New water-soluble copper (II) complexes including 4,7-dimethyl-1,10-phenanthroline and L-tyrosine: Synthesis, characterization, DNA interactions and cytotoxicities

被引:26
作者
Inci, Duygu [1 ]
Aydin, Rahmiye [1 ]
Yilmaz, Dilek [2 ]
Genckal, Hasene Mutlu [1 ]
Vatan, Ozgur [2 ]
Cinkilic, Nilufer [2 ]
Zorlu, Yunus [3 ]
机构
[1] Uludag Univ, Fac Arts & Sci, Dept Chem, TR-16059 Bursa, Turkey
[2] Uludag Univ, Fac Arts & Sci, Dept Biol, TR-16059 Bursa, Turkey
[3] Gebze Inst Technol, Dept Chem, Fac Sci, TR-41400 Kocaeli, Turkey
关键词
Copper(II); 4,7-Dimethyl-1,10-phenanthroline; L-tyrosine; Single crystal X-ray diffraction; DNA binding and cleavage; Cytotoxicity; MIXED-LIGAND COMPLEXES; CRYSTAL-STRUCTURE; WEAK-INTERACTIONS; RUTHENIUM(II) COMPLEXES; BINDING PROPERTIES; CLEAVAGE; PHOTOCLEAVAGE; 1,10-PHENANTHROLINE; FLUORESCENCE; STABILITIES;
D O I
10.1016/j.saa.2014.09.093
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
Two new water-soluble copper(II) complexes, [Cu(dmphen)(2)(NO3)]NO3 (1), [Cu(dmphen)(tyr)(H2O)] NO3 center dot H2O (2) and the diquartemary salt of dmphen (dmphen = 4,7-dimethyl-1,10-phenanthroline and tyr = L-tyrosine), have been synthesized and characterized by elemental analysis, H-1 NMR, C-13 NMR and IR spectroscopy, thermal analysis and single crystal X-ray diffraction techniques. The CT-DNA binding properties of these compounds have been investigated by absorption, emission spectroscopy and thermal denaturation measurements. The supercoiled pBR322 plasmid DNA cleavage activity of these compounds has been explored by agarose gel electrophoresis. The cytotoxicity of these compounds against MCF-7, Caco-2, A549 cancer cells and BEAS-2B healthy cells was also studied by the XTT method. Complexes 1 and 2 exhibit significant cytotoxicity, with lower IC50 values than those of cisplatin. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:761 / 770
页数:10
相关论文
共 58 条
[1]   SYNTHESIS, STRUCTURE, AND SPECTROSCOPIC PROPERTIES OF COPPER(II) COMPOUNDS CONTAINING NITROGEN SULFUR DONOR LIGANDS - THE CRYSTAL AND MOLECULAR-STRUCTURE OF AQUA[1,7-BIS(N-METHYLBENZIMIDAZOL-2'-YL)-2,6-DITHIAHEPTANE]COPPER(II) PERCHLORATE [J].
ADDISON, AW ;
RAO, TN ;
REEDIJK, J ;
VANRIJN, J ;
VERSCHOOR, GC .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1984, (07) :1349-1356
[2]  
[Anonymous], 2008, BRUK SADABS V2008 1
[3]  
[Anonymous], 2012, BRUK APEX2 V2012 4 0
[4]  
[Anonymous], 1972, ADV INORG CHEM
[5]   TRIS(PHENANTHROLINE)RUTHENIUM(II) - STEREOSELECTIVITY IN BINDING TO DNA [J].
BARTON, JK ;
DANISHEFSKY, AT ;
GOLDBERG, JM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (07) :2172-2176
[6]  
Bruker, 2009, BRUK SAINT V7 68A
[7]   Anion- interaction stitching 2-D layers formed by self-assembly of cations of a mononuclear copper(II) complex: synthesis, crystal structure and magnetism of [Cu(OAc)(2,2'-dypam)2](ClO4) [HOAc = acetic acid, 2,2'-dypam=2,2'-dipyridylamine] [J].
Choudhury, Somnath Ray ;
Chen, Chih-Yuan ;
Seth, Saikat ;
Kar, Tanusree ;
Lee, Hon Man ;
Colacio, Enrique ;
Mukhopadhyay, Subrata .
JOURNAL OF COORDINATION CHEMISTRY, 2009, 62 (04) :540-551
[8]   THE CRYSTAL-STRUCTURE AND ELECTRONIC-PROPERTIES OF THE COMPLEXES ACETATOBIS(1,10-PHENANTHROLINE)COPPER(II) PERCHLORATE DIHYDRATE, ACETATOBIS(1,10-PHENANTHROLINE)COPPER(II) NITRATE DIHYDRATE, AND ACETATOBIS(1,10-PHENANTHROLINE)ZINC(II) TETRAFLUOROBORATE DIHYDRATE [J].
FITZGERALD, W ;
HATHAWAY, B ;
SIMMONS, CJ .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1985, (01) :141-149
[9]   DNA interactions of a functionalized ruthenium(II) mixed-polypyridyl complex [Ru(bpy)2ppd]2+ [J].
Gao, Feng ;
Chao, Hui ;
Zhou, Feng ;
Yuan, Yi-Xian ;
Peng, Bin ;
Ji, Liang-Nian .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2006, 100 (09) :1487-1494
[10]   Photocytotoxic ferrocene-appended (L-tyrosine)copper(II) complexes of phenanthroline bases [J].
Goswami, Tridib K. ;
Gadadhar, Sudarshan ;
Karande, Anjali A. ;
Chakravarty, Akhil R. .
POLYHEDRON, 2013, 52 :1287-1298