Bis(acetato)bis(1-methyl-4,5-diphenylimidazole)copper(II): preparation, characterization, crystal structure, DNA strand breakage and cytogenetic effect.
The preparation, characterization and antitumour properties of the complex [Cu(O2CMe)2L2] (1), where L = 1-methyl-4,5-diphenylimidazole, are described. The crystal structure of 1 (triclinic, space group P1, a = 6.743(1), b = 8.006(1), c = 15.898(1) A, alpha = 102.87(1), beta = 101.10(1), gamma = 76.76(1) degree, Z = 1) has been determined (R = 0.0254, Rw = 0.0275). In the centrosymmetric complex the copper ion is in an essentially square planar environment consisting of two pyridine-type imidazole nitrogen atoms and an oxygen atom from each acetate ligand; the second oxygen atoms of the carboxylate functionalities are involved in weak interactions with the metal completing the coordination to a very distorted tetragonal bipyramid. Complex 1 has been also characterized by elemental analyses, thermal methods, variable-temperature magnetic susceptibility and spectroscopic (IR and far-IR, FT-Raman, UV/VIS, EPR) techniques. The effect of the complex on the in vitro DNA strand breakage was examined. It was found that 1 causes degradation on the linearized pKS DNA, ds and ss DNA. High concentrations of this Cu(II) complex cause scissions on the relaxed and the supercoiled DNA. Furthermore, the in vivo cytogenic effect of 1 was examined on human lymphocyte cells. This study presents indications that 1 could have some relevance in the treatment of tumour cell lines. An orbital interpretation of the interaction of 1 with the DNA bases is proposed.
Raptopoulou
C P
CP
Institute of Materials Science, NCSR Demokritos, Aghia Paraskevi Attikis, Greece.
Paschalidou
S
S
Pantazaki
A A
AA
Terzis
A
A
Perlepes
S P
SP
Lialiaris
T
T
Bakalbassis
E G
EG
Mrozinski
J
J
Kyriakidis
D A
DA
D000970:Antineoplastic Agents / Q000737:chemistry* / Q000378:metabolism; D018360:Crystallography, X-Ray; D004247:DNA / Q000378:metabolism*; D004249:DNA Damage; D015252:Deoxyribonucleases, Type II Site-Specific / Q000378:metabolism; D004578:Electron Spin Resonance Spectroscopy; D006157:Guanosine Monophosphate / Q000378:metabolism; D006801:Humans; D006868:Hydrolysis; D008956:Models, Chemical; D008958:Models, Molecular; D009942:Organometallic Compounds / Q000737:chemistry* / Q000378:metabolism; D006163:Ribonuclease T1 / Q000378:metabolism; D012854:Sister Chromatid Exchange; D013059:Spectrum Analysis, Raman
D000970:Antineoplastic Agents; D009942:Organometallic Compounds; C115133:bis(acetato)bis(1-methyl-4,5-diphenylimidazole)copper(II); D006157:Guanosine Monophosphate; D004247:DNA; C047020:endodeoxyribonuclease ScaI; D015252:Deoxyribonucleases, Type II Site-Specific; D006163:Ribonuclease T1