Copper(II), cobalt(II) and nickel(II) complexes of juglone: synthesis, structure, DNA interaction and enhanced cytotoxicity.
Three novel copper(II), cobalt(II), and nickel(II) complexes of juglone (Jug) containing 1,10-phenanthroline (phen) ligand, [M(Jug)2(phen)] (M = Cu(II), 1, Co(II), 2, and Ni(II), 3), have been synthesized and characterized using, elemental analysis and spectroscopic studies. Their interactions with calf thymus DNA were investigated using viscosity measurements, UV-visible and fluorescence spectrophotometric methods. The catalytic activities on DNA cleavage of the complexes 1-3 were studied, which copper complex 1 showed better catalyst activity in the DNA cleavage process than complexes 2 and 3. The in vitro cytotoxic potential of the complexes 1-3 against human cervical carcinoma (HeLa), human liver hepatocellular carcinoma (HepG-2), and human colorectal adenocarcinoma (HT-29) cells indicated their promising antitumor activity with quite low IC50values in the range of 0.09-1.89 μM, which are 75 times lower than those of cisplatin.
Department of Chemistry, Isfahan University of Technology, Esfahān, 84156-83111, Iran.
Leila
L
Tabrizi
Department of Chemistry, Isfahan University of Technology, Esfahān, 84156-83111, Iran.
Mahrokh
M
Fooladivanda
Department of Chemistry, Isfahan University of Technology, Esfahān, 84156-83111, Iran. Chinif@cc.iut.ac.ir.
Hossein
H
Chiniforoshan
D000970:Antineoplastic Agents / Q000737:chemistry / Q000494:pharmacology; D003035:Cobalt / Q000737:chemistry / Q000494:pharmacology*; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D003300:Copper / Q000737:chemistry / Q000494:pharmacology*; D004247:DNA / Q000378:metabolism; D053837:DNA Cleavage; D004355:Drug Stability; D019073:HT29 Cells; D006367:HeLa Cells; D056945:Hep G2 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D009285:Naphthoquinones / Q000737:chemistry* / Q000494:pharmacology; D009532:Nickel / Q000737:chemistry / Q000494:pharmacology*; D010618:Phenanthrolines / Q000737:chemistry; D013050:Spectrometry, Fluorescence
D000970:Antineoplastic Agents; D056831:Coordination Complexes; D009285:Naphthoquinones; D010618:Phenanthrolines; D003035:Cobalt; D003300:Copper; D009532:Nickel; D004247:DNA; C427203:calf thymus DNA; C025205:1,10-phenanthroline; C005134:juglone
Cytotoxicity; DNA binding; Juglone; Metal complex