexes: Characterization and application in oxygen-transfer reactions [J].
Adao, Pedro ;
Maurya, Mannar R. ;
Kumar, Umesh ;
Avecilla, Fernando ;
Henriques, Rui T. ;
Kusnetsov, Maxim L. ;
Pessoa, Joao Costa ;
Correia, Isabel .
PURE AND APPLIED CHEMISTRY, 2009, 81 (07) :1279-1296
[2]   Enhanced catalytic activity of oxovanadium complexes in oxidative polymerization of diphenyl disulfide [J].
Aida, Fuyuki ;
Takatori, Yohei ;
Kiyokawa, Daichi ;
Nagamatsu, Kentaro ;
Oyaizu, Kenichi ;
Nishide, Hiroyuki .
POLYMER CHEMISTRY, 2016, 7 (11) :2087-2091
[3]  
[Anonymous], 1999, SAINT V6 02
[4]  
Aureliano M., 2016, Med. Cell Longev, DOI DOI 10.1155/2016/6103457
[5]   Decavanadate (V10O286-) and oxovanadates: Oxometalates with many biological activities [J].
Aureliano, Manuel ;
Crans, Debbie C. .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2009, 103 (04) :536-546
[6]  
BABONNEAU F, 1982, NOUV J CHIM, V6, P353
[7]   SUPPRESSION BY VANADIUM(IV) OF CHROMIUM(V)-MEDIATED DNA CLEAVAGE AND CHROMIUM(VI/V)-INDUCED MUTAGENESIS - SYNTHESIS AND CRYSTAL-STRUCTURE OF THE VANADIUM(IV) COMPLEX (NH4)[V(O)(HOC(ET)2COO)(OC(ET)2COO)] [J].
BARRDAVID, G ;
HAMBLEY, TW ;
IRWIN, JA ;
JUDD, RJ ;
LAY, PA ;
MARTIN, BD ;
BRAMLEY, R ;
DIXON, NE ;
HENDRY, P ;
JI, JY ;
BAKER, RSU ;
BONIN, AM .
INORGANIC CHEMISTRY, 1992, 31 (24) :4906-4908
[8]  
Barrio DA, 2010, CURR MED CHEM, V17, P3632
[9]   New oxidovanadium(IV) N-acylhydrazone complexes: Promising antileishmanial and antitrypanosomal agents [J].
Benitez, Julio ;
de Queiroz, Aline Cavalcanti ;
Correia, Isabel ;
Alves, Marina Amaral ;
Alexandre-Moreira, Magna S. ;
Barreiro, Eliezer J. ;
Lima, Lidia Moreira ;
Varela, Javier ;
Gonzalez, Mercedes ;
Cerecetto, Hugo ;
Moreno, Virtudes ;
Pessoa, Joao Costa ;
Gambino, Dinorah .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 62 :20-27
[10]   Vanadium polypyridyl compounds as potential antiparasitic and antitumoral agents: New achievements [J].
Benitez, Julio ;
Becco, Lorena ;
Correia, Isabel ;
Milena Leal, Sandra ;
Guiset, Helena ;
Pessoa, Joao Costa ;
Lorenzo, Julia ;
Tanco, Sebastian ;
Escobar, Patricia ;
Moreno, Virtudes ;
Garat, Beatriz ;
Gambino, Dinorah .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2011, 105 (02) :303-312